ChemicalBook--->CAS DataBase List--->64603-90-3

64603-90-3

64603-90-3 Structure

64603-90-3 Structure
IdentificationBack 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 PropertiesBack 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
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26-36
[WGK Germany ]

3
[HazardClass ]

IRRITANT
Hazard InformationBack 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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