162959-93-5

Basic information

• Product Name: 1-(thiophen-2-yl)cyclopropanecarbonitrile
• Synonyms: 1-(thiophen-2-yl)cyclopropanecarbonitrile;Cyclopropanecarbonitrile, 1-(2-thienyl)-;1-Thien-2-ylcyclopropanecarbonitrile;1-(thiophen-2-yl)cyclopropane-1-carbonitrile
• CAS NO: 162959-93-5
• Molecular Formula: C8H7NS
• Molecular Weight: 149.21288
• Mol File: 162959-93-5.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 1-(thiophen-2-yl)cyclopropanecarbonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(thiophen-2-yl)cyclopropanecarbonitrile(162959-93-5)
• EPA Substance Registry System: 1-(thiophen-2-yl)cyclopropanecarbonitrile(162959-93-5)

Safety Data

• Hazardous Substances Data: 162959-93-5(Hazardous Substances Data)

Usage

Description

1-(thiophen-2-yl)cyclopropanecarbonitrile is an organic compound characterized by the presence of a cyclopropane ring fused with a thiophen-2-yl group and a carbonitrile functional group. This unique molecular structure endows it with specific chemical properties that make it a versatile building block in organic synthesis and medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
1-(thiophen-2-yl)cyclopropanecarbonitrile is used as a reactant for the synthesis of quinolines, which are a class of nitrogen-containing heterocyclic compounds with diverse biological activities. In particular, these quinolines serve as P-selectin inhibitors, playing a crucial role in the potential treatment of vascular diseases by modulating the inflammatory response and preventing the adhesion of leukocytes to the endothelium.

Upstream product

• 20893-30-5 2-cyanomethylthiophene 
• 5197-95-5 benzyltriethylammonium bromide 
• 106-93-4 ethylene dibromide 
• 107-04-0 1-Bromo-2-chloroethane 

Downstream Products

• 1429308-66-6 9a'-phenyl-7',8',9',9a'-tetrahydro-5'H-spiro[cyclopropane-1,4'-thieno[2,3-g]indolizin]-5'-one 
• 162959-94-6 1-(thien-2-yl)cyclopropanecarboxylic acid 

Relevant articles and documents

Chiral Bidentate Boryl Ligand Enabled Iridium-Catalyzed Enantioselective C(sp3)-H Borylation of Cyclopropanes

We herein report an Ir-catalyzed enantioselective C(sp3)-H borylation of cyclopropanecarboxamides using a chiral bidentate boryl ligand for the first time. A variety of substrates with α-quaternary carbon centers could be compatible in this reaction to provide β-borylated products with good to excellent enantioselectivities. We have also demonstrated that the borylated products can be used as versatile precursors engaging in stereospecific transformations of C-B bonds, including the synthesis of a bioactive compound Levomilnacipran.

GLP-1 RECEPTOR MODULATORS

Compounds are provided that modulate the glucagon-like peptide 1 (GLP-1) receptor, as well as methods of their synthesis, and methods of their therapeutic and/or prophylactic use. Such compounds can act as modulators or potentiators of GLP-1 receptor on their own, or with incretin peptides such as GLP-1(7-36) and GLP-1(9-36), or with peptide-based therapies, such as exenatide and liraglutide, and have the following general structure (where "^^^^" represents either or both the R and S form of the compound) (I) where A, B, C, Y1, Y2, Z, R1, R2, R3, R4, R5, W1, n, p and q are as defined herein.

A cascade approach to fused indolizinones through Lewis acid-copper(i) relay catalysis

A relay catalytic cascade process involving Lewis acid triggered ring-opening of cyclopropyl ketones with nitriles, the copper(i)-catalyzed Ritter process, and acid-promoted N-acyliminium ion cyclization is described, which efficiently provides thieno-, furano-, and benzo-indolizinones in moderate to good yields. The Royal Society of Chemistry 2013.