4341. Galegine

Nomenclature

CAS number: 543-83-9
(3-Methyl-2-butenyl)guanidine; N-3,3-dimethylallylguanidine; isoamyleneguanidine.
C6H13N3; mol wt 127.19.
C 56.66%, H 10.30%, N 33.04%.

Description and references

Isoprenoid guanidine deriv from seeds of Galega officinalis L., Leguminosae: Tanret, Compt. Rend. 158, 1182, 1426 (1914); 159, 108 (1914); Markovic, Dittertová, Chem. Zvesti 9, 576 (1955), C.A. 50, 8137d (1956). Structure: Barger, White, Biochem. J. 17, 827 (1923). Synthesis: Spth, Spitzy, Ber. 58, 2273 (1925); Babor, Jezo, Chem. Zvesti 8, 18 (1954), C.A. 49, 7495f (1955). Metabolic effects: G. Weitzel et al., Z. Physiol. Chem. 353, 535 (1972). Effects on mitochondria: B. Lotina et al., Arch. Biochem. Biophys. 159, 520 (1973). Biosynthetic study: J. Steiniger, G. Reuter, Biochem. Physiol. Pflanz. 166, 275 (1974). Review: Braun, J. Chem. Educ. 8, 2175 (1931).

Chemical structure

Properties

Hygroscopic, bitter crystals. mp 60-65°. Freely sol in water or alcohol, slightly in ether. Keep well closed.