Losartan carboxylic acid

Base Information

• Chemical Name: Losartan carboxylic acid
• CAS No.: 124750-92-1
• Molecular Formula: C22H21ClN6O2
• Molecular Weight: 436.901
• Hs Code.: 29339900
• UNII: GD76OCH73X
• DSSTox Substance ID: DTXSID80154474
• Nikkaji Number: J356.046E
• Wikidata: Q27077270
• Pharos Ligand ID: XHAF36ZUYTBW
• ChEMBL ID: CHEMBL907
• Mol file: 124750-92-1.mol

Synonyms:1H-imidazole-5-carboxylic acid, 2-butyl-4-chloro-1-((2'-(2H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-;2-n-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methylll)imidazole-5-carboxylic acid;E-3174;EXP 3174;EXP-3174;EXP3174;losartan carboxylic acid

Chemical Property of Losartan carboxylic acid

Chemical Property:

• Appearance/Colour: Light-Yellow Solid
• Melting Point: 130-132 °C
• Boiling Point: 707.8 °C at 760 mmHg
• PKA: 0.79±0.50(Predicted)
• Flash Point: 381.8 °C
• PSA: 109.58000
• Density: 1.41 g/cm³
• LogP: 4.47270
• Storage Temp.: -20°C Freezer
• Solubility.: Dimethylformamide, Dimethyl Sulfoxide, Methanol
• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 8
• Exact Mass: 436.1414516
• Heavy Atom Count: 31
• Complexity: 590

Purity/Quality:

99% , ^*data from raw suppliers

LosartanCarboxylicAcid ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCC1=NC(=C(N1CC2=CC=C(C=C2)C3=CC=CC=C3C4=NNN=N4)C(=O)O)Cl
• Description: Losartan carboxylic acid is a physiologically active metabolite of losartan , produced by cytochrome P450 isoforms in the liver. Like the parent compound, losartan carboxylic acid is a potent AT1 antagonist (Kis = 0.57 and 0.67 nM for rat and human forms, respectively), producing a depressor response and vasodilatation. When administered intravenously, losartan carboxylic acid is more potent and has a longer duration of action than losartan. However, the metabolite has very low oral bioavailability. Losartan, but not its metabolite, inhibits platelet aggregation in vitro.
• Uses: A metabolite of Losartan Losartan carboxylic acid is used as a metabolite of Losartan.

Technology Process of Losartan carboxylic acid

There total 12 articles about Losartan carboxylic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2-butyl-4-chloro-1-[2'-(1H-tetrazol-5-yl) 1,1'-biphenyl-methyl]imidazole-5-carboxylic acid ethyl ester (947330-97-4) → 2-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylic acid (124750-92-1)

Guidance literature:

With sodium hydroxide; In ethanol; at 90 ℃; for 20h;

Reference yield: 89.1%

→ 2-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylic acid (124750-92-1)

Guidance literature:

With potassium permanganate; In water; at -5 - 50 ℃; for 16h;

Reference yield: 89.1%

cozaar (124750-99-8) → 2-butyl-4-chloro-1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-imidazole-5-carboxylic acid (124750-92-1)

Guidance literature:

cozaar; With potassium permanganate; In water; at -5 - 50 ℃; for 16h;

With hydrogenchloride; In water; pH=2 - 3;

upstream raw materials:

EXP 3179

2-n-butyl-4-chloro-5-hydroxymethyl-1-[(2'-(1H-tetrazol-5-yl)biphenyl-4-yl)methyl]imidazole

2-n-Butyl-4-chloro-1-[(2'-(2-triphenylmethyl-2H-tetrazol-5-yl)-1,1'-biphenyl-4-yl)methyl]-1H-imidazole-5-carboxaldehyde

cozaar

Downstream raw materials:

2-butyl-4-chloro-1-[(2'-(1H-tetrazol-5-yl) (1,1'-biphenyl)-4-yl)methyl]-1H-imidazole-5-carboxylic acid 4-(3H-1,2-dithiole-3-thione-5-yl)-phenyl ester

1,3-Dicyclohexylurea

2-butyl-4-chloro-1-[(2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl]-1H-imidazole-5-carboxylic acid 2-(methylsulfonylthio)ethyl ester

2-n-butyl-5-chloro-3-[2'-(2H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-3H-imidazole-4-carboxylic acid[3-(3,4-bis-benzyloxyphenyl)propyl]amide

Refernces

• 1、 Zhou, Xiao-Yang,Lu, Xiang-Ran,Li, Ying-Hui,Ma, Ya-Qing,Zhao, Shi-Wen,Wang, Fang,Xu, Ren-Ai,Hu, Guo-Xin,Cai, Jian-Ping. "Identification and Enzymatic Activity Evaluation of a Novel CYP2C9 Allelic Variant Discovered in a Patient". . . Retrieved 2021/03/03.
• 2、 -. "A process for preparing a renin - angiotensin - aldosterone system dual inhibitor compound of intermediate". Paragraph 0119; 0120; 0121. . Retrieved 2017/04/28.