821806-26-2

Basic information

• Product Name: Acetonitrile, [(2-amino-5-chlorophenyl)thio]-
• CAS NO: 821806-26-2
• Molecular Formula: C8H7ClN2S
• Molecular Weight: 198.676
• Mol File: 821806-26-2.mol

Chemical Properties

• CAS DataBase Reference: Acetonitrile, [(2-amino-5-chlorophenyl)thio]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetonitrile, [(2-amino-5-chlorophenyl)thio]-(821806-26-2)
• EPA Substance Registry System: Acetonitrile, [(2-amino-5-chlorophenyl)thio]-(821806-26-2)

Safety Data

• Hazardous Substances Data: 821806-26-2(Hazardous Substances Data)

Upstream product

• 23474-98-8 2-amino-5-chlorobenzenethiol 
• 107-14-2 chloroacetonitrile 
• 95-24-9 6-chloro-2-aminobenzothiazole 

Downstream Products

• 81836-62-6 3-amino-7-chloro-2H-1,4-benzothiazine 
• 821806-23-9 (4-chloro-2-cyanomethylsulfanylphenyl)carbamic acid ethyl ester 
• 821806-21-7 (4-chloro-2-cyanomethanesulfonyl-phenyl)-carbamic acid ethyl ester 
• 108176-71-2 N-(7-chloro-2H-1,4-benzothiazin-3-yl)-N'-phenylurea 
• 108176-73-4 N-(7-chloro-2H-1,4-benzothiazin-3-yl)-N'-(4-chlorophenyl)urea 
• 108176-72-3 N-(7-chloro-2H-1,4-benzothiazin-3-yl)-N'-(4-methoxyphenyl)urea 
• 108176-74-5 N-(7-chloro-2H-1,4-benzothiazin-3-yl)-N'-(3,4-dichlorophenyl)urea 
• 108176-75-6 N-(7-chloro-2H-1,4-benzothiazin-3-yl)-N'-(2,6-dimethylphenyl)urea 

Relevant articles and documents

Synthesis and pharmacological evaluation of 4H-1,4-benzothiazine-2- carbonitrile 1,1-dioxide and N-(2-cyanomethylsulfonylphenyl)acylamide derivatives as potential activators of ATP sensitive potassium channels

1,2,4-Thiadiazine derivatives, like 3-methyl-7-chlorobenzo-4H-1,2,4- thiadiazine 1,1-dioxide, diazoxide and 7-chloro-3-isopropylamino-4H-benzo-1,2,4- thiadiazine 1,1-dioxide, BPDZ 73, are potent openers of Kir6.2/SUR1 K ATP channels. To explore the structure-activity relationship of this series of KATP openers, 4H-1,4-benzothiazine-2-carbonitrile 1,1-dioxide and N-(2-cyanomethylsulfonylphenyl)acylamide derivatives were synthesized from 2-acetylamino-5-chloro-benzenesulfonic acid pyridinium salt or 2-aminobenzenethiols. The 4H-1,4-benzothiazine-2-carbonitrile 1,1-dioxide derivatives (e.g., 7-chloro-3-isopropylamino-4H-1,4-benzothiazine-2-carbonitrile 1,1-dioxide, 3f) were found to activate KATP channels as indicated by their ability to hyperpolarize beta cell membrane potential, to inhibit glucose-stimulated insulin release in vitro and to increase ion currents through Kir6.2/SUR1 channel as measured by patch clamp. The potency and efficacy of, for example, 3f is however significantly reduced compared to the corresponding 4H-1,2,4-benzothiadiazine 1,1-dioxide derivatives. Opening of the 4H-1,2,4-thiadiazine ring to get (e.g., 2-cyanomethylsulfonyl-4-fluorophenyl) carbamic acid isopropyl ester (4c) gives rise to compounds, which are able to open KATP channels but with considerable reduced potency compared to, for example, diazoxide. Compound 3a, 7-chloro-3-methyl-4H-1,4-benzothiazine-2- carbonitrile 1,1-dioxide, which inhibits insulin release in vitro from beta cells and rat islets, reduces plasma insulin levels and blood pressure in anaesthetized rats upon intravenous administration.

Synthesis and Biological Activity of Some New N-(2H-1,4-benzoxazin- and benzothiazin-3-yl)-N'-arylureas

A series of new N-(2H-1,4-benzoxazin- and benzothiazin-3-yl)-N'-arylureas (IV) and N-(4-methyl-2H-1,4-benzothiazinylidin-3-yl)-N'-arylureas (V) have been synthesised and screened for antiinflammatory, CNS, anthelmintic, antiprotozoal and antimicrobial activities.Some of the compounds possess a low order of antiinflammatory and mild CNS depressant activities.