U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry RACEMIC
Molecular Formula C24H33N.ClH
Molecular Weight 371.986
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DROPRENILAMINE HYDROCHLORIDE

SMILES

Cl.CC(CC1CCCCC1)NCCC(C2=CC=CC=C2)C3=CC=CC=C3

InChI

InChIKey=HDIWDSZQIUBDFT-UHFFFAOYSA-N
InChI=1S/C24H33N.ClH/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;1H

HIDE SMILES / InChI

Molecular Formula C24H33N
Molecular Weight 335.5255
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Droprenilamine hydrochloride is coronary vasodilator. It is a secondary amine structurally related to the antianginal drug prenylamine. It increases coronary flow in the isolated guinea-pig heart and partially inhibits pitressin-induced ST-segment changes in anaesthetized rats. Droprenilamine hydrochloride also elevated coronary blood flow in the anaesthetized greyhound and reduced the incidence of cardiac dysrhythmias, which result from acute ligation of the anterior descending branch of the left coronary artery. Droprenilamine hydrochloride only reduced heart rate when administered after coronary artery occlusion, a fact, which may be related to the effects of the drug on the increased sympatho-adrenal outflow produced by myocardial ischemia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Synthesis and pharmacological study of diphenylalkylamines with cycloaliphatic residues. New coronary vasodilators.
1976
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 09:30:55 GMT 2023
Edited
by admin
on Sat Dec 16 09:30:55 GMT 2023
Record UNII
OG73JS161X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DROPRENILAMINE HYDROCHLORIDE
MI  
Common Name English
BENZENEPROPANAMINE, N-(2-CYCLOHEXYL-1-METHYLETHYL)-.GAMMA.-PHENYL-, HYDROCHLORIDE (1:1)
Systematic Name English
N-(2-CYCLOHEXYL-1-METHYLETHYL)-.GAMMA.-PHENYLBENZENEPROPANAMINE HYDROCHLORIDE
Systematic Name English
DROPRENILAMINE HYDROCHLORIDE, (±)-
Common Name English
M.G. 8926
Code English
MG-8926
Code English
DROPRENILAMINE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
CAS
59182-63-7
Created by admin on Sat Dec 16 09:30:55 GMT 2023 , Edited by admin on Sat Dec 16 09:30:55 GMT 2023
PRIMARY
PUBCHEM
65471
Created by admin on Sat Dec 16 09:30:55 GMT 2023 , Edited by admin on Sat Dec 16 09:30:55 GMT 2023
PRIMARY
MERCK INDEX
m1125
Created by admin on Sat Dec 16 09:30:55 GMT 2023 , Edited by admin on Sat Dec 16 09:30:55 GMT 2023
PRIMARY Merck Index
FDA UNII
OG73JS161X
Created by admin on Sat Dec 16 09:30:55 GMT 2023 , Edited by admin on Sat Dec 16 09:30:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID40974615
Created by admin on Sat Dec 16 09:30:55 GMT 2023 , Edited by admin on Sat Dec 16 09:30:55 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY