5728-12-1

Usage

Chemical class

Thiadiazole derivatives

Common use

Building block in the synthesis of pharmaceutical compounds and agrochemicals

Biological activities

Anti-inflammatory, anti-tumor, and anti-bacterial

Preclinical studies

Shown potential as an agent in various biological activities

Structure and reactivity

Unique, making it an important intermediate in the production of advanced materials and fine chemicals

Investigation

Potential application in the development of new drugs for the treatment of various diseases

Upstream product

• 700-63-0 Phenylglycinamid 
• 32153-16-5 2-(benzylamino)-2-phenylacetamide 
• 102-04-5 1,3-Diphenylpropanone 
• 32153-18-7 2-(benzylamino)-2-phenylacetonitrile 
• 13735-81-4 1-styrenyloxytrimethylsilane 
• 100-52-7 benzaldehyde 

Downstream Products

• 37033-85-5 3-oxiranylmethoxy-4-phenyl-[1,2,5]thiadiazole 
• 412274-19-2 2-(3-chloro-2-hydroxy-propyl)-4-phenyl-[1,2,5]thiadiazol-3-one 
• 78139-30-7 3-Methoxy-4-phenyl-[1,2,5]thiadiazole 
• 78139-29-4 2-methyl-4-phenyl-1,2,5-thiadiazol-3-one 
• 105689-23-4 3-Phenyl-4-(1'-propionyl)amino-5-methylisothiazole 
• 151133-39-0 3-Bromo-4-phenyl-[1,2,5]thiadiazole 
• 37033-77-5 2-(3-tert-butylamino-2-hydroxy-propyl)-4-phenyl-[1,2,5]thiadiazol-3-one 
• 37033-76-4 2-(2-hydroxy-3-isopropylamino-propyl)-4-phenyl-[1,2,5]thiadiazol-3-one 
• 69643-34-1 3-(4-chloro-phenyl)-4-phenyl-[1,2,5]thiadiazole 
• 20459-06-7 3-Phenyl-4-acetoxyisothiazole 
• 105689-15-4 3-Phenyl-4-acetoamidoisothiazole 
• 105689-18-7 3-Phenyl-4-(diacetyl)aminoisothiazole 
• 105689-20-1 Methyl 3-Phenyl-4-acetoamidoisothiazole-5-carboxylate 
• 105689-21-2 3-Phenyl-4-acetoamidoisothiazole-5-carboxylic acid 

Relevant academic research and scientific papers

Sulfamates as antiglaucoma agents

Sulfamate esters of the formula where A is aryloxyalkyl, p is the number of unreacted hydroxy groups present on the alkyl moiety and may be zero, z is the number of --OS(O)2 NR1 R2 groups attached to carbons of the alkyl moiety and is always at least one; R1 and R2 are selected from hydrogen, loweralkyl, carboxy, and the like are useful in treating glaucoma.

Compounds having one or more aminosulfaonyloxy radicals useful as pharmaceuticals

Methods of treating chronic arthritis and osteoporosis which utilize both known and novel compounds which would fall under the general formula:(HO)p--A--[--OS(O) 2 NR 1 R 2 ] zwherein A encompasses a wide range of values including but not limited to aryl, loweralkyl, cycloalkyl, and carbohydrates including sucrose and fructose; p is equal to the number of unreacted hydroxy groups contained on the molecule and may be zero; z is the number of --OS(O) 2 NR 1 R 2 groups and is always at least one; R 1 and R 2 are selected from hydrogen, loweralkyl, carboxy and the like; a novel process for preparing the compounds is provided wherein an appropriate sulfamic acid aryl ester is reacted with a hydroxy substituted A radical which may or may not contain thereon protected carboxyl, amino or hydroxy substituents, in an aprotic solvent containing a tertiary amine base. Pharmaceutical compositions for the treatment of chronic arthritis and osteoporosis are also provided.

FACILE SYNTHESIS OF 3-OXO-1,2,5-THIADIAZOLES; 7β-CEPHALOSPHORINS

A simple procedure is described for the preparation of 3-oxo-1,2,5-thiadiazoles under mild conditions.This procedure has provided hitherto unknown 7β-3-oxo-1,2,5-thiadiazol-2-yl)cephalosporins.

SULFUR NITRIDE IN ORGANIC CHEMISTRY. 12. THE REACTION OF N4S4 WITH 1-ARYL-1-TRIMETHYLSILYLOXYETHYLENES AFFORDING 3-HYDROXY-4-ARYL-1,2,5-THIADIAZOLES

Reaction of N4S4 with 1-aryl-1-trimethylsilyloxyethylenes (1a-1e) gave 3-hydroxy-4-aryl-1,2,5-thiadiazoles (2a-2e) though the yields were low. 3-Amino-4-thienyl-1,2,5-thiadiazole (3) was obtained as a minor product.

Studies on Mesoionic Compounds. Part 10. Synthesis and Chemical Properties of Mesoionic 1,2,5-Thiadiazolium-3-olates

The preparation of a novel mesoionic heterocycle is described; derivatives of 4-aryl-5-alkyl-1,2,5-thiadiazolium-3-olates (6a-f) are obtained by treatment of α-N-substituted aminophenylacetamides with sulphur monochloride followed by base.

Sulfur Nitride in Organic Chemistry. 9. The Reaction of Tetrasulfur Tetranitride with Benzyl Ketones. Preparation of 3,4-Disubstituted-1,2,5-thiadiazoles

The reaction of tetrasulfur tetranitride (1) with various aryl and benzyl ketones (2a-o), oxindole (11), benzyl α-pyridyl ketone (12) and α-phenacylpyridine (13) afforded the corresponding 1,2,5-thiadiazoles (3a-n, 11 and 14).The scope and limitations of the above reaction were investigated and the evidences suggesting the radical anion mechanism are presented.