881673-80-9

Basic information

• Product Name: 1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester
• CAS NO: 881673-80-9
• Molecular Formula: C12H10BrNO4S
• Molecular Weight: 344.186
• Mol File: 881673-80-9.mol

Chemical Properties

• CAS DataBase Reference: 1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester(881673-80-9)
• EPA Substance Registry System: 1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester(881673-80-9)

Safety Data

• Hazardous Substances Data: 881673-80-9(Hazardous Substances Data)

Usage

Molecular structure

1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester is a chemical compound with a pyrrole ring, a carboxyl group, a bromine atom, and a phenylsulfonyl group.

Molecular weight

360.21 g/mol

Appearance

It is a pale yellow solid.

Solubility

It is soluble in common organic solvents such as ethanol, methanol, and DMSO.

Reactivity

1H-Pyrrole-3-carboxylic acid, 5-bromo-1-(phenylsulfonyl)-, methyl ester is a reactive compound and can undergo various chemical reactions such as nucleophilic substitution, electrophilic substitution, and reduction.

Uses

It is commonly used in organic synthesis and pharmaceutical research as a building block in the synthesis of various organic molecules and as a reagent in chemical reactions. It has been studied for its potential use in the development of new drugs and therapeutic agents due to its unique structure and properties. Additionally, it may have potential applications in the fields of materials science and biochemistry.

Upstream product

• 16420-39-6 methyl 5-bromo-1H-pyrrole-3-carboxylate 
• 98-09-9 benzenesulfonyl chloride 
• 2703-17-5 methyl 1H-pyrrole-3-carboxylate 

Downstream Products

• 881676-52-4 5-cyclopropyl-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde 
• 881673-84-3 tert-butyl {[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-methyl}methylcarbamate 
• 881673-86-5 tert-butyl methyl{[5-phenyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methyl}carbamate 
• 881678-78-0 N-methyl-1-[5-phenyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-methanamine hydrochloride 
• 881680-70-2 1-[5-cyclopropyl-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine hydrochloride 
• 881673-82-1 5-bromo-1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde 
• 881673-83-2 1-[5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]-N-methylmethanamine 
• 881673-85-4 tert-butyl methyl{[1-(phenylsulfonyl)-5-(3-thienyl)-1H-pyrrol-3-yl]methyl}carbamate 
• 881675-61-2 methyl 5-cyclopropyl-1-(phenylsulfonyl)-1H-pyrrole-3-carboxylate 
• 881673-81-0 [5-bromo-1-(phenylsulfonyl)-1H-pyrrol-3-yl]methanol 

Relevant articles and documents

Proton pump inhibitors

A proton pump inhibitor containing a compound represented by the formula (I) wherein X and Y are the same or different and each is a bond or a spacer having 1 to 20 carbon atoms in the main chain, R 1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R 2 , R 3 and R 4 are the same or different and each is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted thienyl group, an optionally substituted benzo[b]thienyl group, an optionally substituted furyl group, an optionally substituted pyridyl group, an optionally substituted pyrazolyl group, an optionally substituted pyrimidinyl group, an acyl group, a halogen atom, a cyano group or a nitro group, R 5 and R 6 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, which has a superior proton pump action and shows an antiulcer activity and the like after conversion to a proton pump inhibitor in the body, or a salt thereof. or a prodrug thereof is provided.

Discovery, synthesis, and biological evaluation of novel pyrrole derivatives as highly selective potassium-competitive acid blockers

To discover a gastric antisecretory agent more potent than existing proton pump inhibitors, novel pyrrole derivatives were synthesized, and their H +,K+-ATPase inhibitory activities and inhibitory action on histamine-stimulated gastric acid secretion in rats were evaluated. Among the compounds synthesized, compound 17a exhibited selective and potent H +,K+-ATPase inhibitory activity through reversible and K+-competitive ionic binding; furthermore, compound 17c exhibited potent inhibitory action on histamine-stimulated gastric acid secretion in rats and Heidenhain pouch dogs.

PROTON PUMP INHIBITORS

A proton pump inhibitor containing a compound represented by the formula (I) wherein X and Y are the same or different and each is a bond or a spacer having 1 to 20 carbon atoms in the main chain, R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group, R2, R3 and R4 are the same or different and each is a hydrogen atom, an optionally substituted hydrocarbon group, an optionally substituted thienyl group, an optionally substituted benzo[b]thienyl group, an optionally substituted furyl group, an optionally substituted pyridyl group, an optionally substituted pyrazolyl group, an optionally substituted pyrimidinyl group, an acyl group, a halogen atom, a cyano group or a nitro group, R5 and R6 are the same or different and each is a hydrogen atom or an optionally substituted hydrocarbon group, which has a superior proton pump action and shows an antiulcer activity and the like after conversion to a proton pump inhibitor in the body, or a salt thereof. or a prodrug thereof is provided.

Acid secretion inhibitor

The present invention provides a compound having a superior acid secretion inhibitory effect and showing an antiulcer activity and the like. The present invention provides a compound represented by the formula (I) wherein R1 is a nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle, the nitrogen-containing monocyclic heterocyclic group optionally condensed with a benzene ring or a heterocycle optionally has substituent(s), R2 is an optionally substituted C6-14 aryl group, an optionally substituted thienyl group or an optionally substituted pyridyl group, R3 and R4 are each a hydrogen atom, or one of R3 and R4 is a hydrogen atom and the other is an optionally substituted lower alkyl group, an acyl group, a halogen atom, a cyano group or a nitro group, and R5 is an alkyl group or a salt thereof.

PROTON PUMP INHIBITORS

Proton pump inhibitors which have excellent proton pumping activity and which can be converted in vivo into proton pump inhibitors to exhibit antiulcer effect and so on, containing compounds represented by the general formula (I) or salts thereof or prodrugs of the same: (I) wherein X and Y are each independently a free valency or a spacer whose main chain has 1 to 20 carbon atoms; R1 is an optionally substituted hydrocarbon group or an optionally substituted heterocyclic group; R2, R3 and R4 are each independently hydrogen, an optionally substituted hydrocarbon group, optionally substituted thienyl, optionally substituted benzo[b]thienyl, optionally substituted furyl, optionally substituted pyridyl, optionally substituted pyrazolyl, optionally substituted pyrimidinyl, acyl, halogeno, cyano, or nitro; and R5 and R6 are each independently hydrogen or an optionally substituted hydrocarbon group.