10444-38-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Cyanobutyric acid ethyl ester is used as a chemical intermediate for the synthesis of various pharmaceuticals. It plays a crucial role in the production of drugs, contributing to the development of new medications and improving the efficacy of existing ones.
Used in Agrochemical Industry:
In the agrochemical sector, 4-Cyanobutyric acid ethyl ester serves as an intermediate in the synthesis of various agrochemicals. It aids in the development of pesticides, herbicides, and other agricultural chemicals, enhancing crop protection and yield.
Used in Chemical Research:
4-Cyanobutyric acid ethyl ester is utilized in chemical research for the exploration of new chemical reactions and the synthesis of novel compounds. Its unique properties make it a valuable tool for scientists in understanding and advancing the field of organic chemistry.

Upstream product

• 7251-97-0 diethyl 2-cyanoglutarate 
• 623-72-3 ethyl 3-hydroxypropanoate 
• 18852-51-2 sodium cyanoacetic acid ethyl ester 
• 17216-62-5 diethyl 2-(2-cyanoethyl)malonate 
• 42586-31-2 ω-Oximino-valeriansaeure-aethylester 
• 34405-09-9 ethyl 2,2,4-trichloro-4-cyanobutanoate 
• 10444-33-4 ethyl 2-(2-cyanoethyl)-3-oxobutanoate 
• 151-50-8 potassium cyanide 
• 7425-53-8 ethyl 4-iodobutyrate 
• 19158-51-1 P-toluenesulfonyl cyanide 
• 365413-54-3 ethyl 4-phenyltellurenylbutyrate 
• 950609-79-7 5-acetyl-3-(3-ethoxycarbonylpropyl)-2-isoxazoline 
• 2969-81-5 Ethyl 4-bromobutyrate 
• 773837-37-9 sodium cyanide 

Downstream Products

• 675-20-7 piperidin-2-one 
• 75866-46-5 ethyl 5-(2-oxopiperidin-1-yl)pentanoate 
• 546114-04-9 4-azaspiro[2.5]octan-5-one 
• 70432-50-7 ethyl 5-oxoheptanoate 
• 41126-15-2 methyl 4-cyanobutanoate 
• 1427203-27-7 N-(benzyloxy)-4-cyano-N-methylbutanamide 
• 1427203-30-2 N-(benzyloxy)-N-methyl-4-(1H-tetrazol-5-yl)butanamide 
• 1427203-24-4 N-(benzyloxy)-4-cyanobutanamide 
• 22668-36-6 ethyl 5-oxopentanoate 
• 7056-90-8 (Z)-Hexadec-5-enoic Acid 

Relevant academic research and scientific papers

Tin-free radical cyanation of alkyl iodides and alkyl phenyl tellurides

As a result of much faster phenyl telluride group transfer relative to the corresponding iodine atom transfer, tin-free radical cyanation of alkyl phenyl tellurides has been achieved with p-toluenesufonyl cyanide and methyl allyl sulfone in the presence of V-40 as initiator.

NOVEL GLYCINE TRANSPORT INHIBITORS FOR THE TREATMENT OF PAIN

The present invention relates to novel glycine transport inhibitor compounds and their use for treating pain.

A copper-catalyzed carbonylative four-component reaction of ethene and aliphatic olefins

To have a balance between reactivity and selectivity has been a long-standing challenge in multicomponent reactions. In this communication, a carbonylative four-component reaction has been developed. With copper as the catalyst, using ethene including other aliphatic alkenes, alcohols and acetonitrile as the substrates under CO pressure, various desired products were produced in moderate to good yields. The obtained products can be applied in the synthesis of δ-valerolactams. Good functional group tolerance and reaction efficiency can be observed here.

MANGANESE BASED COMPLEXES AND USES THEREOF FOR HOMOGENEOUS CATALYSIS

The present invention relates to novel manganese complexes and their use, inter alia, for homogeneous catalysis in (1) the preparation of imine by dehydrogenative coupling of an alcohol and amine; (2) C-C coupling in Michael addition reaction using nitriles as Michael donors; (3) dehydrogenative coupling of alcohols to give esters and hydrogen gas (4) hydrogenation of esters to form alcohols (including hydrogenation of cyclic esters (lactones) or cyclic di-esters (di- lactones), or polyesters); (5) hydrogenation of amides (including cyclic dipeptides, lactams, diamide, polypeptides and polyamides) to alcohols and amines (or diamine); (6) hydrogenation of organic carbonates (including polycarbonates) to alcohols or hydrogenation of carbamates (including polycarbamates) or urea derivatives to alcohols and amines; (7) dehydrogenation of secondary alcohols to ketones; (8) amidation of esters (i.e., synthesis of amides from esters and amines); (9) acylation of alcohols using esters; (10) coupling of alcohols with water and a base to form carboxylic acids; and (11) preparation of amino acids or their salts by coupling of amino alcohols with water and a base. (12) preparation of amides (including formamides, cyclic dipeptides, diamide, lactams, polypeptides and polyamides) by dehydrogenative coupling of alcohols and amines; (13) preparation of imides from diols.

Synthesis and Characterization of Novel Acyl-Glycine Inhibitors of GlyT2

It has been demonstrated previously that the endogenous compound N-arachidonyl-glycine inhibits the glycine transporter GlyT2, stimulates glycinergic neurotransmission, and provides analgesia in animal models of neuropathic and inflammatory pain. However, it is a relatively weak inhibitor with an IC50 of 9 μM and is subject to oxidation via cyclooxygenase, limiting its therapeutic value. In this paper we describe the synthesis and testing of a novel series of monounsaturated C18 and C16 acyl-glycine molecules as inhibitors of the glycine transporter GlyT2. We demonstrate that they are up to 28 fold more potent that N-arachidonyl-glycine with no activity at the closely related GlyT1 transporter at concentrations up to 30 μM. This novel class of compounds show considerable promise as a first generation of GlyT2 transport inhibitors.

Template Catalysis by Metal-Ligand Cooperation. C-C Bond Formation via Conjugate Addition of Non-activated Nitriles under Mild, Base-free Conditions Catalyzed by a Manganese Pincer Complex

The first example of a catalytic Michael addition reaction of non-activated aliphatic nitriles to α,β-unsaturated carbonyl compounds under mild, neutral conditions is reported. A new de-aromatized pyridine-based PNP pincer complex of the Earth-abundant, first-row transition metal manganese serves as the catalyst. The reaction tolerates a variety of nitriles and Michael acceptors with different steric features and acceptor strengths. Mechanistic investigations including temperature-dependent NMR spectroscopy and DFT calculations reveal that the cooperative activation of alkyl nitriles, which leads to the generation of metalated nitrile nucleophile species (α-cyano carbanion analogues), is a key step of the mechanism. The metal center is not directly involved in the catalytic bond formation but rather serves, cooperatively with the ligand, as a template for the substrate activation. This approach of "template catalysis" expands the scope of potential donors for conjugate addition reactions.

Tetrazolylhydrazides as selective fragment-like inhibitors of the JumonjiC-domain-containing histone demethylase KDM4A

The JumonjiC-domain-containing histone demethylase 2A (JMJD2A, KDM4A) is a key player in the epigenetic regulation of gene expression. Previous publications have shown that both elevated and lowered enzyme levels are associated with certain types of cancer, and therefore the definite role of KDM4A in oncogenesis remains elusive. To identify a novel molecular starting point with favorable physicochemical properties for the investigation of the physiological role of KDM4A, we screened a number of molecules bearing an iron-chelating moiety by using two independent assays. In this way, we were able to identify 2-(1H-tetrazol-5-yl)acetohydrazide as a novel fragment-like lead structure with low relative molecular mass (Mr=142 Da), low complexity, and an IC50 value of 46.6 μm in a formaldehyde dehydrogenase (FDH)-coupled assay and 2.4 μm in an antibody-based assay. Despite its small size, relative selectivity against two other demethylases could be demonstrated for this compound. This is the first example of a tetrazole group as a warhead in JMJD demethylases. Anchor fragment: To develop non-promiscuous metalloenzyme inhibitors, a metal-complexing acetohydrazide group was integrated in a tetrazolyl fragment, which can be matured into a scaffold to promote further selectivity at the ligand backbone binding site of these emerging drug targets.

An improved solvent-free system for the microwave-assisted decarboxylation of malonate derivatives based on the use of imidazole

A comparative study of the thermal and microwave-assisted decarboxylation of a series of mono- and disubstituted monohydrolyzed malonate derivatives has been carried out. It has been found out that in both circumstances the use of imidazole has a profound effect on the success of the reaction. In general terms the assistance of microwave irradiation accelerates the decarboxylation process significantly and, at the same time, permits the use of minored temperatures with respect to the thermal via. It has been also found that both the thermal and the microwave-assisted transformation can be developed under solvent-free conditions.

Synthesis of tetrazole analogues of phosphonohydroxamic acids: An attempt to improve the inhibitory activity against the DXR

This work is focused on the design of new antimicrobial drugs and on the development of lipophilic inhibitors of the DXR, the second enzyme of the MEP pathway for the biosynthesis of isoprene units in most bacteria, by replacing the phosphonate group of fosmidomycin derivatives by a tetrazoyl moiety capable of multiple hydrogen bonding. The N- and C-substituted tetrazole analogues of phosphonohydroxamate inhibitors were synthesized and tested on the DXR of Escherichia coli. This work points out the hypothesis that the phosphonate/phosphate recognition site might be too rigid to accommodate other functional groups.

Expeditious microwave-assisted synthesis of 5-alkoxyoxazoles from α-triflyloxy esters and nitriles

A rapid and general access to diversely substituted 5-alkoxyoxazoles 2 (i.e., R1, R2 = alkyl, phenyl) from easily accessible α-triflyloxy/hydroxy esters 1 and nitriles with good yields (41-76%) is reported. The versatility of the cyc