137863-17-3

Basic information

• Product Name: N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester
• Synonyms: N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester;L-Valine, N-(1-oxopentyl)-N-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, methyl ester;N-(1-Oxopentyl)-N-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-L-valine methyl ester;Valsartan methyl ester;(S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)pentanamido)-3-methylbutanoat;Valsartan Related CoMpound E;(S)-Methyl 2-(N-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)Methyl)pentanaMido)-3-Methylbutanoate;(S)-methyl 2-(N-((2'-(2H-tetrazol-5-yl)biphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate
• CAS NO: 137863-17-3
• Molecular Formula: C₂₅H₃₁N₅O₃
• Molecular Weight: 449.54534
• EINECS: 1308068-626-2
• Mol File: 137863-17-3.mol
• Article Data: 14

Chemical Properties

• Melting Point: 129-130℃
• Boiling Point: 647.716 °C at 760 mmHg
• Flash Point: 345.526 °C
• Appearance: /
• Density: 1.169±0.06 g/cm3 (20 ºC 760 Torr)
• Storage Temp.: 2-8°C
• Solubility: Chloroform (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: 4.15±0.10(Predicted)
• CAS DataBase Reference: N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester(137863-17-3)
• EPA Substance Registry System: N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester(137863-17-3)

Safety Data

• Hazardous Substances Data: 137863-17-3(Hazardous Substances Data)

Usage

Description

N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester, also known as Valsartan Methyl Ester, is a nonpeptide angiotensin II AT1-receptor antagonist. It is an analog of Valsartan (V095750) and is primarily used as an antihypertensive agent. N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester is valuable in pharmaceutical secondary standards for quality control in pharmaceutical laboratories and manufacturing, offering a cost-effective alternative to in-house working standards.

Uses

Used in Pharmaceutical Industry:
N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester is used as a pharmaceutical compound for the treatment of hypertension. It functions as an antihypertensive agent by blocking the action of angiotensin II, a potent vasoconstrictor, thereby reducing blood pressure.
Used in Quality Control:
In the pharmaceutical industry, N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester is used as a secondary standard in quality control. It provides a convenient and cost-effective alternative for the preparation of in-house working standards, ensuring the accuracy and reliability of pharmaceutical products.
Used in Research and Development:
N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine methyl ester is also utilized in research and development for the study of angiotensin II AT1-receptor antagonists and their potential applications in treating various cardiovascular conditions. It can be used to develop new drugs or improve existing ones, contributing to advancements in medical treatments.

Upstream product

• 137863-90-2 methyl 2-(N-((2'-cyanobiphenyl-4-yl)methyl)pentanamido)-3-methylbutanoate 
• 137862-53-4 N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine 
• 638-29-9 n-valeryl chloride 
• 883223-10-7 N-pentanoyl-N-{[2'-(2N-trityl-tetrazole-5-yl)(1,1'-biphenyl)-4-yl]methyl}-L-valine methyl ester 
• 482577-59-3 N-((2'-cyano[1,1'-biphenyl]-4-yl)methyl)-L-valine methyl ester hydrochloride 
• 114772-54-2 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile 
• 6306-52-1 L-valine methylester hydrochloride 
• 67-56-1 methanol 
• 781664-81-1 N-[[2'-(1-triphenylmethyltetrazol-5yl)biphenyl-4-yl]methyl]-N-valeryl-L-valine methyl ester 
• 883223-07-2 5-(2'-bromophenyl)-2-trityl-2H-tetrazole 
• 138500-85-3 4-bromomethylphenylboronic acid pinacol ester 
• 195062-57-8 p-tolylboronic pinacol ester 
• 73096-42-1 5-(2-bromophenyl)-2H-tetrazole 
• 5084-80-0 tri(4-tolyl)boroxine 

Downstream Products

• 137862-53-4 N-pentanoyl-N-[[2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]-methyl]-(L)-valine 
• 137862-53-4 valsartan 
• 137862-62-5 (S)-N-(1-Hydroxymethyl-2-methyl-prop-1-yl)-N-pentanoyl-N-[2'-(1H-tetrazol-5-yl)biphenyl-4-ylmethyl]-amine 
• 137862-87-4 valsartan 

Relevant articles and documents

Convenient synthesis of Valsartan via a Suzuki reaction

An efficient synthesis of the angiotensin II inhibitor Valsartan (Diovan) is presented. The formation of the aryl-aryl bond represents the key step of its synthesis, which has been done by a Suzuki coupling of aryl boronate with 2-bromophenyl oxazoline with good yield and purity. This method overcomes many of the drawbacks associated with the previously reported syntheses.

A facile synthesis of 5-(4'-substituted)-[1,1'-biphenyl]-2-yl)-1H-tetrazole: A key intermediate for synthesis of angiotensin II receptor antagonist

A convenient commercial scale synthesis of 5-(4'-(substituted)-[1,1'-biphenyl]-2-yl)-1H-tetrazole 1 a common intermediate for so many angiotensin II receptors antagonists, has been achieved with high purity using a simple synthetic protocol. The advantage

DEPROTECTION METHOD FOR TETRAZOLE COMPOUND

The present invention relates to a method of deprotecting a tetrazole compound, useful as an intermediate for angiotensin II receptor blockers, and provides a novel production method of angiotensin II receptor blockers. Provided is a production method of a compound represented by the formula [3] or [4] or a salt thereof, including (i) reducing a compound represented by the formula [1] or [2] or a salt thereof in the presence of a metal catalyst and an alkaline earth metal salt, or (ii) reacting the compound with a particular amount of Br?nsted acid: wherein each symbol is as defined in the present specification.