N-DEMETHYLIVABRADINE

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C26H34N2O5
Molecular Weight	454.5586
Optical Activity	UNSPECIFIED
Defined Stereocenters	1 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C(OC)C=C2[C@@H](CNCCCN3CCC4=CC(OC)=C(OC)C=C4CC3=O)CC2=C1

InChI

InChIKey=NMQMGNXUIKUPAF-HXUWFJFHSA-N

InChI=1S/C26H34N2O5/c1-30-22-11-17-6-9-28(26(29)14-18(17)12-23(22)31-2)8-5-7-27-16-20-10-19-13-24(32-3)25(33-4)15-21(19)20/h11-13,15,20,27H,5-10,14,16H2,1-4H3/t20-/m1/s1

HIDE SMILES / InChI

Molecular Formula	C26H34N2O5
Molecular Weight	454.5586
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	1 / 1
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9728900
Curator's Comment: description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000PharmR.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26202095

N-Demethyl Ivabradine Hydrochloride is an active metabolite of Ivabradine. Ivabradine protects myocardium in acute ischemic conditions and has favorably sustained remo- deling properties in the long term. N-dealkylated metabolite has also been shown to decrease heart rate in pre-clinical studies when administered to dogs

Originator

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Chronic stable angina 10 Sources: https://www.google.com/patents/CN103724266A	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

Unpublished studies showed that this metabolite (N-DEMETHYL IVABRADINE) reduced heart rate in conscious dogs by decreasing sinus node activity after oral and intravenous administrations,

Route of Administration: Other

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 13:55:20 GMT 2023` Edited by `admin` on `Sat Dec 16 13:55:20 GMT 2023`
Record UNII	K5FVD8PS01
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

N-DEMETHYLIVABRADINE

Common Name

English

2H-3-BENZAZEPIN-2-ONE, 3-(3-((((7S)-3,4-DIMETHOXYBICYCLO(4.2.0)OCTA-1,3,5-TRIEN-7-YL)METHYL)AMINO)PROPYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-

Systematic Name

English

3-(3-((((7S)-3,4-DIMETHOXYBICYCLO(4.2.0)OCTA-1,3,5-TRIEN-7-YL)METHYL)AMINO)PROPYL)-1,3,4,5-TETRAHYDRO-7,8-DIMETHOXY-2H-3-BENZAZEPIN-2-ONE

Systematic Name

English

IVABRADINE HYDROCHLORIDE IMPURITY IV

Common Name

English

S-18982

Code

English

Code System Code Type Description

PUBCHEM

10389261

Created by admin on Sat Dec 16 13:55:21 GMT 2023 , Edited by admin on Sat Dec 16 13:55:21 GMT 2023

PRIMARY

FDA UNII

K5FVD8PS01

Created by admin on Sat Dec 16 13:55:21 GMT 2023 , Edited by admin on Sat Dec 16 13:55:21 GMT 2023

PRIMARY

CAS

215935-23-2

Created by admin on Sat Dec 16 13:55:21 GMT 2023 , Edited by admin on Sat Dec 16 13:55:21 GMT 2023

PRIMARY

Related Record Type Details


					A9VZ3925C8

N-DEMETHYL IVABRADINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT

Amount:

Related Record Type Details


					3H48L0LPZQ

IVABRADINE

PARENT -> METABOLITE ACTIVE

Related Record Type Details


					TP19837BZK

IVABRADINE HYDROCHLORIDE

PARENT -> IMPURITY

Amount:

Details

SMILES

InChI

DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/9728900Curator's Comment: description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000PharmR.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26202095

Originator

Approval Year

Conditions

Approved Use

PubMed

Patents

Sample Use Guides

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9728900
Curator's Comment: description was created based on several sources, including http://www.accessdata.fda.gov/drugsatfda_docs/nda/2015/206143Orig1s000PharmR.pdf | https://www.ncbi.nlm.nih.gov/pubmed/26202095