57653-27-7 Usage
Originator
Valcor,Maggioni,Italy,1979
Uses
Vasodilator (coronary).
Manufacturing Process
The flask of a Parr hydrogenation apparatus was charged with 10.5 g of 3,3-diphenylpropylamine, 7.7 g of cyclohexylacetone, 50 ml methanol and 150 mg
of platinum dioxide. Hydrogen at a pressure of 3 atmospheres was introduced
and the mixture stirred. Upon absorption of the theoretical amount of
hydrogen, stirring is discontinued, the catalyst is filtered off and the solution
is evaporated to dryness. The residue is taken up with ether and the
hydrochloride is precipitated with HCl in alcoholic solution. The product, as
collected on a filter and washed with ether, is recrystallized from isopropanol.
Yield: 17 g (92.5% of theory). MP: 175°C to 177°C.
Brand name
Valcor (Maggioni Farmaceutici S.p.A., Italy).
Therapeutic Function
Coronary vasodilator
Check Digit Verification of cas no
The CAS Registry Mumber 57653-27-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 5,7,6,5 and 3 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 57653-27:
(7*5)+(6*7)+(5*6)+(4*5)+(3*3)+(2*2)+(1*7)=147
147 % 10 = 7
So 57653-27-7 is a valid CAS Registry Number.
InChI:InChI=1/C24H33N/c1-20(19-21-11-5-2-6-12-21)25-18-17-24(22-13-7-3-8-14-22)23-15-9-4-10-16-23/h3-4,7-10,13-16,20-21,24-25H,2,5-6,11-12,17-19H2,1H3
57653-27-7Relevant articles and documents
Synthesis and pharmacological study of diphenylalkylamines with cycloaliphatic residues; new coronary vasodilators
Carenini,Carissimi,Gentili,Grumelli,Picciola,Ravenna
, p. 2127 - 2136 (2007/10/06)
The paper describes the synthesis and the pharmacological evaluation of some derivatives of prenylamine, all with a cycloaliphatic ring within or instead of the isopropylamine moiety. Where the alicyclic ring had a bulky substituent in para were more active than prenylamine as coronary vasodilators on isolated guinea pig heart (Langendorff). The most interesting derivative was MG 8926 [N (3,3 diphenylpropyl) α methyl β cyclohexylethylamine], which was more active than prenylamine on Langendorff's heart and in enhancing the pressor response to catecholamines and inhibiting the isoprenaline induced hypotension. Moreover, it had almost the same effects as prenylamine as spasmolytic, local and general anesthetic, on heart rate and arterial pressure and against coronary spasm from pitressin.
