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Reaxys ID 1743056 View in Reaxys 1/14
CAS Registry Number: 2623-87-2
Chemical Name: bromobutyric acid; 4-bromobutyric acid
Linear Structure Formula: CH2BrCH2CH2COOH
Molecular Formula: C4H7BrO2
Molecular Weight: 167.002
Type of Substance: acyclic
InChI Key: GRHQDJDRGZFIPO-UHFFFAOYSA-N

Note:
Substance Label (44)
Label References
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 Reaxys
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4503 - 4505, View in Reaxys
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2
Patent-Specific Data (5)
Prophetic Location in
References
Compound Patent
Patent; Sun Jiaqiang; (5 pag.); CN107556242; (2018); (A) Chinese, View in Reaxys
Patent; Wuxi New Material Research Institute Harbin Institute of Technology; Wuxi
Hite Institute of New Materials Co.,; Bai, Yongping; Qu, Dezhi; Li, Weidong; (8
pag.); CN105541886; (2016); (A) Chinese, View in Reaxys
Page/Page Patent; The Johns Hopkins University; Cui, Honggang; Cheetham, Andrew G.;
column Zhang, Pengcheng; US2014/113875; (2014); (A1) English, View in Reaxys; Patent; SK
CHEMICALS CO., LTD.; Kim, Seon-Mi; Kim, Jae-Sun; Lee, Minhee; Lee, So-young;
Lee, Bong-Yong; Shin, Young Ah; Park, Euisun; Lee, Jung A; Han, Min-Young;
Ahn, Jaeseung; Yoo, Taekyung; Kim, Hun-Taek; US2015/166558; (2015); (A1)
English, View in Reaxys
Claim Patent; Sumitomo Chemical Company, Limited; US4578472; (1986); (A) English,
View in Reaxys; Patent; Sumitomo Chemical Company, Limited; US6037509; (2000);
(A) English, View in Reaxys; Patent; Atlantic Richfield Company; US4258208; (1981);
(A) English, View in Reaxys; Patent; ISP Investments Inc.; US6156829; (2000); (A)
English, View in Reaxys
prophetic product Patent; The Upjohn Company; US3984393; (1976); (A) English, View in Reaxys;
Patent; The Upjohn Company; US4136171; (1979); (A) English, View in Reaxys;
Patent; The Upjohn Company; US4276412; (1981); (A) English, View in Reaxys;
Patent; The Upjohn Company; US4113855; (1978); (A) English, View in Reaxys
Druglikeness (1)
1 of 1 LogP 1.211
H Bond Donors 1
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 37.3
Lipinski Number 4
Veber Number 2

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Derivative (3)
Comment
References
(Derivative)
as anilide (mp: Heine et al.; Journal of the American Chemical Society; vol. 77; (1955); p. 5420, View in Reaxys
75-76 degree )
as 4-chloro- Heine et al.; Journal of the American Chemical Society; vol. 77; (1955); p. 5420, View in Reaxys
anilide (mp: 100-
101 degree )
as p-toluidide Heine et al.; Journal of the American Chemical Society; vol. 77; (1955); p. 5420, View in Reaxys
(mp: 90-91
degree )
Melting Point (6)
1 of 6 Melting Point [°C] 25.5 - 26.5
Galli,C. et al.; Journal of the American Chemical Society; vol. 99; (1977); p. 2591 - 2597, View in Reaxys
2 of 6 Melting Point [°C] 29 - 31
Solvent (Melting Point) diethyl ether; petroleum ether
Seidel,W. et al.; Chemische Berichte; vol. 110; (1977); p. 3544 - 3552, View in Reaxys
3 of 6 Melting Point [°C] 32 - 33
Raevskii,K.S. et al.; Pharmaceutical Chemistry Journal; vol. 10; nb. 4; (1976); p. 471 - 474; Khimiko-
Farmatsevticheskii Zhurnal; vol. 10; nb. 4; (1976); p. 55 - 58, View in Reaxys; Henry; Comptes Rendus
Hebdomadaires des Seances de l'Academie des Sciences; vol. 102; (1886); p. 369; Bulletin de la Societe
Chimique de France; vol. <2>46; (1886); p. 65, View in Reaxys; Roy et al.; Journal of the Indian Chemical Society;
vol. 46; (1969); p. 656, View in Reaxys; Lespagnol; Mizon; Bulletin de la Societe Chimique de France; (1965); p.
1453, View in Reaxys
4 of 6 Melting Point [°C] 31 - 31.5
Hyne,J.B.; Jensen,J.H.; Canadian Journal of Chemistry; vol. 43; (1965); p. 57 - 63, View in Reaxys
5 of 6 Melting Point [°C] 33 - 34
Solvent (Melting Point) petroleum ether; benzene
OELSCHLAEGER; SCHMERSAHL; TOPORSKI; Archiv der Pharmazie; vol. 294 /66; (1961); p. 488 - 498, View in
Reaxys
6 of 6 Melting Point [°C] 32 - 33
Solvent (Melting Point) petroleum ether
, View in Reaxys; Michael; Mason; Journal of the American Chemical Society; vol. 65; (1943); p. 684, View in
Reaxys
Boiling Point (16)
Pressure
Boiling Point [°C] (Boiling Point) References
[Torr]
110 - 113 Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser,
Manfred; Bauer, Rudolf; Bucar, Franz; Bioorganic and Medicinal Chemistry; vol. 19; nb. 1; (2011);
p. 567 - 579, View in Reaxys

72 - 77 0.3 Bobrova, N. I.; Belosludtsev, Yu. Yu.; Pivnitskii, K. K.; Journal of Organic Chemistry
USSR (English Translation); vol. 25; nb. 101; (1989); p. 1873 - 1878; Zhurnal
Organicheskoi Khimii; vol. 25; nb. 10; (1989); p. 2073 - 2080, View in Reaxys
106 - 109 3.9 Friedrich, Edwin C.; DeLucca, George; Journal of Organic Chemistry; vol. 48; nb. 10;
(1983); p. 1678 - 1682, View in Reaxys
90 - 93 2 Raevskii,K.S. et al.; Pharmaceutical Chemistry Journal; vol. 10; nb. 4; (1976); p. 471 -
474; Khimiko-Farmatsevticheskii Zhurnal; vol. 10; nb. 4; (1976); p. 55 - 58, View in
Reaxys
136 20 Redeuilh et al.; Bulletin de la Societe Chimique de France; (1975); p. 850, View in
Reaxys
108 - 109 2 Redeuilh et al.; Bulletin de la Societe Chimique de France; (1975); p. 850, View in
Reaxys

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106 - 109 4 Furukawa; Iwakiri; Nippon Kagaku Kaishi; (1973); p. 758,759, 760, 761, View in
Reaxys
95 - 97 0.6 Testa; Fontanella; Farmaco, Edizione Scientifica; vol. 26; (1971); p. 1017,1033, View
in Reaxys
128 - 130 8 - 10 Roy et al.; Journal of the Indian Chemical Society; vol. 46; (1969); p. 656, View in
Reaxys
90 - 94 3 Maruyama; Murakami; Nippon Kagaku Zasshi; vol. 89; (1968); p. 196; Chem.Abstr.;
vol. 68; nb. 110809; (1968), View in Reaxys
125 - 130 13 Lespagnol; Mizon; Bulletin de la Societe Chimique de France; (1965); p. 1453, View in
Reaxys
92 - 96 2 Hyne,J.B.; Jensen,J.H.; Canadian Journal of Chemistry; vol. 43; (1965); p. 57 - 63,
View in Reaxys
115 - 116 2 OELSCHLAEGER; SCHMERSAHL; TOPORSKI; Archiv der Pharmazie; vol. 294 /66;
(1961); p. 488 - 498, View in Reaxys
142 25 Stirling; Journal of the Chemical Society; (1958); p. 4524,4530, View in Reaxys
128 - 131 11 Miki; Nippon Nogei Kagaku Kaishi; vol. 30; (1956); p. 778; Chem.Abstr.; (1958); p.
9960, View in Reaxys
124 - 127 7 Marvel; Birkhimer; Journal of the American Chemical Society; vol. 51; (1929); p. 261,
View in Reaxys
Refractive Index (1)
Wavelength Temperature
Refractive Index (Refractive (Refractive References
Index) [nm] Index) [°C]
1.4825 589 24 Friedrich, Edwin C.; DeLucca, George; Journal of Organic
Chemistry; vol. 48; nb. 10; (1983); p. 1678 - 1682, View in Reaxys
Chromatographic Data (1)
Chromatographic
References
data
TLC (Thin layer Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and Functional Polymers; vol. 99;
chromatography) (2016); p. 1 - 8, View in Reaxys
Crystal Property Description (3)
Colour & Other
References
Properties
yellow Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and Functional Polymers; vol. 99;
(2016); p. 1 - 8, View in Reaxys
colourless Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser, Manfred;
Bauer, Rudolf; Bucar, Franz; Bioorganic and Medicinal Chemistry; vol. 19; nb. 1; (2011); p. 567 - 579,
View in Reaxys
Nadeln , View in Reaxys; Michael; Mason; Journal of the American Chemical Society; vol. 65; (1943); p. 684, View
in Reaxys
Electrical Data (1)
1 of 1 Description (Electrical Electrical conductivity
Data)
Comment (Electrical bei 25grad.
Data)
Lichty; Justus Liebigs Annalen der Chemie; vol. 319; (1901); p. 371, View in Reaxys
NMR Spectroscopy (4)
1 of 4 Description (NMR Chemical shifts
Spectroscopy)
Nucleus (NMR 1H
Spectroscopy)
Solvents (NMR chloroform-d1
Spectroscopy)

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 Frequency (NMR 400
Spectroscopy) [MHz]
Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser, Manfred; Bauer,
Rudolf; Bucar, Franz; Bioorganic and Medicinal Chemistry; vol. 19; nb. 1; (2011); p. 567 - 579, View in Reaxys;
Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and Functional Polymers; vol. 99; (2016); p.
1 - 8, View in Reaxys
2 of 4 Description (NMR Chemical shifts
Spectroscopy)
Nucleus (NMR 13C
Spectroscopy)
Solvents (NMR chloroform-d1
Spectroscopy)
Frequency (NMR 100
Spectroscopy) [MHz]
Wube, Abraham A.; Huefner, Antje; Thomaschitz, Christina; Blunder, Martina; Kollroser, Manfred; Bauer,
Rudolf; Bucar, Franz; Bioorganic and Medicinal Chemistry; vol. 19; nb. 1; (2011); p. 567 - 579, View in Reaxys;
Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and Functional Polymers; vol. 99; (2016); p.
1 - 8, View in Reaxys
3 of 4 Description (NMR Chemical shifts
Spectroscopy)
Nucleus (NMR 1H
Spectroscopy)
Solvents (NMR CDCl3
Spectroscopy)
Olah, George A.; Karpeles, Richard; Narang, Subhash C.; Synthesis; nb. 11; (1982); p. 963 - 965, View in
Reaxys; Friedrich, Edwin C.; DeLucca, George; Journal of Organic Chemistry; vol. 48; nb. 10; (1983); p. 1678 -
1682, View in Reaxys
4 of 4 Description (NMR Chemical shifts
Spectroscopy)
Nucleus (NMR 1H
Spectroscopy)
Seidel,W. et al.; Chemische Berichte; vol. 110; (1977); p. 3544 - 3552, View in Reaxys
IR Spectroscopy (2)
1 of 2 Description (IR Bands
Spectroscopy)
Solvent (IR sodium chloride
Spectroscopy)
Ichikawa, Tsukasa; Wako, Tsuyoshi; Nemoto, Nobukatsu; Reactive and Functional Polymers; vol. 99; (2016); p.
1 - 8, View in Reaxys
2 of 2 Description (IR Bands
Spectroscopy)
Seidel,W. et al.; Chemische Berichte; vol. 110; (1977); p. 3544 - 3552, View in Reaxys
Mass Spectrometry (1)
Description (Mass
References
Spectrometry)
spectrum Seidel,W. et al.; Chemische Berichte; vol. 110; (1977); p. 3544 - 3552, View in Reaxys
NQR Spectroscopy (1)
Description (NQR
References
Spectroscopy)
Nuclear Voronkov, M. G.; Romanenko, L. S.; Vvedenskii, V. Yu.; J. Gen. Chem. USSR (Engl. Transl.); vol. 59; nb.
quadrupole 7.2; (1989); p. 1403 - 1404; Zhurnal Obshchei Khimii; vol. 59; nb. 7; (1989); p. 1580 - 1581, View in Reaxys;
resonance Feshin; Voronkov; Nikitin; Vvedenskii; Russian Journal of General Chemistry; vol. 73; nb. 8; (2003); p.
1274 - 1276, View in Reaxys
Medchem (11)

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1 of 11 Target Name Gamma hydroxybutyric acid receptor [rat]
Target Synonyms gamma hydroxybutyric acid receptor
Target, Subunit, Gamma hydroxybutyric acid receptor [rat]
Species
Target Mutant/Chimera Gamma hydroxybutyric acid receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Target Transfection Non Transfected
Bioassay Category In Vitro (Efficacy)
Bioassay Name Binding
Biological rat
Species/NCBI ID
Organs/Tissues cerebellum cortex
Cell Fraction Membrane
Substance RN 1743056View in Reaxys
Substance Name 7
Measurement IC50
Parameter
Unit µM
Quantitative value 403
Deviation 123
Measurement pX 3.39
Concomitants: 24175947; 24175947
Compound RN
Concomitants: NCS-382; [3H]-NCS-382
Compound name
Concomitants: NSB; RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
2 of 11 Target Name ionotropic gamma aminobutyric acid a receptor [rat]
Target Synonyms ionotropic gamma aminobutyric acid a receptor
Target, Subunit, ionotropic gamma aminobutyric acid a receptor [rat]
Species
Target Mutant/Chimera ionotropic gamma aminobutyric acid a receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Target Transfection Non Transfected
Bioassay Category In Vitro (Efficacy)
Bioassay Name Binding
Biological rat
Species/NCBI ID
Organs/Tissues cerebellum cortex
Cell Fraction Membrane
Substance RN 1743056View in Reaxys
Substance Name 7

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 Substance Dose 1 mM
Measurement inhibition rate
Parameter
Unit %
Quantitative value 0.1
Deviation 0.100000
Measurement pX 1
Concomitants: 906818
Compound RN
Concomitants: [3H]-GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
3 of 11 Target Name ionotropic gamma aminobutyric acid a receptor [rat]
Target Synonyms ionotropic gamma aminobutyric acid a receptor
Target, Subunit, ionotropic gamma aminobutyric acid a receptor [rat]
Species
Target Mutant/Chimera ionotropic gamma aminobutyric acid a receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Target Transfection Non Transfected
Bioassay Category In Vitro (Efficacy)
Bioassay Name Binding
Biological rat
Species/NCBI ID
Organs/Tissues cerebellum cortex
Cell Fraction Membrane
Substance RN 1743056View in Reaxys
Substance Name 7
Substance Dose 100 µM
Measurement inhibition rate
Parameter
Unit %
Quantitative value 6.6
Deviation 0.100000
Measurement pX 1
Concomitants: 906818
Compound RN
Concomitants: [3H]-GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
4 of 11 Target Name Gamma aminobutyric acid B receptor [rat]
Target Synonyms gamma aminobutyric acid b receptor

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 Target, Subunit, Gamma aminobutyric acid B receptor [rat]
Species
Target Mutant/Chimera Gamma aminobutyric acid B receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Target Transfection Non Transfected
Bioassay Category In Vitro (Efficacy)
Bioassay Name Binding
Biological rat
Species/NCBI ID
Organs/Tissues cerebellum cortex
Cell Fraction Membrane
Substance RN 1743056View in Reaxys
Substance Name 7
Substance Dose 1 mM
Measurement inhibition rate
Parameter
Unit %
Quantitative value 36.8
Deviation 0.700000
Measurement pX 2.77
Concomitants: 906818
Compound RN
Concomitants: [3H]-GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
5 of 11 Target Name Gamma aminobutyric acid B receptor [rat]
Target Synonyms gamma aminobutyric acid b receptor
Target, Subunit, Gamma aminobutyric acid B receptor [rat]
Species
Target Mutant/Chimera Gamma aminobutyric acid B receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Target Transfection Non Transfected
Bioassay Category In Vitro (Efficacy)
Bioassay Name Binding
Biological rat
Species/NCBI ID
Organs/Tissues cerebellum cortex
Cell Fraction Membrane
Substance RN 1743056View in Reaxys
Substance Name 7
Substance Dose 100 µM

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 Measurement inhibition rate
Parameter
Unit %
Quantitative value 24.2
Deviation 3.20000
Measurement pX 1
Concomitants: 906818
Compound RN
Concomitants: [3H]-GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
6 of 11 Bioassay Category In Vitro (Efficacy)
Bioassay Name In Vitro (others)
Substance RN 1743056View in Reaxys
Substance Name 237516
Qualitative Results no effect on carboxylic acid-dependent PPi-ATP exchange catalysed by partially purified
enzyme from Pinus radiata
Measurement qualitative
Parameter
Orchard; Anderson; Phytochemistry; vol. 41; nb. 6; (1996); p. 1465 - 1472, View in Reaxys
7 of 11 Target Name L-xylulose reductase [human]
Target Synonyms carbonyl reductase ii; dcxr; dicarbonyl/l-xylulose reductase; kidcr; kidney dicarbonyl
reductase; l-xylulose reductase; sdr20c1; short chain dehydrogenase/reductase family
20c member 1; sperm surface protein p34h; xr
Target Uniprot ID q7z4w1
Target PDB ID 1pr9; 1wnt; 3d3w
Target, Subunit, L-xylulose reductase [human]
Species
Target Mutant/Chimera L-xylulose reductase [human]:Wild
Details
Target Species human
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details In vitro inhibitory concentration against human L-xylulose reductase (XR) upon
incubation at 25 degree C in 0.1M potassium phosphate pH 7.0
Biological human
Species/NCBI ID
Substance RN 1743056View in Reaxys
Measurement IC50
Parameter
Unit mM
Qualitative value =
Quantitative value 0.15
Measurement pX 3.82

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 Carbone, Vincenzo; Ishikura, Syuhei; Hara, Akira; El-Kabbani, Ossama; Bioorganic and Medicinal Chemistry;
vol. 13; nb. 2; (2005); p. 301 - 312, View in Reaxys
8 of 11 Target Name L-xylulose reductase [human]
Target Synonyms carbonyl reductase ii; dcxr; dicarbonyl/l-xylulose reductase; kidcr; kidney dicarbonyl
reductase; l-xylulose reductase; sdr20c1; short chain dehydrogenase/reductase family
20c member 1; sperm surface protein p34h; xr
Target Uniprot ID q7z4w1
Target PDB ID 1pr9; 1wnt; 3d3w
Target, Subunit, L-xylulose reductase [human]
Species
Target Mutant/Chimera L-xylulose reductase [human]:Wild
Details
Target Species human
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details Percentage inhibition of human L-xylulose reductase (XR) at 10 mM upon incubation at
25 degree C in 0.1M potassium phosphate pH 7.0 (In vitro)
Biological human
Species/NCBI ID
Substance RN 1743056View in Reaxys
Substance Dose 10 mM
Measurement inhibition rate
Parameter
Unit %
Qualitative value =
Quantitative value 86.4
Measurement pX 2.8
Carbone, Vincenzo; Ishikura, Syuhei; Hara, Akira; El-Kabbani, Ossama; Bioorganic and Medicinal Chemistry;
vol. 13; nb. 2; (2005); p. 301 - 312, View in Reaxys
9 of 11 Bioassay Category Toxicity/Safety Pharmacology
Bioassay Details Toxicity of the compound against ciliate Tetrahymena pyriformis
Biological Tetrahymena pyriformis
Species/NCBI ID
Substance RN 1743056View in Reaxys
Measurement pGI50
Parameter
Measurement Object Toxicity
Quantitative value -0.7711
Roy; Parthasarathi; Maiti; Subramanian; Chattaraj; Bioorganic and Medicinal Chemistry; vol. 13; nb. 10; (2005);
p. 3405 - 3412, View in Reaxys
10 of 11 Target Name Solute carrier family 22 member 6 [mouse]
Target Synonyms kidney-specific transport protein; mnkt; mroat1; nkt; novel kidney transcript; oat1; organic
anion transporter 1; renal organic anion transporter 1; slc22a6; solute carrier family 22
member 6
Target Uniprot ID q8vc69
Target, Subunit, Solute carrier family 22 member 6 [mouse]
Species

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 Target Mutant/Chimera Solute carrier family 22 member 6 [mouse]:Wild
Details
Target Species mouse
(Bioactivity)
Target Transfection Transfected
Substance Action on Inhibitor
Target
Bioassay Category Metabolism/Transport
Cells/Cell Lines CHO cell line
Substance RN 1743056View in Reaxys
Substance Name 4-bromobutyric acid
Measurement IC50
Parameter
Unit μM
Quantitative value 45.3
Measurement pX 4.34
Concomitants: 54341
Compound RN
Concomitants: 6-carboxyfluorescein
Compound name
Concomitants: SUB
Compound role
11 of 11 Target Name Solute carrier family 22 member 20 [mouse]
Target Synonyms gm963; oat6; organic anion transporter 6; slc22a20; solute carrier family 22 member 20
Target Uniprot ID q80uj1
Target, Subunit, Solute carrier family 22 member 20 [mouse]
Species
Target Mutant/Chimera Solute carrier family 22 member 20 [mouse]:Wild
Details
Target Species mouse
(Bioactivity)
Target Transfection Transfected
Substance Action on Inhibitor
Target
Bioassay Category Metabolism/Transport
Cells/Cell Lines CHO cell line
Substance RN 1743056View in Reaxys
Substance Name 4-bromobutyric acid
Measurement IC50
Parameter
Unit μM
Quantitative value 1346
Measurement pX 2.87
Concomitants: 94324
Compound RN
Concomitants: fluorescein
Compound name
Concomitants: SUB
Compound role

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Reaxys ID 3932165 View in Reaxys 2/14
CAS Registry Number: 63099-19-4
Linear Structure Formula: C4H6BrO2(1-)
Molecular Formula: C4H6BrO2
Molecular Weight: 165.994
Type of Substance: acyclic
InChI Key: GRHQDJDRGZFIPO-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.73
H Bond Donors 0
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 40.13
Lipinski Number 4
Veber Number 2
Medchem (5)
1 of 5 Target Name Gamma-aminobutyric acid receptor subunit delta [rat];+Gamma-aminobutyric acid
receptor subunit beta-2 [rat];+Gamma-aminobutyric acid receptor subunit alpha-1 [rat]
Target Synonyms gaba(a) receptor subunit delta; gabrd; gamma-aminobutyric acid receptor subunit delta +
gaba(a) receptor subunit beta-2; gabrb-2; gabrb2; gamma-aminobutyric acid receptor
subunit beta-2 + gaba(a) receptor subunit alpha-1; gabra-1; gabra1; gamma-
aminobutyric acid receptor subunit alpha-1
Target Uniprot ID p18506 + p63138 + p62813
Target, Subunit, Gamma-aminobutyric acid receptor subunit alpha-1 [rat]; Gamma-aminobutyric acid
Species receptor subunit beta-2 [rat]; Gamma-aminobutyric acid receptor subunit delta [rat]
Target Mutant/Chimera Gamma-aminobutyric acid receptor subunit delta [rat]:Wild + Gamma-aminobutyric acid
Details receptor subunit beta-2 [rat]:Wild + Gamma-aminobutyric acid receptor subunit alpha-1
[rat]:Wild
Target Species rat
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details Percentage inhibition of rat cerebral cortex membrane Gamma-aminobutyric acid A
receptor binding using 10 nM [3H]GABA as radioligand at a compound concentration of 1
mM
Biological rat
Species/NCBI ID
Substance RN 3932165View in Reaxys
Substance Dose 1 mM
Measurement inhibition rate
Parameter
Unit %
Qualitative value =
Quantitative value 0.1
Deviation 0.1
Measurement pX 1
Concomitants: [3H]GABA
Compound name

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 Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
2 of 5 Target Name Gamma aminobutyric acid B receptor [rat]
Target Synonyms gamma aminobutyric acid b receptor
Target, Subunit, Gamma aminobutyric acid B receptor [rat]
Species
Target Mutant/Chimera Gamma aminobutyric acid B receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details Percentage inhibition of rat cerebellar membrane Gamma-aminobutyric acid B receptor
binding using 10 nM [3H]GABA as radioligand at a compound concentration of 1 mM
Biological rat
Species/NCBI ID
Substance RN 3932165View in Reaxys
Substance Dose 1 mM
Measurement inhibition rate
Parameter
Unit %
Qualitative value =
Quantitative value 36.8
Deviation 0.7
Measurement pX 2.77
Concomitants: [3H]GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
3 of 5 Target Name Gamma aminobutyric acid B receptor [rat]
Target Synonyms gamma aminobutyric acid b receptor
Target, Subunit, Gamma aminobutyric acid B receptor [rat]
Species
Target Mutant/Chimera Gamma aminobutyric acid B receptor [rat]:Wild
Details
Target Species rat
(Bioactivity)
Bioassay Category In Vitro (Efficacy)
Bioassay Details Inhibition of [3H]GABA (10nM) binding to the GABAB receptor in rat cerebellar
membrane at 100 uM concentration
Biological rat
Species/NCBI ID
Substance RN 3932165View in Reaxys
Measurement inhibition rate
Parameter

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 Unit %
Measurement Object Inhibition
Qualitative value =
Quantitative value 24.2
Deviation 3.2
Concomitants: [3H]GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
4 of 5 Target Name Gamma-aminobutyric acid receptor subunit delta [rat];+Gamma-aminobutyric acid
receptor subunit beta-2 [rat];+Gamma-aminobutyric acid receptor subunit alpha-1 [rat]
Target Synonyms gaba(a) receptor subunit delta; gabrd; gamma-aminobutyric acid receptor subunit delta +
gaba(a) receptor subunit beta-2; gabrb-2; gabrb2; gamma-aminobutyric acid receptor
subunit beta-2 + gaba(a) receptor subunit alpha-1; gabra-1; gabra1; gamma-
aminobutyric acid receptor subunit alpha-1
Target Uniprot ID p18506 + p63138 + p62813
Target, Subunit, Gamma-aminobutyric acid receptor subunit alpha-1 [rat]; Gamma-aminobutyric acid
Species receptor subunit beta-2 [rat]; Gamma-aminobutyric acid receptor subunit delta [rat]
Target Mutant/Chimera Gamma-aminobutyric acid receptor subunit delta [rat]:Wild + Gamma-aminobutyric acid
Details receptor subunit beta-2 [rat]:Wild + Gamma-aminobutyric acid receptor subunit alpha-1
[rat]:Wild
Target Species rat
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details Inhibitory concentration of the compound against GABA receptor in rat cerebrocortical
membrane using NCS-382 (16 nM) as radioligand
Biological rat
Species/NCBI ID
Substance RN 3932165View in Reaxys
Measurement IC50
Parameter
Unit µM
Qualitative value =
Quantitative value 403
Deviation 123
Measurement pX 3.39
Concomitants: NCS-382
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys
5 of 5 Target Name Gamma-aminobutyric acid receptor subunit delta [rat];+Gamma-aminobutyric acid
receptor subunit beta-2 [rat];+Gamma-aminobutyric acid receptor subunit alpha-1 [rat]
Target Synonyms gaba(a) receptor subunit delta; gabrd; gamma-aminobutyric acid receptor subunit delta +
gaba(a) receptor subunit beta-2; gabrb-2; gabrb2; gamma-aminobutyric acid receptor
subunit beta-2 + gaba(a) receptor subunit alpha-1; gabra-1; gabra1; gamma-
aminobutyric acid receptor subunit alpha-1

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 Target Uniprot ID p18506 + p63138 + p62813
Target, Subunit, Gamma-aminobutyric acid receptor subunit alpha-1 [rat]; Gamma-aminobutyric acid
Species receptor subunit beta-2 [rat]; Gamma-aminobutyric acid receptor subunit delta [rat]
Target Mutant/Chimera Gamma-aminobutyric acid receptor subunit delta [rat]:Wild + Gamma-aminobutyric acid
Details receptor subunit beta-2 [rat]:Wild + Gamma-aminobutyric acid receptor subunit alpha-1
[rat]:Wild
Target Species rat
(Bioactivity)
Substance Action on Inhibitor
Target
Bioassay Category In Vitro (Efficacy)
Bioassay Details Percentage inhibition of rat cerebral cortex membrane Gamma-aminobutyric acid A
receptor binding using 10 nM [3H]GABA as radioligand at a compound concentration of
100 uM
Biological rat
Species/NCBI ID
Substance RN 3932165View in Reaxys
Substance Dose 100 µm
Measurement inhibition rate
Parameter
Unit %
Qualitative value =
Quantitative value 6.6
Deviation 0.1
Concomitants: [3H]GABA
Compound name
Concomitants: RAD
Compound role
Macias, Alba T.; Hernandez, R. Jason; Mehta, Ashok K.; MacKerell Jr., Alexander D.; Ticku, Maharaj K.;
Coop, Andrew; Bioorganic and Medicinal Chemistry; vol. 12; nb. 7; (2004); p. 1643 - 1647, View in Reaxys

Reaxys ID 30047319 View in Reaxys 3/14

Chemical Name: sodium 4-bromo-butyrate; sodium 4-
bromobutyrate
Linear Structure Formula: C4H6BrO2(1-)*Na(1+)
Molecular Formula: C4H6BrO2*Na
Molecular Weight: 188.984
InChI Key: AINKPXPXFDRVSA-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.73
H Bond Donors 0
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 40.13
Lipinski Number 4
Veber Number 2

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Reaxys ID 2076276 View in Reaxys 4/14
CAS Registry Number: 19067-38-0
Chemical Name: γ-Brombuttersaeure-1-14C
Linear Structure Formula: C3(14)CH7BrO2
Molecular Formula: C4H7BrO2
Molecular Weight: 168.991
Type of Substance: acyclic
InChI Key: GRHQDJDRGZFIPO-DOMIDYPGSA-N

Note:
Druglikeness (1)
1 of 1 LogP 1.211
H Bond Donors 1
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 37.3
Lipinski Number 4
Veber Number 2

Reaxys ID 6748603 View in Reaxys 5/14

Chemical Name: ammonium 4-bromobutyrate
Linear Structure Formula: C4H7BrO2*H3N
Molecular Formula: C4H7BrO2*H3N
Molecular Weight: 184.033
Type of Substance: acyclic
InChI Key: SDQDSVTYTSHWRH-UHFFFAOYSA-N

Note:
Substance Label (1)
Label References
III Voronkov, M. G.; Vvedenskii, V. Yu.; J. Gen. Chem. USSR (Engl. Transl.); vol. 55; nb. 5; (1985); p. 933 -
936; Zhurnal Obshchei Khimii; vol. 55; nb. 5; (1985); p. 1047 - 1051, View in Reaxys
Druglikeness (1)
1 of 1 LogP 1.211
H Bond Donors 2
H Bond Acceptors 3
Rotatable Bonds 3
TPSA 37.3
Lipinski Number 4
Veber Number 2
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 1700 - 1495 cm**(-1)
Spectroscopy)

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 Voronkov, M. G.; Vvedenskii, V. Yu.; J. Gen. Chem. USSR (Engl. Transl.); vol. 55; nb. 5; (1985); p. 933 - 936;
Zhurnal Obshchei Khimii; vol. 55; nb. 5; (1985); p. 1047 - 1051, View in Reaxys

Reaxys ID 7315091 View in Reaxys 6/14

Chemical Name: 4-bromobutyric acid lithium salt
Linear Structure Formula: C4H6BrO2(1-)*Li(1+)
Molecular Formula: C4H6BrO2*Li
Molecular Weight: 172.935
Type of Substance: acyclic
InChI Key: HBKQWVYPYJFCCC-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.73
H Bond Donors 0
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 40.13
Lipinski Number 4
Veber Number 2

Reaxys ID 16298766 View in Reaxys 7/14

Linear Structure Formula:

Zn(2+)*2CH2BrCH2CH2COO(1-)*C6H5C3HN2(CH3)2(O)=Zn(CH2Br
CH2CH2COO)2*C6H5C3HN2(CH3)2(O)
Molecular Formula: 2C4H6BrO2*C11H12N2O*Zn
Molecular Weight: 585.608
Type of Substance: Coordination compound
InChI Key: YSBSHOBKYCCXPD-UHFFFAOYSA-M

Note:

Druglikeness (1)
1 of 1 LogP 2.051
H Bond Donors 0
H Bond Acceptors 5
Rotatable Bonds 4
TPSA 63.68
Lipinski Number 4
Veber Number 2
Use (1)
Laboratory Use
References
and Handling
decoposition Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2;
starts at 220°C (1999); p. 503 - 511 ; (from Gmelin), View in Reaxys

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Reaxys ID 16298809 View in Reaxys 8/14
Linear Structure Formula:
Zn(2+)*2CH2BrCH2CH2COO(1-)*(CH3)3(O)2C5HN4=Zn(CH2BrCH2
CH2COO)2*(CH3)3(O)2C5HN4
Molecular Formula: 2C4H6BrO2*C8H10N4O2*Zn
Molecular Weight: 591.572
Type of Substance: Coordination compound
InChI Key: LLFIIFRDVKEPSM-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.577
H Bond Donors 0
H Bond Acceptors 8
Rotatable Bonds 3
TPSA 98.57
Lipinski Number 4
Veber Number 2
Use (1)
Laboratory Use
References
and Handling
thermally stable Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2;
up to 160°C (1999); p. 503 - 511 ; (from Gmelin), View in Reaxys

Reaxys ID 16838030 View in Reaxys 9/14

Chemical Name: zinc(II) 4-bromobutyrate; zinc 4-
bromobutyrate
Linear Structure Formula:
Zn(2+)*2CH2BrCH2CH2COO(1-)=Zn(CH2BrCH2CH2COO)2
Molecular Formula: 2C4H6BrO2*Zn
Molecular Weight: 397.379
InChI Key: BVVUHBVZJCPPFC-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.73
H Bond Donors 0
H Bond Acceptors 2
Rotatable Bonds 3
TPSA 40.13
Lipinski Number 4
Veber Number 2

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Reaxys ID 17651820 View in Reaxys 10/14
Chemical Name: zinc(II) 4-bromobutyrate*2(methyl-3-pyridyl
carbamate) complex
Linear Structure Formula:
Zn(2+)*2BrCH2CH2CH2COO(1-)*2(C5H4N)NHC(O)OCH3=Zn(BrCH
2CH2CH2COO)2((C5H4N)NHC(O)OCH3)2
Molecular Formula: 2C4H6BrO2*2C7H8N2O2*Zn
Molecular Weight: 701.684
Type of Substance: Coordination compound
InChI Key: AFBBWPBTYQUCLS-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.925
H Bond Donors 1
H Bond Acceptors 6
Rotatable Bonds 6
TPSA 91.35
Lipinski Number 4
Veber Number 2
Crystal Property Description (1)
Colour & Other
References
Properties
white Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002);
p. 245 - 253 ; (from Gmelin), View in Reaxys
Solubility (MCS) (1)
1 of 1 Comment (Solubility sol. in hot methanol
(MCS))
Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002); p. 245
- 253 ; (from Gmelin), View in Reaxys
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 257 cm**-1 - 2975 cm**-1
Spectroscopy)
Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002); p. 245
- 253 ; (from Gmelin), View in Reaxys
Mass Spectrometry (1)
Description (Mass
References
Spectrometry)
Spectrum Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002);
p. 245 - 253 ; (from Gmelin), View in Reaxys
Use (1)
Laboratory Use
References
and Handling
stable in air Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002);
p. 245 - 253 ; (from Gmelin), View in Reaxys

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Reaxys ID 17652037 View in Reaxys 11/14
Chemical Name: zinc(II) 4-bromobutyrate*2theobromine
complex monohydrate
Linear Structure Formula:
2BrCH2CH2CH2COO(1-)*Zn(2+)*2CH3NC(O)NHC(O)CC(N(CH3)C
HN)*H2O=Zn(BrCH2CH2CH2COO)2(CH3NC(O)NHC(O)CC(N(C
H3)CHN))2*H2O
Molecular Formula: 2C4H6BrO2*2C7H8N4O2*H2O*Zn
Molecular Weight: 775.726
Type of Substance: Coordination compound
InChI Key: TXZRFWVMYNVNEM-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 H Bond Donors 2
H Bond Acceptors 9
Rotatable Bonds 3
TPSA 107.36
Lipinski Number 3
Veber Number 2
Crystal Property Description (1)
Colour & Other
References
Properties
yellow Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002);
p. 245 - 253 ; (from Gmelin), View in Reaxys
Solubility (MCS) (1)
1 of 1 Comment (Solubility sol. in water, methanol; insol. in diethyl ether
(MCS))
Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002); p. 245
- 253 ; (from Gmelin), View in Reaxys
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 190 cm**-1 - 3400 cm**-1
Spectroscopy)
Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002); p. 245
- 253 ; (from Gmelin), View in Reaxys
Use (1)
Laboratory Use
References
and Handling
stable in air Andogova; Gyoeryova; Nour El-Dien; Journal of Thermal Analysis and Calorimetry; vol. 69; nb. 1; (2002);
p. 245 - 253 ; (from Gmelin), View in Reaxys

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Reaxys ID 17756261 View in Reaxys 12/14
Linear Structure Formula:
Zn(2+)*2CH2BrCH2CH2COO(1-)*C5H4N(CONH2)=Zn(CH2BrCH2C
H2COO)2*C5H4N(CONH2)
Molecular Formula: 2C4H6BrO2*C6H6N2O*Zn
Molecular Weight: 519.505
Type of Substance: Coordination compound
InChI Key: JJKIIRVZZAJHOQ-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 LogP 0.387
H Bond Donors 1
H Bond Acceptors 5
Rotatable Bonds 4
TPSA 96.11
Lipinski Number 4
Veber Number 2
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 200 cm**-1 - 4000 cm**-1
Spectroscopy)
Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2; (1999); p.
503 - 511 ; (from Gmelin), View in Reaxys
Use (1)
Laboratory Use
References
and Handling
stable on light at Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2;
70°C in air; (1999); p. 503 - 511 ; (from Gmelin), View in Reaxys
thermally stable
up to 360°C

Reaxys ID 17756609 View in Reaxys 13/14

Linear Structure Formula:

Zn(2+)*2CH2BrCH2CH2COO(1-)*C6H5C3HN2(CH3)2(O)*H2O=Zn(C
H2BrCH2CH2COO)2*C6H5C3HN2(CH3)2(O)*H2O
Molecular Formula: 2C4H6BrO2*C11H12N2O*H2O*Zn
Molecular Weight: 603.623
Type of Substance: Coordination compound
InChI Key: DWAKMJGKLBDVNV-UHFFFAOYSA-M

Note:

Druglikeness (1)
1 of 1 H Bond Donors 1
H Bond Acceptors 6
Rotatable Bonds 4
TPSA 63.68

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 Lipinski Number 3
Veber Number 2
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 200 cm**-1 - 4000 cm**-1
Spectroscopy)
Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2; (1999); p.
503 - 511 ; (from Gmelin), View in Reaxys
Use (1)
Laboratory Use
References
and Handling
stable on light at Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2;
70°C in air; (1999); p. 503 - 511 ; (from Gmelin), View in Reaxys
thermally stable
up to 160°C

Reaxys ID 17756696 View in Reaxys 14/14

Linear Structure Formula:
Zn(2+)*2CH2BrCH2CH2COO(1-)*(CH3)3(O)2C5HN4*H2O=Zn(CH2B
rCH2CH2COO)2*(CH3)3(O)2C5HN4*H2O
Molecular Formula: 2C4H6BrO2*C8H10N4O2*H2O*Zn
Molecular Weight: 609.587
Type of Substance: Coordination compound
InChI Key: YFJQWSAFRVXGMV-UHFFFAOYSA-M

Note:
Druglikeness (1)
1 of 1 H Bond Donors 1
H Bond Acceptors 9
Rotatable Bonds 3
TPSA 98.57
Lipinski Number 3
Veber Number 2
IR Spectroscopy (1)
1 of 1 Description (IR Bands
Spectroscopy)
Solvent (IR KBr
Spectroscopy)
Comment (IR 200 cm**-1 - 4000 cm**-1
Spectroscopy)
Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2; (1999); p.
503 - 511 ; (from Gmelin), View in Reaxys
Use (1)
Laboratory Use
References
and Handling
stable on light at Gyoeryova; Kovarova; Melnik; Andogova; Journal of Thermal Analysis and Calorimetry; vol. 56; nb. 2;
70°C in air; (1999); p. 503 - 511 ; (from Gmelin), View in Reaxys

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IP Limited.
thermally up to
130°C

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IP Limited.