Cotarnine
Structural Formula Vector Image
Title: Cotarnine
CAS Registry Number: 82-54-2
CAS Name: 5,6,7,8-Tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-ol
Molecular Formula: C12H15NO4
Molecular Weight: 237.25
Percent Composition: C 60.75%, H 6.37%, N 5.90%, O 26.97%
Literature References: Prepd by the oxidation of narcotine with dil nitric acid. Synthesis: Salway, J. Chem. Soc. 97, 1208 (1910). Is tautomeric. Structure studies: Small, Lutz, "Chemistry of the Opium Alkaloids," Supplement No. 103, U.S. Public Health Reports (Washington, 1932) p 49; Schneider, Müller, Ann. 615, 34 (1958). Absorption spectrum: Csokán, Z. Anal. Chem. 124, 344 (1942).
Properties: Small needles from benzene, dec 132-133°. Sol in alcohol, chloroform, ether, benzene; slightly sol in water; sol in dil acids, in ammonia or sodium carbonate soln, but only slightly in potassium hydroxide soln. Aq or alcoholic solns are yellow.
 
Derivative Type: Hydrochloride
CAS Registry Number: 36647-02-6
Trademarks: Secalysat (Ysatfabrik)
Molecular Formula: C12H15NO4.HCl
Molecular Weight: 273.71
Percent Composition: C 52.66%, H 5.89%, N 5.12%, O 23.38%, Cl 12.95%
 
Derivative Type: Chloride
CAS Registry Number: 10018-19-6
Additional Names: 7,8-Dihydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolinium chloride; cotarnine chloride; cotarninium chloride
Trademarks: Stypticin (Merck & Co.)
Molecular Formula: C12H14ClNO3
Molecular Weight: 255.70
Percent Composition: C 56.37%, H 5.52%, Cl 13.87%, N 5.48%, O 18.77%
Properties: Dihydrate, light-yellow powder; deliquesc in moist air. Sol in about 1 part water, 4 parts alc. Keep well closed.
 
Derivative Type: Phthalate
CAS Registry Number: 6190-36-9
Trademarks: Styptol
Molecular Formula: C32H32N2O10
Molecular Weight: 604.60
Percent Composition: C 63.57%, H 5.33%, N 4.63%, O 26.46%
 
Therap-Cat: Hemostatic.
Keywords: Hemostatic.

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