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Details

Stereochemistry RACEMIC
Molecular Formula C36H39N3O6
Molecular Weight 609.7114
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NIGULDIPINE, (±)-

SMILES

COC(=O)C1=C(C)NC(C)=C(C1C2=CC(=CC=C2)[N+]([O-])=O)C(=O)OCCCN3CCC(CC3)(C4=CC=CC=C4)C5=CC=CC=C5

InChI

InChIKey=SVJMLYUFVDMUHP-UHFFFAOYSA-N
InChI=1S/C36H39N3O6/c1-25-31(34(40)44-3)33(27-12-10-17-30(24-27)39(42)43)32(26(2)37-25)35(41)45-23-11-20-38-21-18-36(19-22-38,28-13-6-4-7-14-28)29-15-8-5-9-16-29/h4-10,12-17,24,33,37H,11,18-23H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C36H39N3O6
Molecular Weight 609.7114
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

Niguldipine, a mixture of two forms: (-) and (+)-Niguldipine is an antagonist of alpha 1A adrenoreceptors. Preclinical studies of niguldipine as an anticonvulsive drug on mice was revealed that the use of niguldipine in epileptic patients seems questionable.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
(+)-Niguldipine binds with very high affinity to Ca2+ channels and to a subtype of alpha 1-adrenoceptors.
1989 May 11
Influence of isradipine, niguldipine and dantrolene on the anticonvulsive action of conventional antiepileptics in mice.
1997 Mar 26

Sample Use Guides

in mice: niguldipine (up to 2.5 mg/kg) did not influence the electroconvulsive threshold in mice, although a higher dose of niguldipine (5 mg/kg) significantly elevated it.
Route of Administration: Oral
The effect of increasing concentrations of daunomycin on the inhibition of cell growth in MCF-7/adr cells was examined in the absence and presence of the 4-aryl-1,4-dihydropyridines (Ia-q) and 4-arylpyridines (IIa-q). The control studies were performed using the vehicle (0.1% DMSO), whereas niguldipine (3 μM) served as a positive control. All of the compounds that significantly increased vinblastine accumulation were able to significantly decrease the IC50 values of daunomycin. If, Ih1, and Ih2, which did not affect drug accumulation, also did not lower the IC50 of daunomycin when compared with the control.
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:20:52 GMT 2023
Edited
by admin
on Sat Dec 16 10:20:52 GMT 2023
Record UNII
6Q39TPF0GL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NIGULDIPINE, (±)-
Common Name English
3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 3-(3-(4,4-DIPHENYL-1-PIPERIDINYL)PROPYL) 5-METHYL ESTER
Systematic Name English
(±)-NIGULDIPINE
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID7048407
Created by admin on Sat Dec 16 10:20:52 GMT 2023 , Edited by admin on Sat Dec 16 10:20:52 GMT 2023
PRIMARY
FDA UNII
6Q39TPF0GL
Created by admin on Sat Dec 16 10:20:52 GMT 2023 , Edited by admin on Sat Dec 16 10:20:52 GMT 2023
PRIMARY
PUBCHEM
1236
Created by admin on Sat Dec 16 10:20:52 GMT 2023 , Edited by admin on Sat Dec 16 10:20:52 GMT 2023
PRIMARY
CAS
102993-22-6
Created by admin on Sat Dec 16 10:20:52 GMT 2023 , Edited by admin on Sat Dec 16 10:20:52 GMT 2023
PRIMARY
Related Record Type Details
ENANTIOMER -> RACEMATE
ENANTIOMER -> RACEMATE