25115-74-6

Usage

Chemical Properties

WHITE TO BEIGE CRYSTALLINE SOLID

InChI:InChI=1/C13H13NO/c14-10-13(8-6-12(15)7-9-13)11-4-2-1-3-5-11/h1-5H,6-9H2

Upstream product

• 51509-98-9 8-Phenyl-1,4-dioxaspiro<4.5>decan-8-carbonitril 
• 3592-25-4 1,5-dichloropentan-3-one 
• 56326-94-4 methyl 5-cyano-5-(4-chlorophenyl)-2-oxocyclohexanecarboxylate 
• 38289-18-8 dimethyl 4-cyano-4-phenylheptanedioate 
• 140-29-4 phenylacetonitrile 
• 1189795-95-6 5-cyano-2-oxo-5-phenyl-cyclohexane carboxylic acid ethyl ester 
• 58199-02-3 sodium 4-cyano 4-phenyl 2-methoxy carbonyl cyclohex-1-enolate 
• 75945-89-0 2.2-Bis-β-chlorethyl-1.3-dioxolan 
• 303728-44-1 4-Cyano-4-phenylcyclohex-1-enyl acetate 
• 38289-20-2 methyl 5-cyano-5-phenyl-2-oxocyclohexanecarboxylate 

Downstream Products

• 51509-98-9 8-Phenyl-1,4-dioxaspiro<4.5>decan-8-carbonitril 
• 37408-67-6 2-(4-Cyano-4-phenyl-cyclohex-1-enyl)-propionic acid ethyl ester 
• 75945-90-3 4-Oxo-1-phenyl-cyclohexancarbonsaeuremethylester 
• 73735-97-4 1-phenyl-4-{4-[1-(phenylmethyl)-1H-benzimidazol-2-ylamino]-1-piperidinyl}cyclohexanecarbonitrile 
• 98088-81-4 4-{4-[1-(4-Fluoro-benzyl)-1H-benzoimidazol-2-ylamino]-piperidin-1-yl}-1-phenyl-cyclohexanecarbonitrile 
• 25115-76-8 3-Brom-4-oxo-1-phenylcyclohexan-1-carbonitril 
• 303728-44-1 4-Cyano-4-phenylcyclohex-1-enyl acetate 
• 199383-77-2 (S)-4-Cyano-4-phenylcyclohex-1-enyl acetate 
• 38289-22-4 cis-4-hydroxy-1-phenylcyclohexanecarbonitrile 
• 25163-93-3 8-phenyl-1,4-dioxaspiro[4,5]decane 
• 4894-75-1 1-phenyl-4-cyclohexanone 
• 37428-19-6 2-(4-Cyano-4-phenyl-cyclohex-1-enyl)-propionic acid 
• 16541-74-5 4-hydroxy-1-phenylcyclohexanecarbonitrile 

Relevant academic research and scientific papers

Antimalarial activity of 2,6-dibenzylidenecyclohexanone derivatives

Malaria remains one of the deadliest infectious diseases worldwide and continues to infect hundreds of millions of individuals each year. Here we report the discovery and derivatization of a series of 2,6-dibenzylidenecyclohexanones targeting the chloroquine-sensitive 3D7 strain of Plasmodium falciparum. While the initial lead compound displayed significant toxicity in a human cell proliferation assay, we were able to identify a derivative with no detectable toxicity and sub-micromolar potency.

Conversion of Simple Cyclohexanones into Catechols

A novel I2-catalyzed direct conversion of cyclohexanones to substituted catechols under mild and simple conditions has been described. This novel transformation is remarkable with the multiple oxygenation and dehydrogenative aromatization processes enabled just by using DMSO as the solvent, oxidant, and oxygen source. This metal-free and simple system demonstrates a versatile protocol for the synthesis of highly valuable substituted catechols and therefore streamlines the synthesis and modification of biologically important molecules for drug discovery.

Discovery of C-(1-aryl-cyclohexyl)-methylamines as selective, orally available inhibitors of dipeptidyl peptidase IV

The successful launches of dipeptidyl peptidase IV (DPP IV) inhibitors as oral anti-diabetics warrant and spur the further quest for additional chemical entities in this promising class of therapeutics. Numerous pharmaceutical companies have pursued their proprietary candidates towards the clinic, resulting in a large body of published chemical structures associated with DPP IV. Herein, we report the discovery of a novel chemotype for DPP IV inhibition based on the C-(1-aryl-cyclohexyl)-methylamine scaffold and its optimization to compounds which selectively inhibit DPP IV at low-nM potency and exhibit an excellent oral pharmacokinetic profile in the rat. 2014 Elsevier Ltd. All rights reserved.

Synthesis and optimization of novel 4,4-disubstituted cyclohexylbenzamide derivatives as potent 11β-HSD1 inhibitors

The synthesis and SAR of a series of 4,4-disubstituted cyclohexylbenzamide inhibitors of 11β-HSD1 are described. Optimization rapidly led to potent, highly selective, and orally bioavailable inhibitors demonstrating efficacy in both rat and non-human primate ex vivo pharmacodynamic models.

Optimization of novel di-substituted cyclohexylbenzamide derivatives as potent 11β-HSD1 inhibitors

Novel 4,4-disubstituted cyclohexylbenzamide inhibitors of 11β-HSD1 were optimized to account for liabilities relating to in vitro pharmacokinetics, cytotoxicity and protein-related shifts in potency. A representative compound showing favorable in vivo pharmacokinetics was found to be an efficacious inhibitor of 11β-HSD1 in a rat pharmacodynamic model (ED50 = 10 mg/kg).

SUBSTITUTED 4-AMINOCYCLOHEXANE DERIVATIVES

The invention relates to compounds that have an affinity to the μ-opioid receptor and the ORL 1-receptor, methods for their production, medications containing these compounds and the use of these compounds for the treatment of pain and other conditions.

Spirocyclic Azaindole Derivatives

The invention relates to substituted azaindole derivatives, to methods for the production thereof, to medicaments containing said compounds and to the use of substituted azaindole derivatives for producing medicaments.

Potent bradykinin B1 receptor antagonists: 4-Substituted phenyl cyclohexanes

Selective bradykinin (BK) B1 receptor antagonists have been shown to be antinociceptive in animal models and could be novel therapeutic agents for the treatment of pain and inflammation. Elucidation of the structure-activity relationships of the biphenyl moiety of the lead compound 1 provided a potent new structural class of BK B1 receptor antagonists.

Chemoenzymatic synthesis of a non-peptide tachykinin NK-2 antagonist

The synthesis of a tachykinin NK-2 antagonist (S)-11 has been carried out in four steps starting from the the (S)-(+)-enol acetate 3, which was obtained in 100% e.e. by resolution of the racemic ester with Pseudomonas fluorescens lipase. The absolute configuration of the enol acetate (+)-3 was confirmed by X-ray analysis of the camphanyl derivative 13. (C) 2000 Elsevier Science Ltd.

Desymmetrisation of prochiral ketones by catalytic enantioselective hydrolysis of their enol esters using enzymes

Desymmetrisation of 4-cyano-4-phenylcyclohexanone 1 has been achieved by enzyme-catalysed enantioselective alcoholysis with n-butanol of the derived racemic enol acetate 2 in tetrahydrofuran. The absolute configuration of the enol aceate (-)-(S)-2 (100% e.e.) obtained was determined by X-ray analysis of the camphanyl derivative 7.