3738. Ethionine
Nomenclature
CAS number: 13073-35-3
S-Ethyl-l-homocysteine; 2-amino-4-(ethylthio)butyric acid; α-amino-γ-(ethylmercapto)butyric acid; homocysteine S-ethyl ether. C6H13NO2S; mol wt 163.24.
C 44.15%, H 8.03%, N 8.58%, O 19.60%, S 19.64%.
Description and references
Prepn from ethanethiol and acrolein, purification via Zn salt: Norton, US 2840587 (1958 to Dow). Prepn of dl-form and l-form: Armstrong, Lewis, J. Org. Chem. 16, 749 (1951). Resolution of d- and l-isomers: Greenstein et al., J. Biol. Chem. 204, 307 (1953). Review: E. Farber, “Ethionine Carcinogenesis” in A. Haddow, S. Weinhouse, Advan. Cancer Res. vol. 7 (Academic Press, New York, 1963) pp 383-474.
Properties
Crystals, dec 272-274°. [α]D24 +25.1°. Also reported as [α]D23 +20.1° (1N HCl) (Armstrong, Lewis).Derivative
dl-Form.Nomenclature
CAS number: 67-21-0