VATANIDIPINE DIHYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C41H42N4O6.2ClH
Molecular Weight	759.717
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of VATANIDIPINE DIHYDROCHLORIDE

Structure Search

SMILES

Cl.Cl.COC(=O)C1=C(C)NC(C)=C(C1C2=CC(=CC=C2)[N+]([O-])=O)C(=O)OCCC3=CC=C(C=C3)N4CCN(CC4)C(C5=CC=CC=C5)C6=CC=CC=C6

InChI

InChIKey=MVMIPBPFTZGTBS-UHFFFAOYSA-N

InChI=1S/C41H42N4O6.2ClH/c1-28-36(40(46)50-3)38(33-15-10-16-35(27-33)45(48)49)37(29(2)42-28)41(47)51-26-21-30-17-19-34(20-18-30)43-22-24-44(25-23-43)39(31-11-6-4-7-12-31)32-13-8-5-9-14-32;;/h4-20,27,38-39,42H,21-26H2,1-3H3;2*1H

HIDE SMILES / InChI

Molecular Formula	C41H42N4O6
Molecular Weight	686.7954
Charge	0
Count

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

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

Description
Sources: http://www.ncbi.nlm.nih.gov/pubmed/11116287http://en.pharmacodia.com/yaodu/html/v1/chemicals/d4667ee8a72fe0f6700a7b985f9b8a97.html | http://adisinsight.springer.com/drugs/800001931 | https://www.ncbi.nlm.nih.gov/pubmed/9306262
Curator's Comment: Description was created based on several sources, including http://link.springer.com/article/10.2165/00126839-200203050-00007 and http://www.ncbi.nlm.nih.gov/pubmed/9612662

Watanidipine (AE0047) had been NDA filed for the treatment of hypertension in Japan. Watanidipine (as Calbren®) was awaiting registration with Mitsubishi Pharma Corporation in Japan. However, Mitsubishi Pharma Corporation has discontinued the development of this drug. Watanidipine had also been in phase II clinical trials for the treatment of stroke and preclinical trials for atherosclerosis. However, no recent development has been reported. Watanidipine (AE0047) has being shown to be a calcium antagonist with protective effects against cerebral ischaemia and the occurrence of stroke in several animal models.

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
calcium ion transmembrane transport 3 Target ID: GO:0070588 Sources: https://www.ncbi.nlm.nih.gov/pubmed/9378237 \| https://www.ncbi.nlm.nih.gov/pubmed/7590520 \| http://www.kegg.jp/dbget-bin/www_bget?dr:D01933 \| https://www.ncbi.nlm.nih.gov/pubmed/9612662	Blocker 537	11.4 nM [Kd]
Low-density lipoprotein (LDL) oxidation 2 Target ID: Low-density lipoprotein (LDL) oxidation Sources: http://www.ncbi.nlm.nih.gov/pubmed/9493553	Inhibitor 8297
L-type calcium current, Cavia porcellus 2 Target ID: L-type calcium current, Cavia porcellus Sources: http://www.ncbi.nlm.nih.gov/pubmed/9612662	Blocker 537	11.4 nM [Kd]
Calcium uptake 2 Target ID: Calcium uptake Sources: http://www.ncbi.nlm.nih.gov/pubmed/9612662	Inhibitor 8297
Calcium channel 4 Target ID: Calcium channel Sources: http://link.springer.com/article/10.2165/00126839-200203050-00007	Antagonist 2778

Conditions

Condition	Modality	Highest Phase	Product
Atherosclerosis 74 Sources: http://adisinsight.springer.com/drugs/800001931 https://www.ncbi.nlm.nih.gov/pubmed/11116287	Primary	Preclinical	Unknown Approved Use Unknown
Hypertension 567 Sources: http://adisinsight.springer.com/drugs/800001931 https://www.ncbi.nlm.nih.gov/pubmed/11116287	Primary	Phase II 1132	Unknown Approved Use Unknown
Stroke 144 Sources: http://adisinsight.springer.com/drugs/800001931 https://www.ncbi.nlm.nih.gov/pubmed/11116287 https://www.ncbi.nlm.nih.gov/pubmed/7853209	Primary	Phase II 1132	Unknown Approved Use Unknown
Hypertension 567 Sources: http://link.springer.com/article/10.2165/00126839-200203050-00007	Primary	Phase III 656	Unknown Approved Use Unknown
Atherosclerosis 74 Sources: http://adisinsight.springer.com/drugs/800001931	Primary	Preclinical	Unknown Approved Use Unknown
Stroke 144 Sources: http://link.springer.com/article/10.2165/00126839-200203050-00007	Primary	Phase II 1132	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Effects of the calcium antagonist AE0047 on the development of neurological deficit and infarction after middle cerebral artery occlusion in stroke-prone spontaneously hypertensive rats.	1997 Sep	9306262

Patents

Sample Use Guides

In Vivo Use Guide

For essential hypertension - orally, once-daily 2-8 mg/day

Route of Administration: Oral

In Vitro Use Guide

After 1-hr treatment with Vatanidipine (10(-6) M), K(+)-induced contraction in rat aortic strip was slightly depressed

Substance Class	Chemical Created by `admin` on `Sat Dec 16 07:51:57 GMT 2023` Edited by `admin` on `Sat Dec 16 07:51:57 GMT 2023`
Record UNII	446I981RBG
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

VATANIDIPINE DIHYDROCHLORIDE

Common Name

English

VATANIDIPINE HYDROCHLORIDE [JAN]

Common Name

English

3,5-PYRIDINEDICARBOXYLIC ACID, 1,4-DIHYDRO-2,6-DIMETHYL-4-(3-NITROPHENYL)-, 2-(4-(4-(DIPHENYLMETHYL)-1-PIPERAZINYL)PHENYL)ETHYL METHYL ESTER, DIHYDROCHLORIDE

Common Name

English

VATANIDIPINE HYDROCHLORIDE

Common Name

English

WATANIDIPINE HYDROCHLORIDE

Common Name

English

WATANIDIPINE DIHYDROCHLORIDE

Common Name

English

AE0047

Code

English

AE-0047

Code

English

Code System Code Type Description

EPA CompTox

DTXSID7021443

Created by admin on Sat Dec 16 07:51:57 GMT 2023 , Edited by admin on Sat Dec 16 07:51:57 GMT 2023

PRIMARY

FDA UNII

446I981RBG

Created by admin on Sat Dec 16 07:51:57 GMT 2023 , Edited by admin on Sat Dec 16 07:51:57 GMT 2023

PRIMARY

CAS

133743-71-2

Created by admin on Sat Dec 16 07:51:57 GMT 2023 , Edited by admin on Sat Dec 16 07:51:57 GMT 2023

PRIMARY

PUBCHEM

154437

Created by admin on Sat Dec 16 07:51:57 GMT 2023 , Edited by admin on Sat Dec 16 07:51:57 GMT 2023

PRIMARY

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VATANIDIPINE

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