167005-94-9

Upstream product

• 169328-26-1 2-trifluoroacetylimino-5-ethyl-3-(2'-cyanobiphenyl-4-yl)methyl-1,3,4-thiadiazoline 
• 185515-83-7 5-ethyl-2-imino-3-(2'-cyanobiphenyl-4-yl)methyl-1,3,4-thiadiazoline 
• 71-36-3 butan-1-ol 
• 114772-54-2 4'-(bromomethyl)-1,1'-biphenyl-2-carbonitrile 

Relevant academic research and scientific papers

Process for producing N-biphenylmethylthiadiazoline derivative or salt thereof and intermediate for producing the same

Described is a process for producing an N-biphenyl-methylthiadiazoline derivative (7) in accordance with the reaction formula described below. According to the process of the present invention, it is possible to produce a compound (7) advantageously from the industrial viewpoint. STR1

Process for producing tetrazolylated biphenylmethane derivatives

The present invention relates to a process for producing a tetrazolylated biphenylmethane derivatives (6) or salts thereof in accordance with the below-described reaction scheme wherein R 1 represents an alkyl; R 2 represents H, etc.; Z represents a halogen, etc.; and A represents a cycloalkene, etc. According to the above process, a tetrazolylated biphenylmethane derivative can be industrially and advantageously produced with short steps.

NOVEL REAGENT FOR TETRAZOLE SYNTHESIS AND PROCESS FOR PRODUCING TETRAZOLES THEREWITH

Analkali metal azide and zinc chloride are used in combination as a tetrazole forming agent when producing 1H-tetrazoles of the formula (II): (where R is any substituent) from carbonitriles of the formula (I): R-CN(where R has the same meaning as defined above). The tetrazole forming agent permits many kinds of solvents to be used and can in principle be used with any carbonitriles. In addition, the use of inexpensive zinc chloride leads to cost reduction.

A facile synthesis of 2-acylimino-3-biphenylmethyl-1,3,4-thiadiazoline derivatives

Regioselective biphenylmethylation of 2-trifluoroacetamido-1,3.4-thiadiazole (3b) gave 2-trifluoroacetylimino-1,3,4-thiadiazoline derivatives (4c,d) in good yields. Compound (4d) was converted to 2-(2-chlorobenzoyl)imino-1,3,4-thiadiazoline derivative (6), an angiotensin II receptor antagonist. This methodology was also applied to the preparation of 2-acylimino-1,3,4-oxadiazoline derivative (8).

Acyliminothiadiazoline derivatives: New, highly potent, and orally active angiotensin II receptor antagonists

Syntheses and pharmacological properties of a new series of acyliminothiadiazoline derivatives 1 are described. These compounds exhibited angiotensin II receptor antagonistic activities in vitro and in vivo. Among them, the compound 1g (KRH-594) showed the strongest antihypertensive action in renal hypertensive rats after oral administration, and its oral bioavailability in dogs was also found to be high (73%).