12-09589. Tinofedrine [Archived]

Nomenclature

CAS number: 66788-41-8
α-[1-[(3,3-Di-3-thienyl-2-propenyl)amino]ethyl]benzenemethanol; α-[1-[(3,3-di-3-thienylallyl)amino]ethyl]benzyl alcohol.
C20H21NOS2; mol wt 355.52.
C 67.57%, H 5.95%, N 3.94%, O 4.50%, S 18.04%.

Description and references

Prepn: K. Thiele, K. Posselt, DE 1921453 (1970 to Degussa), C.A. 74, 76320c (1971); K. Posselt, H. Offermanns, DE 2150977 corresp to US 3767675 (1972, 1973 both to Degussa); K. Thiele et al., Arzneim.-Forsch. 28, 2047 (1978). Absolute configuration determined by circular dichroism: J. Engle et al., Chem. Ztg. 105, 85 (1981). Series of articles on pharmacology, hemodynamics, pharmacokinetics, metabolism: Arzneim.-Forsch. 28, 1335-1367 (1978). Synthesis of radioactive tinofedrine: A. Saus, K. Posselt, ibid. 30, 917 (1980). Spectroscopic study: K. Thiele et al., ibid. 1057. EEG study in geriatric patients: B. Saletu, P. Anderer, ibid. 1218. General effects on heart and blood circulation: F. Stroman, K. Thiemer, ibid. 31, 1892 (1981).

Chemical structure

Derivative

Hydrochloride.

Nomenclature

CAS number: 50776-39-1
D-8955; Novocebrin (Asta).
C20H21NOS2.HCl; mol wt 391.98.
C 61.28%, H 5.66%, N 3.57%, O 4.08%, S 16.36%, Cl 9.04%.

Properties

Cryst from isopropanol, mp 226-229° (dec). LD50 in mice, rats (mg/kg): 1890, 6600 orally, 20.15, 14.00 i.v., P. St. Janiak, Drugs Future 4, 286 (1979).

Therapeutic Category

Vasodilator (cerebral).

Keywords

Vasodilator (Cerebral)

Status

This monograph has been retired and is no longer subject to revision or update.