74772-17-1

Basic information

• Product Name: 3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID
• Synonyms: BUTTPARK 98\18-68;3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID;3-(1H-PYRROL-1-YL)-2-THIOPHENECARBOXYLIC ACID;RARECHEM AL BE 1295;3-pyrrol-1-ylthiophene-2-carboxylic acid
• CAS NO: 74772-17-1
• Molecular Formula: C9H7NO2S
• Molecular Weight: 193.22
• Mol File: 74772-17-1.mol

Chemical Properties

• Melting Point: 166 °C
• Boiling Point: 377.3°C at 760 mmHg
• Flash Point: 182°C
• Appearance: /
• Density: 1.37g/cm³
• Vapor Pressure: 2.31E-06mmHg at 25°C
• Refractive Index: 1.669
• CAS DataBase Reference: 3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID(74772-17-1)
• EPA Substance Registry System: 3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID(74772-17-1)

Safety Data

• Hazard Codes: Xi
• Statements: R36/37/38:Irritating to eyes, respiratory system and skin.
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S37/39:Wear suitable g
• HazardClass: IRRITANT
• Hazardous Substances Data: 74772-17-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID is used as a pharmaceutical intermediate for the synthesis of various therapeutic agents. Its heterocyclic nature and functional groups allow for the development of drugs with specific biological activities, targeting a range of medical conditions.
Used in Organic Material Production:
3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID is used as a building block in the synthesis of advanced organic materials. Its ability to form stable conjugated systems makes it suitable for creating materials with unique electronic, optical, and structural properties, which can be utilized in various applications such as sensors, solar cells, and other electronic devices.
Used in Electronics Industry:
3-(1H-PYRROL-1-YL)THIOPHENE-2-CARBOXYLIC ACID is used as a component in the development of electronic materials and devices. Its electronic properties, such as conductivity and stability, make it a promising candidate for applications in organic electronics, including organic light-emitting diodes (OLEDs), organic field-effect transistors (OFETs), and organic photovoltaics (OPVs).

InChI:InChI=1/C9H7NO2S/c11-9(12)8-7(3-6-13-8)10-4-1-2-5-10/h1-6H,(H,11,12)

Upstream product

• 22288-78-4 Methyl 3-aminothiophene-2-carboxylate 
• 74772-16-0 methyl 3-(1H-pyrrol-1-yl)thiophene-2-carboxylate 

Downstream Products

• 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 

Relevant articles and documents

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.