| Identification | Back Directory | [Name]
ISOGUVACINE HYDROCHLORIDE | [CAS]
64603-90-3 | [Synonyms]
C13694 isoguvacine ISOGUVACINE HCL Isoguvacine hydrochl ISOGUVACINE HYDROCHLORIDE 1,2,3,6-tetrahydro-4-Pyridinecarboxylic acid ISOGUVACINE HYDROCHLORIDE ISO 9001:2015 REACH 4-Pyridinecarboxylic acid, 1,2,3,6-tetrahydro- 1,2,3,6-TETRAHYDRO-PYRIDINE-4-CARBOXYLIC ACIDHYDROCHLORIDE 1,2,3,6-TETRAHYDRO-4-PYRIDINECARBOXYLIC ACID HYDROCHLORIDE 1,2,3,6-Tetrahydropyridine-4-carboxylic Acid (Isoguvacine) | [Molecular Formula]
C6H9NO2 | [MDL Number]
MFCD00055192 | [MOL File]
64603-90-3.mol | [Molecular Weight]
127.14 |
| Chemical Properties | Back Directory | [Melting point ]
220 °C | [Boiling point ]
280.8±35.0 °C(Predicted) | [density ]
1.199±0.06 g/cm3(Predicted) | [RTECS ]
US5908286 | [storage temp. ]
Store at RT | [solubility ]
H2O: refrigerate if not used immediately.soluble | [form ]
solid | [pka]
pK1:9.07 (25°C) | [color ]
white | [Water Solubility ]
Soluble in water |
| Hazard Information | Back Directory | [Description]
This base is isolated, together with Guvacine (q.v.) from the nuts of Areca
catechu. It is optically inactive and yields crystalline salts: the hydrochloride,
m.p. 231°C; aurich1oride, m.p. 198- 200°C and the p1atinich1oride, m.p. 235°C.
The alkaloid is faintly acid to litmus and on methylation gives the N-methyl
derivative which, on more vigorous methylation yields the dimethyl compound
giving a crystalline platinichloride, m.p. 252°C. The above melting points suggest
that the base may be mainly Arecaidine (q.v.) but on distillation with Zn dust,
it yields products with the characteristic pyrrole reaction. | [Chemical Properties]
bp 195-197°C | [Uses]
A GABAA receptor agonist. Anticonvulsant; antiepileptic. | [Definition]
ChEBI: Isoguvacine is a tetrahydropyridine. | [Biological Activity]
Specific GABA A receptor agonist. | [References]
Jahns., Ber., 21,3404 (1888)
Jahns., ibid, 23, 2972 (1890)
Jahns., ibid, 24,2615 (1891)
Jahns., Arch. Pharrn., 229, 669 (1891)
Trier., Zeit. Physiol. Chern., 85,372 (1913) |
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