1196-08-3

Basic information

• Product Name: 5-chloro-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester
• Synonyms: 5-chloro-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester
• CAS NO: 1196-08-3
• Molecular Weight: 173.599
• Mol File: 1196-08-3.mol

Chemical Properties

• CAS DataBase Reference: 5-chloro-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 5-chloro-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester(1196-08-3)
• EPA Substance Registry System: 5-chloro-1-methyl-1H-pyrrole-2-carboxylic acid methyl ester(1196-08-3)

Safety Data

• Hazardous Substances Data: 1196-08-3(Hazardous Substances Data)

Upstream product

• 190783-99-4 (S)-methyl 1-methyl-5-oxopyrrolidine-2-carboxylate 
• 37619-24-2 methyl N-methylpyrrole-2-carboxylate 
• 1757-31-9 methyl 5-chloro-1H-pyrrole-2-carboxylate 
• 74-88-4 methyl iodide 

Relevant articles and documents

HETEROCYCLIC INHIBITORS OF NECROPTOSIS

The invention features a series of heterocyclic derivatives that inhibit tumor necrosis factor alpha (TNF-α) induced necroptosis. The heterocyclic compounds of the invention are described by Formulas (I) and (Ia)-(Ie) and are shown to inhibit TNF-α induce

Structure-activity relationship and liver microsome stability studies of pyrrole necroptosis inhibitors

Necroptosis is a regulated caspase-independent cell death pathway resulting in morphology reminiscent of passive non-regulated necrosis. Several diverse structure classes of necroptosis inhibitors have been reported to date, including a series of [1,2,3]thiadiazole benzylamide derivatives. However, initial evaluation of mouse liver microsome stability indicated that this series of compounds was rapidly degraded. A structure-activity relationship (SAR) study of the [1,2,3]thiadiazole benzylamide series revealed that increased mouse liver microsome stability and increased necroptosis inhibitory activity could be accomplished by replacement of the 4-cyclopropyl-[1,2,3]thiadiazole with a 5-cyano-1-methylpyrrole. In addition, the SAR and the cellular activity profiles, utilizing different cell types and necroptosis-inducing stimuli, of representative [1,2,3]thiadiazole and pyrrole derivatives were very similar suggesting that the two compound series inhibit necroptosis in the same manner.

FACTOR XA INHIBITORS

The present invention is directed to compounds of formula (I) and pharmaceutically acceptable salts, esters, and prodrugs thereof which are inhibitors of Factor Xa. The present invention is also directed to intermediates used in making such compounds, pharmaceutical compositions containing such a compound, methods to prevent or treat a number of conditions characterized by undesired thrombosis and methods of inhibiting the coagulation of a blood sample.

Amino Acids, 9 - Reactions of 5-Oxoproline Derivatives with Phosphorus Pentachloride - Synthesis of Chloro-pyrrole-2-carboxylic Acid Derivatives

N-Benzyl-4,5-dichloro-1H-pyrrole-2-carboxylic esters 6 are formed from N-benzyl-5-oxoproline esters 5 and PCl5 via differently chlorinated intermediates.The N-benzhydryl- L-3 and N-acyl-5-oxoproline esters L-4, on the other hand, suffer cleavage of the N-substituent in the course of this reaction sequence to give L-4,4,5-trichloro-3,4-dihydro-2H-pyrrole-2-carboxylic esters 18, which are dehydrohalogenated in the presence of base, yielding 4,5-dichloro-1H-pyrrole-2-carboxylic esters 20.These reactions provide the best access to 4,5-dichloro-1H-pyrrole-2-carboxylic acid derivatives which, in turn, can serve as precursors in the synthesis of pyoluteorin type compounds.