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Details

Stereochemistry ACHIRAL
Molecular Formula C19H21N3O5
Molecular Weight 371.3871
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DARODIPINE

SMILES

CCOC(=O)C1=C(C)NC(C)=C(C1C2=CC=CC3=NON=C23)C(=O)OCC

InChI

InChIKey=QERUYFVNIOLCHV-UHFFFAOYSA-N
InChI=1S/C19H21N3O5/c1-5-25-18(23)14-10(3)20-11(4)15(19(24)26-6-2)16(14)12-8-7-9-13-17(12)22-27-21-13/h7-9,16,20H,5-6H2,1-4H3

HIDE SMILES / InChI

Molecular Formula C19H21N3O5
Molecular Weight 371.3871
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Darodipine is a calcium channel blocking drug, developed by Sandoz in the early 1980s. It potently and selectively antagonizes calcium-induced contraction, decreases the rate of spontaneously beating guinea-pig and rabbit atria. In open-chest dogs, darodipine increased coronary flow and cardiac output, lowered blood pressure, and tended to decrease heart rate while the myocardial contractile force was unchanged. Administration of darodipine led to a significant reduction in mortality and in the severity of neurological symptoms in various types of experimental brain ischemia. Clinical trials demonstrated efficacy for the treatment of stable angina pectoris. In the pilot trial, darodipine was found to be safe but not effective in patients with acute ischemic cerebral infarction.

Approval Year

PubMed

PubMed

TitleDatePubMed
A comparison of nine calcium ion antagonists and propranolol: exercise tolerance, heart rate and ST-segment changes in patients with chronic stable angina pectoris.
1987
Aging is associated with increased collagen type IV accumulation in the basal lamina of human cerebral microvessels.
2004 Sep 24
Resveratrol preserves cerebrovascular density and cognitive function in aging mice.
2009
Exercise as an intervention for the age-related decline in neural metabolic support.
2010
Brain aging in the oldest-old.
2010
Angiogenesis in old-aged subjects after ischemic stroke: a cautionary note for investigators.
2010 Nov 26
Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 16:31:29 UTC 2023
Edited
by admin
on Sat Dec 16 16:31:29 UTC 2023
Record UNII
N4AL7X96GL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DARODIPINE
INN   MART.   USAN  
USAN   INN  
Official Name English
Diethyl 4-(4-benzofurazanyl)-1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate
Systematic Name English
DARODIPINE [USAN]
Common Name English
darodipine [INN]
Common Name English
DARODIPINE [MART.]
Common Name English
PY 108-068
Code English
PY-108-068
Code English
3,5-PYRIDINEDICARBOXYLIC ACID, 4-(4-BENZOFURAZANYL)-1,4-DIHYDRO-2,6-DIMETHYL-, DIETHYL ESTER
Common Name English
Code System Code Type Description
NCI_THESAURUS
C174738
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
ChEMBL
CHEMBL2104154
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
FDA UNII
N4AL7X96GL
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
EVMPD
SUB06914MIG
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
USAN
X-29
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
WIKIPEDIA
DARODIPINE
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
EPA CompTox
DTXSID90223125
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
MESH
C034600
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
PUBCHEM
51701
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
INN
5307
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
DRUG BANK
DB09234
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
SMS_ID
100000083443
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
CAS
72803-02-2
Created by admin on Sat Dec 16 16:31:29 UTC 2023 , Edited by admin on Sat Dec 16 16:31:29 UTC 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY