74772-16-0

Usage

Uses

Used in Pharmaceutical Industry:
METHYL 3-(1-PYRROLO)THIOPHENE-2-CARBOXYLATE is used as a key building block for the synthesis of various drugs and pharmaceutical intermediates, contributing to the development of new medicinal compounds.
Used in Agrochemical Production:
In the agrochemical industry, METHYL 3-(1-PYRROLO)THIOPHENE-2-CARBOXYLATE is utilized in the production of various agrochemicals, playing a significant role in the development of crop protection products and other agricultural applications.
Used in Organic Compound Synthesis:
METHYL 3-(1-PYRROLO)THIOPHENE-2-CARBOXYLATE is also used as a precursor in the synthesis of organic compounds, broadening its applications across different chemical and industrial sectors.

InChI:InChI=1/C10H9NO2S/c1-13-10(12)9-8(4-7-14-9)11-5-2-3-6-11/h2-7H,1H3

Upstream product

• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 
• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 

Downstream Products

• 106723-71-1 methyl-5 pyrrolo<1,2-a>thieno<2,3-e>pyrazine 
• 107073-28-9 3-(1H-pyrrol-1-yl)-2-thiophenecarbaldehyde 
• 175911-97-4 4-(3-Trifluoromethyl-phenyl)-piperazine-1-carboxylic acid (3-pyrrol-1-yl-thiophen-2-yl)-amide 
• 175911-95-2 4-Benzyl-piperazine-1-carboxylic acid (3-pyrrol-1-yl-thiophen-2-yl)-amide 
• 107073-27-8 (3-Pyrrol-1-yl-thiophen-2-yl)-methanol 
• 74772-17-1 3-(1H-pyrrol-1-yl)thiophene-2-carboxylic acid 

Relevant academic research and scientific papers

Pd/Cu-catalyzed dual C-H bond carbonylation towards the synthesis of fluorazones

Pd/Cu catalyzed oxidative dual C-H bond activation/carbonylation still remains a great challenge due to the generation of by-products via C-C bond formation. Herein we developed a straightforward Pd/Cu-catalyzed oxidative dual C-H bond carbonylation process to access biologically and pharmaceutically important fluorazones from easily available N-aryl pyrroles and CO. A wide range of functional groups were well tolerated in this transformation, and O2 could be utilized as the only terminal oxidant to promote the oxidative carbonylation process.

Novel antagonists of serotonin-4 receptors: Synthesis and biological evaluation of pyrrolothienopyrazines

Based on the definition of a 5-HT4 receptor antagonist pharmacophore, a series of pyrrolo[1,2-a]thieno[3,2-e] and pyrrolo[1,2-a]thieno[2,3-e] pyrazine derivatives were designed, prepared, and evaluated to determine the properties necessary for high-affinity binding to 5-HT4 receptors. The compounds were synthesized by substituting the chlorine atom of the pyrazine ring with various N-alkyl-4-piperidinylmethanolates. They were evaluated in binding assays with [3H]GR113808 (1) as the 5-HT4 receptor radioligand. The affinity values (Ki or inhibition percentages) were affected by both the substituent on the aromatic ring and the substituent on the lateral piperidine chain. A methyl group on the tricyclic ring produced a marked increase in affinity while an N-propyl or N-butyl group gave compounds with nanomolar affinities. Among the most potent ligands, 34d was selected for further pharmacological studies and evaluated in vivo. This compound acts as an antagonist/weak partial agonist in COS-7 cells stably expressing the 5-HT4(a) receptor and is of great interest as a peripheral antinociceptive agent.

Tricyclic oxime ethers

The present invention relates to compounds of formula (I): STR1 wherein A, x, y, R1, R2 and R3 are as defined in the description. The compounds are useful for treating diseases requiring a selective serotonin reuptake site

Novel selective and partial agonists of 5-HT3 receptors. Part 1. Synthesis and biological evaluation of piperazinopyrrolothienopyrazines

A series of piperazinopyrrolo[1,2-a]thieno[3,2-e]- and -[2,3-e]pyrazine derivatives were prepared and evaluated in order to determine the necessary requirements for high affinity on the 5-HT3 receptors and high selectivity versus other 5-HT receptor subtypes. Various substitutions on the piperazine and the thiophene ring of the pyrrolothienopyrazine moieties were systematically explored as well as replacement of the piperazine by other cyclic amines. The best compounds are in the nanomolar range of affinity for 5-HT3 receptors with high to very high selectivity (up to 10 000 for 14b). These high-affinity compounds have in common a benzyl- or allylpiperazine substituent with no substitutions on the thiophene ring. Five of these compounds (1a, 4b, 13a,b, and 14b) have been evaluated on the Von Bezold- Jarisch reflex and were characterized as partial agonists. One of them, 13a, has shown in vivo at very low dose a potent anxiolytic-like activity in the light/dark test.

Pyrrolothienopyrazines: Synthese de la pyrrolothienopyrazine et de la pyrrolothienopyrazine

The synthesis of pyrrolothienopyrazine and pyrrolothienopyrazine is described.These syntheses could be achieved by intramolecular cyclization of 2- (and 3-) (1-pyrrolyl)-3- (and -2)-thienylamines obtained by hydrolysis of carbamates or by cleavage of the corresponding ureas.An original way giving better results was also studied via a Curtius rearrangement by reaction between the azide and aldehyde groupings.The synthesis of 2- (and -3)-(-2-formyl-1-pyrrolyl)-2- (and -3)-thenoylazide is described.