Losartan carboxaldehyde

Details

Stereochemistry	ACHIRAL
Molecular Formula	C22H21ClN6O
Molecular Weight	420.895
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CCCCC1=NC(Cl)=C(C=O)N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NN=NN4

InChI

InChIKey=FQZSMTSTFMNWQF-UHFFFAOYSA-N

InChI=1S/C22H21ClN6O/c1-2-3-8-20-24-21(23)19(14-30)29(20)13-15-9-11-16(12-10-15)17-6-4-5-7-18(17)22-25-27-28-26-22/h4-7,9-12,14H,2-3,8,13H2,1H3,(H,25,26,27,28)

HIDE SMILES / InChI

Molecular Formula	C22H21ClN6O
Molecular Weight	420.895
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

Targets

Primary Target	Pharmacology	Potency
Protein kinase C alpha type 5 Target ID: P17252 Gene ID: 5578.0 Gene Symbol: PRKCA Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/19687351	Inhibitor 8504
Protein kinase C beta type 2 Target ID: P05771\|\|\|Q9UE50 Gene ID: 5579.0 Gene Symbol: PRKCB Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/19687351	Inhibitor 8504
Peroxisome proliferator-activated receptor gamma 118 Target ID: P37231\|\|\|Q15179 Gene ID: 5468.0 Gene Symbol: PPARG Target Organism: Homo sapiens (Human) Sources: https://www.ncbi.nlm.nih.gov/pubmed/16365190 \| https://www.ncbi.nlm.nih.gov/pubmed/19687349	Partial Agonist 297	17.1 µM [EC50]

PubMed

Title	Date	PubMed
Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension.	2009-10	19687351
Chronic treatment with losartan results in sufficient serum levels of the metabolite EXP3179 for PPARgamma activation.	2009-10	19687349
Protein kinase C-inhibiting properties of the losartan metabolite EXP3179 make the difference.	2009-10	19687344
Losartan metabolite EXP3179: an AT1-receptor-independent treatment strategy for patients with the metabolic syndrome?	2009-10	19687342
EXP3179 inhibits collagen-dependent platelet activation via glycoprotein receptor-VI independent of AT1-receptor antagonism: potential impact on atherothrombosis.	2007-05	17347483
Regulation of peroxisome proliferator-activated receptor gamma activity by losartan metabolites.	2006-03	16365190
Losartan metabolite EXP3179 activates Akt and endothelial nitric oxide synthase via vascular endothelial growth factor receptor-2 in endothelial cells: angiotensin II type 1 receptor-independent effects of EXP3179.	2005-09-20	16172287

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 22:01:56 GMT 2025` Edited by `admin` on `Mon Mar 31 22:01:56 GMT 2025`
Record UNII	KJ52CU0VV6
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

LOSARTAN RELATED COMPOUND C

Preferred Name

English

Losartan carboxaldehyde

Common Name

English

LOSARTAN POTASSIUM IMPURITY K [EP IMPURITY]

Common Name

English

1H-IMIDAZOLE-5-CARBOXALDEHYDE, 2-BUTYL-4-CHLORO-1-((2'-(2H-TETRAZOL-5-YL)(1,1'-BIPHENYL)-4-YL)METHYL)-

Systematic Name

English

LOSARTAN METABOLITE E3179

Common Name

English

2-BUTYL-4-CHLORO-1-((2'-(1H-TETRAZOL-5-YL)BIPHENYL-4-YL)METHYL)-1H-IMIDAZOL-5-CARBALDEHYDE

Systematic Name

English

LOSARTAN RELATED COMPOUND C [USP-RS]

Common Name

English

DUP-167

Code

English

EXP-3179

Code

English

Code System Code Type Description

RS_ITEM_NUM

1370495