ISOGUVACINE HYDROCHLORIDE Chemical Properties

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 Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

HazardClass 

IRRITANT

MSDS

• Language:English Provider:SigmaAldrich

ISOGUVACINE HYDROCHLORIDE Usage And Synthesis

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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