65095-13-8

Usage

InChI:InChI=1/C7H4ClN3O/c8-7(12)11-6-4-2-1-3-5(6)9-10-11/h1-4H

Upstream product

• 95-14-7 1,2,3-Benzotriazole 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 

Downstream Products

• 189566-60-7 Benzotriazole-1-carboxylic acid 4-methoxy-benzyl ester 
• 130384-98-4 tert-butyl 1H-benzo[d][1,2,3]triazole-1-carboxylate 
• 39764-21-1 1-(N-(3-chlorophenyl)carbamoyl)benzotriazole 
• 39764-22-2 1-(N-(4-chlorophenyl)carbamoyl)benzotriazole 
• 519054-07-0 (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one 
• 519054-04-7 (E)-1-(1H-benzo[d][1,2,3]triazol-1-yl)-3-(4-chlorophenyl)prop-2-en-1-one 
• 856422-37-2 (R)-[(Benzotriazole-1-carbonyl)-amino]-phenyl-acetic acid 
• 81917-69-3 N-(1-Benzotriazolylcarbonyl)-L-phenylalanin 
• 288576-82-9 gemfibrozil 1-benzotriazolide 
• 301651-11-6 N-benzyloxy-1H-benzotriazole-1-carboxamide 
• 1233852-84-0 N-cyclohexyl-N-ethyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 
• 1233852-29-3 (1H-benzo[d][1,2,3]triazol-1-yl)(4-phenylpiperazin-1-yl)methanone 
• 1233852-59-9 N-(3,5-dimethoxyphenyl)-N-methyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 
• 1233852-53-3 N-(2,4-difluorophenyl)-N-methyl-1H-benzo[d][1,2,3]triazole-1-carboxamide 

Relevant academic research and scientific papers

Discovery of a Potent, Long-Acting, and CNS-Active Inhibitor (BIA 10-2474) of Fatty Acid Amide Hydrolase

Fatty acid amide hydrolase (FAAH) can be targeted for the treatment of pain associated with various medical conditions. Herein we report the design and synthesis of a novel series of heterocyclic-N-carboxamide FAAH inhibitors that have a good alignment of potency, metabolic stability and selectivity for FAAH over monoacylglycerol lipase (MAGL) and carboxylesterases (CEs). Lead optimization efforts carried out with benzotriazolyl- and imidazolyl-N-carboxamide series led to the discovery of clinical candidate 8 l (3-(1-(cyclohexyl(methyl)carbamoyl)-1H-imidazol-4-yl)pyridine 1-oxide; BIA 10-2474) as a potent and long-acting inhibitor of FAAH. However, during a Phase I clinical trial with compound 8 l, unexpected and unpredictable serious neurological adverse events occurred, affecting five healthy volunteers, including the death of one subject.

Novel NSAID 1-acyl-4-cycloalkyl/arylsemicarbazides and 1-acyl-5-benzyloxy/ hydroxy carbamoylcarbazides as potential anticancer agents and antioxidants

The novel 1-acyl-4-cycloalkyl/arylsemicarbazides (5a-y) and 1-acyl-5-benzyloxy/hydroxycarbamoylcarbazides (8a-f) derived from the nonsteroidal anti-inflammatory drugs ibuprofen, fenoprofen and reduced ketoprofen were prepared, fully chemically characteriz

PHARMACEUTICAL COMPOUNDS

The invention relates to compounds and compositions for inhibiting the enzyme fatty acid amide hydrolase (FAAH), the use of the compounds in therapy and, in particular, for treating or preventing conditions whose development or symptoms are linked to subs

The novel amidocarbamate derivatives of ketoprofen: Synthesis and biological activity

A series of novel ketoprofen derivatives 4a-j bearing both amide and carbamate functionalities were prepared using the benzotriazole method of carboxylic and hydroxy group activation. Selective reduction of ketoprofen produced hydroxy derivative 2, which

CARBAMOYLBENZOTRIAZOLE DERIVATIVES AS INHIBITORS OF LIPASES AND PHOSPHOLIPASES

The invention relates to carbamoylbenzotriazole derivatives of general formula (I), which are defined as cited in the description, to their pharmaceutically applicable salts and to their use as medicaments.

Novel bicyclic inhibitors of hormone sensitive lipase

Benzotriazoles of formula I in which R1 to R8 have the abovementioned meanings and process for their preparation are described. The compounds show an inhibitory effect on hormone-sensitive lipase.

NOVEL BICYCLIC INHIBITORS OF HORMONE SENSITIVE LIPASE

The invention relates to benzotriazoles of general formula (I), wherein R1 - R8 have the above mentioned meanings. The invention also relates to a method for the production thereof. Said compounds have an inhibiting effect on the hormone sensitive lipase.

Synthesis and reactions of some azolecarboxylic acid derivatives

Reaction of several azoles with phosgene or triphosgene was studied. Besides benzotriazole (previously described reaction), only indazole, 5-nitroindazole and 5-methylbenzotriazole gave the corresponding 1-azolecarbonyl chlorides 1a-d. Azoles of weak acidity (imidazole, 1,2,3-triazole, 1,2,4-triazole, benzimidazole) could not give stable acyl chlorides, while strong acidic azoles like tetrazole and 4,5,6,7- tetrachlorobenzotriazole did not react at all. Chlorides 1b-d readily reacted with alcohols, amines, amino acids and their esters like the previously described 1-benzotriazolecarboxylic acid chloride (1a), giving 1-azolecarboxylic acid esters (2) or amides (3), N-(1-azolecarbonyl)amino acids (4, 5), their esters (8, 9) or amides (10, 11). However, a significant difference was observed in the reactivity of azole derivatives 2-11 with amines, alcohols and N-protected amino acids or in their stability in acidic and basic aqueous media. Benzotriazole and methylbenzotriazole derivatives were more reactive than indazole or nitroindazole derivatives. The higher reactivity was in correlation with the shift of the IR carbonyl absorption band to higher wave numbers.

Synthesis of 1-(t-butoxycarbonyl)benzotriazole and 1-(p-methoxybenzyloxycarbonyl)benzotriazole and their use in the protection of amino acids

Benzotriazol-1-ylcarbonyl chloride, generated from benzotriazole and phosgene, reacts with t-butyl alcohol and p-methoxybenzyl alcohol to give 1-(t-butoxycarbonyl)benzotriazole (4) and 1-(p-methoxybenzyloxycarbonyl)benzotriazole (5), respectively in good yields. The synthetic utility of ragents 4 and 5 is shown by effective amino protection in phenylalanine and phenylglycine.