4584. Guvacine

Nomenclature

CAS number: 498-96-4
1,2,5,6-Tetrahydro-3-pyridinecarboxylic acid; 1,2,5,6-tetrahydronicotinic acid.
C6H9NO2; mol wt 127.14.
C 56.68%, H 7.14%, N 11.02%, O 25.17%.

Description and references

From betel nuts, the seeds of Areca catechu L., Palmae. Extraction: Jahns, Ber. 24, 2615 (1891). Synthesis: Freudenberg, ibid. 51, 976, 1669 (1918); Hess, Leibbrandt, ibid. 51, 806; 52, 206 (1919).

Chemical structure

Properties

Prisms from water, dec 295°. Neutral to litmus. Sol in water. Almost insol in abs alc, ether, chloroform, benzene.

Derivative

Hydrochloride.
C6H10ClNO2; mol wt 163.60.
C 44.05%, H 6.16%, Cl 21.67%, N 8.56%, O 19.56%.

Properties

Needles from water, dec 318°. Sol in water.

Derivative

Hydrobromide.
C6H10BrNO2; mol wt 208.05.
C 34.64%, H 4.84%, Br 38.41%, N 6.73%, O 15.38%.

Properties

Needles from abs alcohol, dec 280°. Almost insol in acetone.

Use

Has been proposed as growth factor for Staphylococcus aureus and Proteus vulgaris instead of nicotinic acid.