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Details

Stereochemistry ACHIRAL
Molecular Formula C22H21ClN6O
Molecular Weight 420.8955
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LOSARTAN CARBOXALDEHYDE

SMILES

CCCCc1nc(c(C=O)n1Cc2ccc(cc2)-c3ccccc3-c4n[nH]nn4)Cl

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 420.8955
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: P17252
Gene ID: 5578.0
Gene Symbol: PRKCA
Target Organism: Homo sapiens (Human)
Target ID: P05771|||Q9UE50
Gene ID: 5579.0
Gene Symbol: PRKCB
Target Organism: Homo sapiens (Human)
Target ID: P37231|||Q15179
Gene ID: 5468.0
Gene Symbol: PPARG
Target Organism: Homo sapiens (Human)
17.1 µM [EC50]
PubMed

PubMed

TitleDatePubMed
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 Sep 20
Regulation of peroxisome proliferator-activated receptor gamma activity by losartan metabolites.
2006 Mar
EXP3179 inhibits collagen-dependent platelet activation via glycoprotein receptor-VI independent of AT1-receptor antagonism: potential impact on atherothrombosis.
2007 May
Losartan metabolite EXP3179 blocks NADPH oxidase-mediated superoxide production by inhibiting protein kinase C: potential clinical implications in hypertension.
2009 Oct
Chronic treatment with losartan results in sufficient serum levels of the metabolite EXP3179 for PPARgamma activation.
2009 Oct
Protein kinase C-inhibiting properties of the losartan metabolite EXP3179 make the difference.
2009 Oct
Losartan metabolite EXP3179: an AT1-receptor-independent treatment strategy for patients with the metabolic syndrome?
2009 Oct
Patents
Substance Class Chemical
Created
by admin
on Sat Jun 26 13:16:44 UTC 2021
Edited
by admin
on Sat Jun 26 13:16:44 UTC 2021
Record UNII
KJ52CU0VV6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LOSARTAN CARBOXALDEHYDE
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 POTASSIUM SPECIFIED IMPURITY K [EP]
Common Name English
LOSARTAN RELATED COMPOUND C
USP-RS  
Common 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
CAS
114798-36-6
Created by admin on Sat Jun 26 13:16:44 UTC 2021 , Edited by admin on Sat Jun 26 13:16:44 UTC 2021
PRIMARY
USP_CATALOG
1370495
Created by admin on Sat Jun 26 13:16:44 UTC 2021 , Edited by admin on Sat Jun 26 13:16:44 UTC 2021
PRIMARY USP-RS
EPA CompTox
114798-36-6
Created by admin on Sat Jun 26 13:16:44 UTC 2021 , Edited by admin on Sat Jun 26 13:16:44 UTC 2021
PRIMARY
PUBCHEM
9802264
Created by admin on Sat Jun 26 13:16:44 UTC 2021 , Edited by admin on Sat Jun 26 13:16:44 UTC 2021
PRIMARY
FDA UNII
KJ52CU0VV6
Created by admin on Sat Jun 26 13:16:44 UTC 2021 , Edited by admin on Sat Jun 26 13:16:44 UTC 2021
PRIMARY
Related Record Type Details
PARENT -> DERIVATIVE
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP