70391-06-9

Basic information

• Product Name: 1,3,4-Thiadiazole-2-carbonitrile, 5-(methylthio)-
• Synonyms: 1,3,4-Thiadiazole-2-carbonitrile, 5-(methylthio)-;5-(methylthio)-1,3,4-thiadiazole-2-carbonitrile
• CAS NO: 70391-06-9
• Molecular Formula: C₄H₃N₃S₂
• Molecular Weight: 157.22
• Mol File: 70391-06-9.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,3,4-Thiadiazole-2-carbonitrile, 5-(methylthio)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,3,4-Thiadiazole-2-carbonitrile, 5-(methylthio)-(70391-06-9)
• EPA Substance Registry System: 1,3,4-Thiadiazole-2-carbonitrile, 5-(methylthio)-(70391-06-9)

Safety Data

• Hazardous Substances Data: 70391-06-9(Hazardous Substances Data)

Usage

Type of compound

Heterocyclic organic compound

Structure

Contains a thiadiazole ring and a carbonitrile group

Applications

a. Intermediate in the synthesis of pharmaceuticals and agrochemicals
b. Potential biological and pharmacological properties
c. Antimicrobial and anticancer activities
d. Versatile building block for new chemical compounds in various industrial applications

Upstream product

• 75573-78-3 5-(methylthio)-1,3,4-thiadiazole-2-carboxamide 

Relevant articles and documents

NOVEL HETEROAROMATIC COMPOUNDS AS INHIBITORS OF STEAROYL-COENZYME A DELTA-9 DESATURASE

Heteroaromatic compounds of structural formula (I) or a pharmaceutically acceptable salt thereof, wherein W is a substituted heteroaryl, X and Y are each independently a bond, -O-, -S-, -S(O)-, -S(O)2-, -NR6-, -C(O)-, -C(CH3)(OH)- or -C(CH3)=CH-, u is an integer from 1 to 4, and Ar is an optionally substituted phenyl or naphtyl, are inhibitors of stearoyl-coenzyme A delta-9 desaturase (SCD) The compounds of the present invention are useful for the prevention and treatment of conditions related to abnormal lipid synthesis and metabolism, including cardiovascular disease, such as atherosclerosis, obesity, Type 2 diabetes, insulin resistance, hyperglycemia, Metabolic Syndrome, neurological disease, cancer, and liver steatosis

Heteroaryl substituted amidinyl and imidazolyl compounds and methods employing same for the treatment of inflammation

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Synthesis of 1,3,4-thiadiazole oligomers

A range of hydrazono chlorides 8, readily prepared from 5-substituted tetrazoles 7 and Appel salt 1, are rapidly converted by triphenylphosphine into 5-cyano-1,3,4-thiadiazoles 9 in high yield. These cyanides are converted by azide into the corresponding tetrazoles 10 which with Appel salt give the hydrazono chlorides 11 which are similarly converted by triphenylphosphine into the bi-1,3,4-thiadiazolyls 12a,c,g, all in high yield. Repetition of the 3-step sequence (12 → 13 → 14 → 15) gives the ter-1,3,4-thiadiazolyls 15a,g.

From tetrazoles via hydrazonoyl chlorides to 1,3,4-thiadiazole oligomers

5-Substituted tetrazoles react rapidly with Appel salt 1 at room temperature to give hydrazonoyl chlorides (14) in high yield. 5-Aminotetrazole reacts further to give an extended bis-imine (6) which, with triphenylphosphine at room temperature, rapidly gives 1,3,4-thiadiazoles 15 and 17. The mono-imines 14 react similarly to give simpler thiadiazoles 18 in high yield. By repetition of the tetrazole formation and Appel salt-triphenylphosphine sequence, these 2-cyanothiadiazoles 18 are converted in high yield into thiadiazole dimers and trimers 21, n = 1 and 2. These reactions are explained mechanistically. (C) 2000 Elsevier Science Ltd.

1,3,4-Thiadiazole-2-carboxylic acid derivatives, process for making the same and fungicidal and nematocidal compositions containing same

1,3,4-thiadiazole-2-carboxylic acid derivatives of the formula STR1 wherein R is C1 -C6 -alkyl, C2 -C6 -alkenyl, C2 -C6 -alkinyl or C3 -C6 -cycloalkyl, R1 i