1190391-79-7

Basic information

• Product Name: 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid
• Synonyms: 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid;2-Methyl-5,6-dihydro-4H-cyclopenta-[d][1,3]thiazole-4-carboxylic acid;2-Methyl-4h,5h,6h-cyclopenta[d][1,3]thiazole-4-carboxylicacid;(4R)-2-methyl-4H,5H,6H-cyclopenta[d][1,3]thiazole-4-carboxylic acid
• CAS NO: 1190391-79-7
• Molecular Formula: C8H9NO2S
• Molecular Weight: 183.22756
• Mol File: 1190391-79-7.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid(1190391-79-7)
• EPA Substance Registry System: 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid(1190391-79-7)

Safety Data

• Hazardous Substances Data: 1190391-79-7(Hazardous Substances Data)

Usage

General Description

2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid is a chemical compound with the molecular formula C9H11NO2S. It is a derivative of cyclopenta[d]thiazole and contains a carboxylic acid functional group. 2-Methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylic acid is used in organic synthesis and medicinal chemistry as a building block for the synthesis of various pharmaceuticals and biologically active compounds. It exhibits potential pharmacological activities due to its structural features and may have applications in the development of new drugs. Additionally, it is important to handle this compound with proper safety precautions due to its potential for toxicity and reactivity.

Upstream product

• 42593-13-5 ethyl 3-bromo-2-oxocyclopentanecarboxylate 
• 611-10-9 2-ethoxycarbonyl-1-cyclopentanone 
• 1190391-80-0 ethyl 2-methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxylate 

Downstream Products

• 1190389-27-5 (R)-N-(4-(((2S,5R)-5-((R)-hydroxy(phenyl)methyl)pyrrolidin-2-yl)methyl)phenyl)-2-methyl-5,6-dihydro-4H-cyclopenta[d]thiazole-4-carboxamide 
• 1558057-99-0 C₃₁H₃₇N₃O₄S 
• 1558058-00-6 C₃₁H₃₇N₃O₄S 
• 1558058-01-7 C₃₀H₃₆N₄O₄S 
• 1558058-02-8 C₃₀H₃₆N₄O₄S 

Relevant articles and documents

Design, synthesis, and evaluation of conformationally restricted acetanilides as potent and selective β3 adrenergic receptor agonists for the treatment of overactive bladder

A series of conformationally restricted acetanilides were synthesized and evaluated as β3-adrenergic receptor agonists (β3-AR) for the treatment of overactive bladder (OAB). Optimization studies identified a five-membered ring as the preferred conformational lock of the acetanilide. Further optimization of both the aromatic and thiazole regions led to compounds such as 19 and 29, which have a good balance of potency and selectivity. These compounds have significantly reduced intrinsic clearance compared to our initial series of pyridylethanolamine β3-AR agonists and thus have improved unbound drug exposures. Both analogues demonstrated dose dependent β3-AR mediated responses in a rat bladder hyperactivity model.

COMBINATION THERAPY USING A BETA 3 ADRENERGIC RECEPTOR AGONIST AND AN ANTIMUSCARINIC AGENT

Described herein is an improved method of treating overactive bladder, wherein the method comprises administering to a patient in need thereof a beta 3 adrenergic receptor agonist, an antimuscarinic agent, and an optional selective M2 antagonist. Such combination therapy provides improved efficacy and/or reduced side effects.

HYDROXYMETHYL PYRROLIDINES AS BETA 3 ADRENERGIC RECEPTOR AGONISTS

The present invention provides compounds of Formula (I), pharmaceutical compositions thereof, and method of using the same in the treatment or prevention of diseases mediated by the activation of β3-adrenoceptor.