160514-13-6

Basic information

• Product Name: 2'-[(1H-Tetrazol-5-yl)biphenyl-4-yl]Methanol
• Synonyms: 2'-[(1H-Tetrazol-5-yl)biphenyl-4-yl]Methanol;2'-(1H-Tetrazol-5-yl)-;Losartan EP IMpurity B (Losartan HydroxyIMpurity );Losartan EP IMpurity B;2'-(2H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-methanol;(2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methanol;Valsartan Impurity 26;Irbesartan Impurity 7
• CAS NO: 160514-13-6
• Molecular Formula: C₁₄H₁₂N₄O
• Molecular Weight: 251.26334
• Product Categories: Aromatics;Heterocycles;Impurities;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 160514-13-6.mol
• Article Data: 9

Chemical Properties

• Boiling Point: 527.6±60.0 °C(Predicted)
• Appearance: /
• Density: 1.315±0.06 g/cm3(Predicted)
• PKA: 4.16±0.10(Predicted)
• CAS DataBase Reference: 2'-[(1H-Tetrazol-5-yl)biphenyl-4-yl]Methanol(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-[(1H-Tetrazol-5-yl)biphenyl-4-yl]Methanol(160514-13-6)
• EPA Substance Registry System: 2'-[(1H-Tetrazol-5-yl)biphenyl-4-yl]Methanol(160514-13-6)

Safety Data

• Hazardous Substances Data: 160514-13-6(Hazardous Substances Data)

Usage

Uses

Losartan (L470500) impurity.

Upstream product

• 1080555-70-9 C₃₃H₃₇N₅O₃ 
• 154709-19-0 4'-(hydroxymethyl)-[1,1'-biphenyl]-2-carbonitrile 
• 73096-42-1 5-(2-bromophenyl)-1H-tetrazole 
• 59016-93-2 p-hydroxymethylphenylboronic acid 
• 862802-05-9 2-(tetrahydro-pyran-2-yl)-5-[4'-(tetrahydro-pyran-2-yloxymethyl)-biphenyl-2-yl]-2H-tetrazole 
• 1080555-76-5 C₂₄H₂₇N₅O₃ 

Downstream Products

• 154709-18-9 4'-hydroxymethyl-2-(N-trityl-1H-tetrazol-5-yl)biphenyl 
• 135050-95-2 2'-<2-(triphenylmethyl)-1H-tetrazol-5-yl><1,1'-biphenyl>-4-methanol 
• 151052-40-3 2'-(1H-tetrazol-5-yl)biphenyl-4-carbaldehyde 

Relevant articles and documents

Preparation of 5 - (4 the [...] -bromo methyl-2-biphenyl) - 1-trityl tetrazazole method

The invention discloses a method for preparing 5-(4'-bromomethyl-2-biphenyl)-1-triphenyl methyl tetrazole. According to the method, 2-cyano biphenyl is used for replacing 2-cyano 4'-methyl biphenyl in the conventional process and is used as a starting material, and a target product, the 5-(4'-bromomethyl-2-biphenyl)-1-triphenyl methyl tetrazole, is obtained by means of hydroxymethylation, cyclization, protection, and substitution reaction. The method has the advantages of low cost of the raw materials, convenience for recovery of solvent, less comprehensive pollution and the like and is suitable for industrialized production.

Synthesis of heteroaromatic derivatives with nitrogen atoms: Tripyrrolyl pyrimidine and tripyrrolyl[1,3,5]triazine

As a part of a research program related to the synthetic study of pharmacologically and photoconductively interesting pyrrole derivatives, we have synthesized 1-arylpyrroles (3a-e), 9-arylcarbazoles (4a-e), aminophenylpyrroles (6a,b), dipyrrolylbenzenes (7a-c), 2,4,6-tri-pyrrol-1- yl-pyrimidine (8) and 2,4,6-tri-pyrrol-1-yl[1,3,5]triazine (9). We proposed a plausible mechanism for the formation of 9-arylcarbazole.

Original loading and Suzuki conditions for the solid-phase synthesis of biphenyltetrazoles. Application to the first solid-phase synthesis of irbesartan

Biphenyltetrazoles are recognized privileged structures. Among them, the therapeutically important class of sartans displays antagonistic activity on AT1 receptors. We have developed a method for anchoring tetrazole derivatives via the heterocycle on a hydroxylated resin using zinc triflate. New Suzuki-Miyaura cross-coupling conditions are developed for the quantitative formation of the phenyl-phenyl bond. Our straightforward synthesis scheme, starting from the conserved phenyltetrazole moiety and ending with the appending of the structurally variable moiety, is well suited to the preparation of sartans and their analogues at a laboratory scale. We thus describe here the first solid phase synthesis of irbesartan, a marketed AT1 antagonist.