LEMILDIPINE

Details

Stereochemistry	RACEMIC
Molecular Formula	C20H22Cl2N2O6
Molecular Weight	457.304
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC(=O)C1=C(C)NC(COC(N)=O)=C(C1C2=C(Cl)C(Cl)=CC=C2)C(=O)OC(C)C

InChI

InChIKey=WTOVRSWDBLIFHU-UHFFFAOYSA-N

InChI=1S/C20H22Cl2N2O6/c1-9(2)30-19(26)16-13(8-29-20(23)27)24-10(3)14(18(25)28-4)15(16)11-6-5-7-12(21)17(11)22/h5-7,9,15,24H,8H2,1-4H3,(H2,23,27)

HIDE SMILES / InChI

Molecular Formula	C20H22Cl2N2O6
Molecular Weight	457.304
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/18465561
Curator's Comment: description was created based on several sources, including

Lemildipine is a 1,4-dihydropyridine calcium channel blocker which is under phase III development by Banyu (Merck and Co), in Japan, for its potential to treat hypertension and cerebrovascular ischemia. In one study, involving five patients with essential hypertension accompanied by cerebrovascular disorder, lemildipine, administered orally at doses of 5 to 20 mg/day, significantly lowered blood pressure and increased cerebral blood flow. Another study in 31 patients with essential hypertension demonstrated that lemildipine has significant pressure lowering effects without affecting serum lipids. Worldwide rights to market the drug have been assigned to Kowa in Japan.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Voltage-gated calcium channel 37 Target ID: CHEMBL2363032 Sources: http://www.ncbi.nlm.nih.gov/pubmed/3712868	Blocker 537

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypertension 567 Sources: http://www.ncbi.nlm.nih.gov/pubmed/18465561	Primary		Phase III 656	Unknown Approved Use Unknown
Cerebrovascular ischemia 1 Sources: http://www.ncbi.nlm.nih.gov/pubmed/18465561	Primary		Phase III 656	Unknown Approved Use Unknown

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY582129	https://www.001chemical.com/chem/94739-29-4
BLD Pharm	BD136125	http://www.bldpharm.com/products/94739-29-4.html
BOC Sciences	94739-29-4	https://www.bocsci.com/npk-1886-cas-94739-29-4-item-279393.html
Chem Scene	CS-6628	http://www.chemscene.com/94739-29-4.html
MedChem Express	HY-19663	https://www.medchemexpress.com/Lemildipine.html
Molcore	MC582129	https://www.molcore.com/product/94739-29-4
MuseChem	I007369	https://www.musechem.com/product/I007369.html
MuseChem	M118371	https://www.musechem.com/product/M118371.html
Smolecule	S532740	http://www.smolecule.com/products/s532740
THE BioTek	bt-272971	https://www.thebiotek.com/product/inhibitors/bt-272971
eNovation Chemicals	D676166	https://www.enovationchem.com/ProductDetails.asp?ProductID=D676166

PubMed

Title	Date	PubMed
Lemildipine Merck and Co Inc.	1998 Jul	18465561

Patents

Sample Use Guides

In Vivo Use Guide

5 to 20 mg/day

Route of Administration: Oral

In Vitro Use Guide

In a whole-cell configuration with voltage clamp, the blocking effect of NB-818 (LEMILDIPINE) on L-type Ca2+ current (ICa) in guinea-pig ventricular cells appeared much more slowly than that of nifedipine and was hardly washed out. The potency of NB-818 to block ICa was markedly enhanced under depolarized conditions compared to that under polarized conditions. Such a voltage-dependent blocking action on ICa was less pronounced for nifedipine. These results indicate that NB-818 is a slow-acting Ca2+ channel antagonist with much high vascular selectivity. Its vascular selectivity may be at least in part related to the marked voltage-dependent inhibition of ICa.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 16:02:02 GMT 2023` Edited by `admin` on `Fri Dec 15 16:02:02 GMT 2023`
Record UNII	R3BD0YW4ZF
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LEMILDIPINE

Official Name

English

3,5-PYRIDINEDICARBOXYLIC ACID, 2-(((AMINOCARBONYL)OXY)METHYL)-4-(2,3-DICHLOROPHENYL)-1,4-DIHYDRO-6-METHYL-, 5-METHYL 3-(1-METHYLETHYL) ESTER

Systematic Name

English

3-ISOPROPYL 5-METHYL (±)-4-(2,3-DICHLOROPHENYL)-1,4-DIHYDRO-2-(HYDROXYMETHYL)-6-METHYL-3,5-PYRIDINEDICARBOXYLATE, CARBAMATE (ESTER)

Common Name

English

NB-818

Code

English

lemildipine [INN]

Common Name

English

NPK-1886

Code

English

LEMILDIPINE [JAN]

Common Name

English

Code System Code Type Description

ChEMBL

CHEMBL2104876