56326-98-8

Basic information

• Product Name: 4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXANONE
• Synonyms: 4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXANONE;1-(4-FLUOROPHENYL)-4-OXOCYCLOHEXANE-CARBONITRILE;4-Cyano-4-(4-flurophenyl)cyclohexanone;Einecs 260-111-7;4-Cyano-4-(4-fluorophenyl)cyclohexanone ,98%;1-(4-Fluorophenyl)-4-oxocyclohexane-1-carbonitrile
• CAS NO: 56326-98-8
• Molecular Formula: C₁₃H₁₂FNO
• Molecular Weight: 217.24
• EINECS: 260-111-7
• Mol File: 56326-98-8.mol
• Article Data: 14

Chemical Properties

• Melting Point: 91-94°C
• Boiling Point: 373.6 °C at 760 mmHg
• Flash Point: 179.8 °C
• Appearance: /
• Density: 1.19g/cm³
• Vapor Pressure: 8.84E-06mmHg at 25°C
• Refractive Index: 1.541
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXANONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXANONE(56326-98-8)
• EPA Substance Registry System: 4-CYANO-4-(4-FLUOROPHENYL)CYCLOHEXANONE(56326-98-8)

Safety Data

• RIDADR: UN3439
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 56326-98-8(Hazardous Substances Data)

Usage

Uses

4-Cyano-4-(4-fluorophenyl)cyclohexanone is used as a reagent in the synthesis of novel 4,4-disubstituted cyclohexylbenzamide derivatives as potent 11β-HSD1 inhibitors.

InChI:InChI=1/C13H12FNO/c14-11-3-1-10(2-4-11)13(9-15)7-5-12(16)6-8-13/h1-4H,5-8H2

Upstream product

• 95-47-6 o-xylene 
• 459-22-3 4-fluorophenylacetonitrile 
• 292638-85-8 acrylic acid methyl ester 
• 554-12-1 propanoic acid methyl ester 
• 56326-95-5 methyl 5-cyano-5-(4-fluorophenyl)-2-oxocyclohexanecarboxylate 

Downstream Products

• 100240-30-0 1-(4-fluorophenyl)-4-[4-(3-pyridazinyl)-1-piperazinyl]-3-cyclohexenecarbonitrile 
• 56327-00-5 8-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]decane-8-carbonitrile 
• 1202006-99-2 (1s,4s)-1-(4-fluorophenyl)-4-hydroxycyclohexanecarbonitrile 
• 1202176-63-3 cis-2-methyl-propane-2-sulfinic acid {2-benzenesulfonyl-1-[4-(tert-butyl-dimethyl-silanyloxy)-1-(4-fluoro-phenyl)-cyclohexyl]-2-fluoro-ethyl}-amide 
• 1202007-07-5 trans-4-(1-amino-butyl)-4-(4-fluoro-phenyl)-cyclohexanol hydrochloride 
• 1202007-12-2 cis-1-[4-(7-chloro-1-methoxy-isoquinolin-6-yloxy)-1-(4-fluoro-phenyl)-cyclohexyl]-propylamine 
• 1202008-66-9 cis-2-methyl-propane-2-sulfinic acid {1-[4-(tert-butyl-dimethyl-silanyloxy)-1-(4-fluoro-phenyl)-cyclohexyl]-2-fluoro-ethyl}-amide 
• 1202008-72-7 C₂₁H₃₂FNO₄S 
• 1202008-71-6 2-methyl-propane-2-sulfinic acid {1-[8-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-3-methoxy-propyl}-amide 
• 1202007-03-1 {1-[8-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-butyl}-carbamic acid tert-butyl ester 
• 1202008-65-8 cis-2-methyl-propane-2-sulfinic acid 1-[4-(tert-butyl-dimethyl-silanyloxy)-1-(4-fluoro-phenyl)-cyclohexyl]-methylideneamide 
• 1202008-51-2 C₂₀H₃₃FO₄SSi 
• 1202007-05-3 trans-{1-[1-(4-fluoro-phenyl)-4-hydroxy-cyclohexyl]-butyl}-carbamic acid tert-butyl ester 
• 1202008-70-5 2-methyl-propane-2-sulfinic acid {1-[8-(4-fluoro-phenyl)-1,4-dioxa-spiro[4.5]dec-8-yl]-allyl}-amide 

Relevant articles and documents

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.

DI(HETERO)ARYLCYCLOHEXANE DERIVATIVES, THEIR PREPARATION, THEIR USE AND PHARMACEUTICAL COMPOSITIONS COMPRISING THEM

The present invention relates to di(hetero)arylcyclohexane derivatives of the formula (I), in which Ar1, Ar2, R1 and R2 have the meanings indicated in the claims. The compounds of the formula (I) are valuable pharmaceutical active compounds which inhibit ATP-sensitive potassium channels in the heart muscle and are suitable, for example, for the treatment of disorders of the cardiovascular system such as arrhythmias or a decreased contractility of the heart, such as can occur, for example, in coronary heart disease, cardiac insufficiency or cardiomyopathies. In particular, they are suitable for the prevention of sudden cardiac death. The invention furthermore relates to processes and intermediates for the preparation of the compounds of the formula (I), their use and pharmaceutical compositions comprising them.

An efficient and scalable one-pot double Michael addition-Dieckmann condensation for the synthesis of 4,4-disubstituted cyclohexane β-keto esters

(Chemical Equation Presented) A simple, scalable, and efficient one-pot methodology for the synthesis of 4,4-disubstituted cyclohexane β-keto esters from benzylic nitriles or esters and methyl acrylate promoted by potassium tert-butoxide is described. The process relies on a tandem double Michael addition-Dieckmann condensation reaction, which results in the formation of three discrete carbon-carbon bonds in a single pot, including a quaternary center. The method allows for the convenient and rapid synthesis of a variety of 4-aryl-4-cyano-2-carbomethoxycyclohexanone and 4-aryl-2,4- biscarbomethoxycyclohexanone building blocks for use in natural products synthesis and medicinal chemistry.