63647-03-0

Basic information

• Product Name: 2-(1h-pyrrol-1-yl)thiophene-3-carbonitrile
• Synonyms: 2-(1h-pyrrol-1-yl)thiophene-3-carbonitrile
• CAS NO: 63647-03-0
• Molecular Formula: C₉H₆N₂S
• Molecular Weight: 174.23
• Product Categories: Carboxylic Acids;Thiophenes & Benzothiophenes;Carboxylic Acids;Thiophenes & Benzothiophenes
• Mol File: 63647-03-0.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 150 °C(Press: 4 Torr)
• Appearance: /
• Density: 1.22±0.1 g/cm3(Predicted)
• PKA: -5.96±0.70(Predicted)
• CAS DataBase Reference: 2-(1h-pyrrol-1-yl)thiophene-3-carbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(1h-pyrrol-1-yl)thiophene-3-carbonitrile(63647-03-0)
• EPA Substance Registry System: 2-(1h-pyrrol-1-yl)thiophene-3-carbonitrile(63647-03-0)

Safety Data

• Hazardous Substances Data: 63647-03-0(Hazardous Substances Data)

Usage

Molecular Structure

2-(1H-pyrrol-1-yl)thiophene-3-carbonitrile consists of a thiophene ring (a five-membered ring with one sulfur atom) with a pyrrole ring (a five-membered ring with one nitrogen atom) attached to it, and a carbonitrile group (a cyano group, C≡N) attached to the thiophene ring.

Class

Thiophene derivatives

Potential Applications

Organic synthesis, pharmaceutical research, drug development, materials science, and as a precursor for the synthesis of various functionalized molecules.

Properties

Not explicitly mentioned in the material provided, but may include reactivity with other chemicals, stability, and solubility.

Upstream product

• 4651-82-5 2-amino-3-cyanothiophene 
• 696-59-3 cis,trans-2,5-dimethoxytetrahydrofuran 

Downstream Products

• 153898-02-3 phenyl-3-<2-(1-pyrrolyl)thienyl>methylenimine 
• 79242-76-5 2-(1H-pyrrol-1-yl)thiophene-3-carboxylic acid 
• 153898-03-4 C-(4-Fluoro-phenyl)-C-(2-pyrrol-1-yl-thiophen-3-yl)-methyleneamine 
• 68593-68-0 2-(2-formyl-1-pyrrolyl)-3-cyanothiophene 
• 153898-13-6 4-(4-Fluoro-phenyl)-6-hydroxy-6H-1-thia-5,9a-diaza-cyclopenta[e]azulene-6-carboxylic acid ethyl ester 
• 153898-07-8 N-[1-(4-Fluoro-phenyl)-1-(2-pyrrol-1-yl-thiophen-3-yl)-meth-(E)-ylidene]-oxalamic acid ethyl ester 
• 153898-06-7 N-[1-Phenyl-1-(2-pyrrol-1-yl-thiophen-3-yl)-meth-(E)-ylidene]-oxalamic acid ethyl ester 
• 153898-15-8 6-Chloromethyl-4-phenyl-6H-1-thia-5,9a-diaza-cyclopenta[e]azulen-6-ol 
• 153898-05-6 Cyclopropanecarboxylic acid 1-phenyl-1-(2-pyrrol-1-yl-thiophen-3-yl)-meth-(E)-ylideneamide 
• 153898-04-5 N-[1-Phenyl-1-(2-pyrrol-1-yl-thiophen-3-yl)-meth-(E)-ylidene]-propionamide 
• 153898-20-5 (4-Fluoro-phenyl)-(2-pyrrol-1-yl-thiophen-3-yl)-methanone 
• 153898-19-2 Phenyl-(2-pyrrol-1-yl-thiophen-3-yl)-methanone 

Relevant articles and documents

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.

Routes to synthesis of 1H thieno[3,2 f]pyrrolo[1,2 a]diazepine 1.4 derivatives

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