52263-83-9

Basic information

• Product Name: (R)-α-Methyl-6-chloro-9H-carbazole-2-acetic acid
• Synonyms: (R)-6-Chloro-α-methyl-9H-carbazole-2-acetic acid;(R)-Carprofen;(R)-α-Methyl-6-chloro-9H-carbazole-2-acetic acid;C 8011
• CAS NO: 52263-83-9
• Molecular Formula: C15H11ClNO2
• Molecular Weight: 272.70634
• Product Categories: Chiral Reagents;Heterocycles;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 52263-83-9.mol
• Article Data: 27

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R)-α-Methyl-6-chloro-9H-carbazole-2-acetic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-α-Methyl-6-chloro-9H-carbazole-2-acetic acid(52263-83-9)
• EPA Substance Registry System: (R)-α-Methyl-6-chloro-9H-carbazole-2-acetic acid(52263-83-9)

Safety Data

• Hazardous Substances Data: 52263-83-9(Hazardous Substances Data)

Usage

Uses

The R-enantiomer of the antiinflammatory drug Carprofen

Upstream product

• 52263-88-4 methyl (2RS)-2-(6-chloro-9H-carbazol-2-yl)propanoate 
• 99203-00-6 2-(1-cyanoethyl)-6-chlorocarbazole 
• 99203-05-1 2-(6-Chloro-9H-carbazol-2-yl)-2-trimethylsilanyloxy-propionitrile 
• 71208-55-4 (6-chloro-2-carbazolyl)methylmalonic acid diethyl ester 
• 71208-54-3 (6-chloro-1,2,3,4-tetrahydro-2-carbazolyl)methylmalonic acid diethyl ester 
• 23592-74-7 2-acetylcarbazole 
• 23592-73-6 1-(2-acetylcarbazol-9-yl)ethanone 
• 86-74-8 9H-carbazole 
• 92841-22-0 1-(6-chloro-9H-carbazol-2-yl)ethanone 
• 92841-21-9 2-(1-hydroxyethyl)-6-chlorocarbazole 
• 99203-07-3 6-chloro-2,9-diacetylcarbazole 
• 99202-99-0 2-(1-acetoxyethyl)-6-chlorocarbazole 
• 70929-08-7 2-(6-chloro-carbazol-2-yl)-acrylic acid 
• 108-46-3 recorcinol 

Relevant articles and documents

Lipase-Catalyzed Production of (S)-Carprofen Enhanced by Hydroxyethyl-β-cyclodextrins: Experiment and Optimization

Stereoselective resolution of (R,S)-carprofen methyl ester (CPOMe) by lipase-catalyzed hydrolysis to (S)-carprofen (CP) was investigated in an aqueous medium. With the highest catalytic activity, Candida antarctica Lipase A (CALA) was selected as catalyst compared with eight other lipases. Hydroxyethyl-β-cyclodextrin (HE-β-CD) was added to enhance the solubility of (R,S)-CPOMe, which significantly raised the conversion of substrate from 11.12% to 30.84%. Response surface methodology (RSM) was adopted to evaluate the influence of factors on the substrate conversion (c) and enantiomeric excess of product (eep), such as pH, concentrations of enzyme and HE-β-CD, temperature, substrate loading, and reaction time. The optimal conditions were obtained, including pH 6.0, 40 mg/mL CALA, 0.05 mmol substrate, 35 mmol/L HE-β-CD, agitation speed of 600 rpm, temperature of 76 °C, and reaction time of 30 h. Under the above conditions, (S)-CP as the desired product was obtained with an enantiomeric excess of 96.24% and overall conversion of 46.07%.

Electrochemical Synthesis of Carbazoles by Dehydrogenative Coupling Reaction

A constant current protocol, employing undivided cells, a remarkably low supporting electrolyte concentration, inexpensive electrode materials, and a straightforward precursor synthesis enabling a novel access to N-protected carbazoles by anodic N,C bond formation using directly generated amidyl radicals is reported. Scalability of the reaction is demonstrated and an easy deblocking of the benzoyl protecting group is presented.

Carprofen and its intermediate synthesis method

A synthesis of carprofen, (1) 2 - (3 - bromo - 4 - chlorophenyl) propionic acid and P-nitro aniline reaction, formula C - 1 as shown in the; (2) Type C - 1 as shown in the compound is subjected to reduction reaction, formula C - 2 as shown in the; (3) Type C - 2 shown compound is subjected to diazotization reaction, preparation formula B - 3 as shown in the and by-product B - 31 shown compound mixture; (4) Type B - 3 and the product of a compound represented by B - 31 shown compound mixture through processing formula B - 3 illustrated compound; (5) Type B - 3 as shown in the reaction shown in formula A carprofen;