5732-87-6

Usage

Uses

Used in Pharmaceutical Industry:
Cyclopentaneacetonitrile is used as a key intermediate in the synthesis of drugs such as gabapentin and pregabalin, which are utilized for the treatment of neurological disorders including epilepsy and neuropathic pain. Its role in the production of these medications is crucial due to its reactivity and stability in organic synthesis processes.
Used in Agrochemical Industry:
In the agrochemical sector, Cyclopentaneacetonitrile serves as a precursor in the manufacturing of insecticides and fungicides. Its application in this industry is driven by its ability to be transformed into compounds that effectively control and prevent infestations and infections in crops.
Used in Fragrance and Flavoring Industry:
Cyclopentaneacetonitrile is also utilized in the creation of fragrances and flavorings, where its unique chemical properties contribute to the development of novel scents and tastes for various consumer products.
Used as a Reagent in Organic Chemistry:
Due to its stability and reactivity, Cyclopentaneacetonitrile is employed as a reagent in a variety of organic chemistry reactions. Its use in this capacity facilitates the advancement of research and development in organic chemistry by enabling the synthesis of new compounds and the exploration of innovative reaction pathways.

InChI:InChI=1/C7H11N/c8-6-5-7-3-1-2-4-7/h7H,1-5H2

Upstream product

• 13988-39-1 chloromethylcyclopentane 
• 22734-04-9 cyclopent-1-enyl-acetonitrile 
• 1528-30-9 methylenecyclopentane 
• 150464-47-4 copper(I) cyanide 
• 5732-88-7 cyclopentylideneacetonitrile 
• 3814-30-0 cyclopentylmethyl bromide 
• 143-33-9 sodium cyanide 
• 120-92-3 cyclopentanone 
• 105-34-0 methyl 2-cyanoacetate 
• 933-04-0 2-cyclopentylacetamide 
• 1123-00-8 2-cyclopentylacetic acid 
• 183657-62-7 2-Cyclopentyl-1-nitro-ethanone oxime 
• 142-29-0 cyclopentene 
• 75-05-8 acetonitrile 

Downstream Products

• 933-04-0 2-cyclopentylacetamide 
• 1202379-57-4 α-cyclopentyl-3,5-dimethoxy-β-oxobenzenepropanenitrile 
• 861081-64-3 N-(2-cyclopentyl-ethyl)-benzamide 
• 102-45-4 cyclopentamine 
• 61788-30-5 ethyl α-cyanocyclopentaneacetate 
• 5763-55-3 2-cyclopentylethan-1-amine 
• 1122-98-1 1-cyclopentyl-propan-2-one 

Relevant academic research and scientific papers

Formal reductive addition of acetonitrile to aldehydes and ketones

An efficient and highly productive rhodium-catalyzed method for the synthesis of nitriles employing aldehydes or ketones, methyl cyanoacetate, water and carbon monoxide as starting materials has been developed. Simple rhodium chloride without any ligands can be used. The fine tuning of the substrate can lead to the activity higher than 5000 TON.

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

PROTEIN KINASE INHIBITORS

The present invention relates to a novel family of protein kinase inhibitors, more specifically the present invention is directed to inhibitors of the members of the Tec or Src protein kinase families. The present invention also relates to the processes of preparation of these compounds, their intermediates, to the pharmaceutical compositions comprising them, and to their use in the treatment of proliferative, inflammatory, autoimmune, or infectious disease, disorders, or conditions in which protein kinase activity is implicated. More particularly, the present invention relates to a compound of Formula I.

Iron-catalysed reduction of olefins using a borohydride reagent

The iron-catalysed reduction of olefins has been achieved using a simple iron salt and sodium triethylborohydride. A wide range of mono- and trans-1,2-disubstituted alkenes have been reduced (91-100%) using 25 mol% iron(II) triflate, 1 mol% N-methyl-2-pyrrolidinone and 4 equivalents of sodium triethylborohydride. The reduction of alkynes to alkanes is also reported (up to 84%). Significantly, the reduction of trisubstituted alkenes has also been achieved (60-86%). Copyright

Kinase inhibitors as therapeutic agents

The present application is directed to a compound of Formula (I) as defined herein which are useful as kinase inhibitors.

Conjugate Addition Reactions Mediated by Samarium(II) Iodide

Samarium(II) iodide in conjunction with a catalytic low-valent transition metal species has been employed to promote the conjugate addition reaction of primary and secondary alkyl halides onto α,β-unsaturated esters and amides. The method has been determined to be quite general and hence has been extended to the cyclization reactions of alkyl halides onto α,β-unsaturated lactones, lactams, and nitriles. The cyclization reactions described herein provide a very general approach to the synthesis of functionalized carbocycles from simple acyclic precursors with excellent diastereoselectivity and under very mild reaction conditions.

Facile synthesis of nitriles from primary nitro compounds via nitrolic acids and their esters

The reactions of alkane- and arylalkanenitrolic acids esters Bu3SnH in the presence of a catalytic amount of AIBN in refluxing benzene afforded the corresponding nitriles in excellent yields.

2-Substituted histamines with G-protein-stimulatory activity

The cationic-amphiphilic 2-substituted histamines, 2-(2-chlorophenyl)histamine (2-ethanamine) and 2-(2-cyclohexylethyl)histamine, activate pertussis toxin-sensitive guanine nucleotide-binding proteins (G-proteins) of the Gi-subfamily by a receptor-independent mechanism.We studied structure-activity relationships of 2-substituted histamine derivatives for this G-protein activation using six known and 12 newly synthesized compounds.Elongation of the alkyl chain between imidazole and the ring system enhanced the potency and efficiency of substances in activating high-affinity GTP hydrolysis, ie the enzymatic activity of G-protein α subunits, in membranes of HL-60 leukemic cells.Cyclopentyl-, cyclohexyl- and norbornyl-substituted histamines were more effective and potent than phenyl-substituted histamines in mediating G-protein activation in HL-60 membranes and in activating reconstituted bovine brain Gi/Go-proteins.Our data show that the chain length and the type of ring system are important determinants for receptor-independent G-protein activation by 2-substituted histamines.With respect to histamine H1-receptors, most of the substances studied displayed weak antagonistic activity.

Picosecond radical kinetics. Rate constants for reaction of benzeneselenol with primary alkyl radicals and calibration of the 6-cyano-5-hexenyl radical cyclization

The cyclopropylcarbinyl radical ring opening was used as a radical clock to determine rate constants for benzeneselenol trapping in THF and in toluene. Hydrogen atom transfer trapping from PhSeH appeared to be partially diffusion controlled. An operational Arrhenius function for trapping in THF is log (kT·M s) = 11.03 - 2.21/2.3RT. The recommended function for PhSeH trapping in other low-viscosity organic solvents is log (kT·M s) = 10.87 - 2.10/2.3RT. The rate constant for trapping at 25°C is 2.1 × 109 M-1 s-1. The kinetic values are expected to apply for PhSeH trapping of simple primary alkyl radicals. As a check on this assumption, cyclization of the 6-cyano-5-hexenyl radical (9), produced from the corresponding PTOC ester radical precursor, was calibrated with PhSH and PhSeH trapping. The two trapping agents gave essentially equivalent results. The cyclizations of both (E)- and (Z)-9 are described by log (kr·s) = 11.0 - 3.8/2.3RT. This fast rearrangement (kr = 1.6 × 108 s-1 at 25°C) could prove to be useful as a radical clock for timing fast second-order processes.

Light-mediated Cyanomethylation of Cycloalkenes with Acetonitrile

Addition of cyanomethyl radicals generated from acetonitrile involving initiation by photoinduced decomposition of hydrogen peroxide, to cycloalkenes has been achieved; a method for the synthesis of two homologous nitriles is first reported.