NIGULDIPINE HYDROCHLORIDE, (±)-

Details

Stereochemistry	RACEMIC
Molecular Formula	C36H39N3O6.ClH
Molecular Weight	646.172
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of NIGULDIPINE HYDROCHLORIDE, (±)-

Structure Search

SMILES

Cl.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=MHOSUIMBPQVOEU-UHFFFAOYSA-N

InChI=1S/C36H39N3O6.ClH/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;1H

HIDE SMILES / InChI

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

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	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9105875 | https://www.ncbi.nlm.nih.gov/pubmed/2548881

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

Primary Target	Pharmacology	Condition	Potency
Alpha-1a adrenergic receptor 66 Target ID: CHEMBL229 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2548881	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
(+)-Niguldipine binds with very high affinity to Ca2+ channels and to a subtype of alpha 1-adrenoceptors.	1989 May 11	2548881
Influence of isradipine, niguldipine and dantrolene on the anticonvulsive action of conventional antiepileptics in mice.	1997 Mar 26	9105875

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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 09:44:25 GMT 2023` Edited by `admin` on `Sat Dec 16 09:44:25 GMT 2023`
Record UNII	5QC11TLQ7K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIGULDIPINE HYDROCHLORIDE, (±)-

Common Name

English

NSC-617553

Code

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, HYDROCHLORIDE (1:1)

Systematic Name

English

B-844-39

Code

English

Code System Code Type Description

NSC

617553