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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 of N-DEMETHYLIVABRADINE

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
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

Unknown
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
Basic research
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Pharmacokinetic-pharmacodynamic modeling of the effects of ivabradine, a direct sinus node inhibitor, on heart rate in healthy volunteers.
1998 Aug
Patents

Patents

US20100249397
2

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Unpublished studies showed that this metabolite (N-DEMETHYL IVABRADINE) reduced heart rate in conscious dogs by decreasing sinus node activity after oral and intravenous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 UTC 2023
Edited
by admin
on Sat Dec 16 13:55:20 UTC 2023
Record UNII
K5FVD8PS01
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 13:55:21 UTC 2023
PRIMARY
FDA UNII
K5FVD8PS01
Created by admin on Sat Dec 16 13:55:21 UTC 2023 , Edited by admin on Sat Dec 16 13:55:21 UTC 2023
PRIMARY
CAS
215935-23-2
Created by admin on Sat Dec 16 13:55:21 UTC 2023 , Edited by admin on Sat Dec 16 13:55:21 UTC 2023
PRIMARY
Related Record Type Details
Structure of N-DEMETHYL IVABRADINE HYDROCHLORIDE
SALT/SOLVATE -> PARENT
Related Record Type Details
Structure of IVABRADINE
PARENT -> METABOLITE ACTIVE
Related Record Type Details
Structure of IVABRADINE HYDROCHLORIDE
PARENT -> IMPURITY
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