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Details

Stereochemistry RACEMIC
Molecular Formula C19H20N2O7
Molecular Weight 388.3713
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ARANIDIPINE

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C2=C(C=CC=C2)[N+]([O-])=O)C(=O)OCC(C)=O

InChI

InChIKey=NCUCGYYHUFIYNU-UHFFFAOYSA-N
InChI=1S/C19H20N2O7/c1-10(22)9-28-19(24)16-12(3)20-11(2)15(18(23)27-4)17(16)13-7-5-6-8-14(13)21(25)26/h5-8,17,20H,9H2,1-4H3

HIDE SMILES / InChI

Description
Curator's Comment: description was created based on several sources, including http://www.ncbi.nlm.nih.gov/pubmed/15992104

Aranidipine (INN, trade name Sapresta) is a calcium channel blocker. Calcium channel antagonists have become popular medications for the management of hypertension. These agents belong to the diphenylalkylamine, benzothiazepine, dihydropyridine, or tetralol chemical classes. Although the medications share a common pharmacological mechanism in reducing peripheral vascular resistance, clinical differences between the sub-classes can be linked to structural profiles. This heterogeneity is manifested by differences in vascular selectivity, effects on cardiac conduction and adverse events. The lack of differentiation between calcium channel antagonists in clinical trials has contributed to uncertainty associated with their impact on morbidity and mortality. Administartion of aranidipine once daily had a high potent antihypertensive effect and clinical utility in all the clinical trials conducted in Japan. Aranidipine is now under registration.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Unknown

Approved Use

Unknown
Primary
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Regional vascular effects of MPC-1304, a novel dihydropyridine derivative, in conscious normotensive and spontaneously hypertensive rats.
1996 Jun
Inhibition of human cytochrome P450 enzymes by 1,4-dihydropyridine calcium antagonists: prediction of in vivo drug-drug interactions.
2000 Feb-Mar
Divergent action of calcium channel blockers on ATP-binding cassette protein expression.
2005 Dec
Patents

Patents

Sample Use Guides

5 mg/d for 4 weeks
Route of Administration: Oral
In Vitro Use Guide
In myocytes, aranidipine (10 nmol/l to 1 uM) concentration-dependently decreased T-type and L-type Ca(2+) currents. In the sinoatrial node, 0.1 uM aranidipine increased cycle length, and decreased +V(max) and the slope of the phase 4 depolarization
Name Type Language
ARANIDIPINE
INN   JAN   MART.   MI   WHO-DD  
INN  
Official Name English
ARANIDIPINE [MART.]
Common Name English
(±)-ACETONYL METHYL 1,4-DIHYDRO-2,6-DIMETHYL-4-(O-NITROPHENYL)-3,5-PYRIDINEDICARBOXYLATE
Systematic Name English
Aranidipine [WHO-DD]
Common Name English
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(2-NITROPHENYL)-, 3-METHYL 5-(2-OXOPROPYL) ESTER
Systematic Name English
MPC-1304
Code English
aranidipine [INN]
Common Name English
ARANIDIPINE [JAN]
Common Name English
SAPRESTA
Brand Name English
ARANIDIPINE [MI]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C333
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
Code System Code Type Description
CAS
86780-90-7
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
PRIMARY
MERCK INDEX
m2026
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PRIMARY Merck Index
NCI_THESAURUS
C73022
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PUBCHEM
2225
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EVMPD
SUB05550MIG
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ChEMBL
CHEMBL2104030
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INN
7071
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DRUG BANK
DB09229
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EPA CompTox
DTXSID9048649
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MESH
C059427
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WIKIPEDIA
ARANIDIPINE
Created by admin on Fri Dec 15 15:34:12 UTC 2023 , Edited by admin on Fri Dec 15 15:34:12 UTC 2023
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FDA UNII
4Y7UR6X2PO
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DRUG CENTRAL
234
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SMS_ID
100000087185
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