5-aminocyclohexa-1,3-diene-1-carboxylic acid hydrochloride

• ChemBase ID: 105112
• Molecular Formular: C7H10ClNO2
• Molecular Mass: 175.6128
• Monoisotopic Mass: 175.04000625
• SMILES: Cl.NC1CC(=CC=C1)C(=O)O
• Canonical SMILES: NC1C=CC=C(C1)C(=O)O.Cl
• InChI: InChI=1S/C7H9NO2.ClH/c8-6-3-1-2-5(4-6)7(9)10;/h1-3,6H,4,8H2,(H,9,10);1H
• InChIKey: OBZFLUDUSNCZKL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-aminocyclohexa-1,3-diene-1-carboxylic acid hydrochloride
• IUPAC Traditional name: gabaculine hydrochloride
• Synonyms: 3-Amino-2,3-dihydrobenzoic Acid; D,L-Gabaculine, Hydrochloride; 5-Amino-1,3-cyclohexadiene-1-carboxylic acid hydrochloride; Gabaculine hydrochloride; 3-Amino-2,3-dihydrobenzoic acid hydrochloride; Gabaculine HCl; (±)-3-AMINO-2,3-DIHYDROBENZOIC ACID HYDROCHLORIDE; 5-氨基-1,3-环己二烯-1-羧酸 盐酸盐; 格巴库林 盐酸盐; 3-氨基-2,3-二氢苯甲酸 盐酸盐

Database IDs

• CAS Number: 59556-17-1
• EC Number: 261-802-6
• MDL Number: MFCD00036983
• Beilstein Number: 4552667
• PubChem SID: 24846106; 162092255; 24278213
• PubChem CID: 198382

CALCULATED PROPERTIES

• Acid pKa: 4.39541
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -2.2484846
• LogD (pH = 7.4): -2.2231877
• Log P: -2.222838
• Molar Refractivity: 39.0114 cm^3
• Polarizability: 14.458704 Å^3
• Polar Surface Area: 63.32 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: White Solid
• Melting Point: 198-200°C; 203 °C (dec.)(lit.)

Safety Information

• Storage Condition: -20°C Freezer; 2-8°C, Desiccate
• RTECS: GU4775000
• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... GABRG1(2565), GABRG2(2566), GABRG3(2567)

Product Information

• Purity: ≥98%; ≥98.0% (calc. based on dry substance, T); 97%
• Impurities: ~5% water
• Empirical Formula (Hill Notation): C7H9NO2 · HCl

DETAILS

MP Biomedicals - 02158857

Hydrochloride
An irreversible potent inhibitor of
γ-aminobutyric acid transaminase.

Sigma Aldrich - A3539

Biochem/physiol Actions
γ-氨基丁酸转氨酶抑制剂。GABA 的构型限制类似物。
包装
50, 250 mg in poly bottle

Sigma Aldrich - 359637

Biochem/physiol Actions
Inhibitor of γ-aminobutyric acid transaminase. Conformationally constrained analog of GABA.

Sigma Aldrich - 07710

Biochem/physiol Actions
Inhibitor of γ-aminobutyric acid transaminase. Conformationally constrained analog of GABA.
Other Notes
Irreversible inhibitor of bacterial pyridoxal phosphate linked γ-aminobutyric acid/α-ketoglutaric acid transaminase and substrate for γ-aminobutyric acid transaminase1

Toronto Research Chemicals - G111000

An irreversible inhibitor of mouse brain α-aminobutyric acid (GABA)-α-ketoglutarate transaminase.

REFERENCES

• Metcalf, B.W., Biochem. Pharmacol. , 28 : 1705, (1979).
• Loscher, W., Naunyn-Schmiedeberg's Arch. Pharmacol. , 315 : 119, (1980).
• Loescher, W., et al.: J. Neurochem., 36, 1521 (1981)