59512-16-2

Basic information

• Product Name: rac Ketoprofen AMide
• Synonyms: rac Ketoprofen AMide;3-Benzoyl-α-MethylbenzeneacetaMide;3-Benzoyl-alpha-methylbenzeneacetamide;Ketoprofen amide
• CAS NO: 59512-16-2
• Molecular Formula: C₁₆H₁₅NO₂
• Molecular Weight: 253.2958
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 59512-16-2.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 469.3°C at 760 mmHg
• Flash Point: 237.6°C
• Appearance: /
• Density: 1.159g/cm³
• Vapor Pressure: 5.59E-09mmHg at 25°C
• Refractive Index: 1.59
• Storage Temp.: Refrigerator
• Solubility: DMSO (Slightly), Methanol (Slightly)
• PKA: 16.03±0.50(Predicted)
• CAS DataBase Reference: rac Ketoprofen AMide(CAS DataBase Reference)
• NIST Chemistry Reference: rac Ketoprofen AMide(59512-16-2)
• EPA Substance Registry System: rac Ketoprofen AMide(59512-16-2)

Safety Data

• Hazardous Substances Data: 59512-16-2(Hazardous Substances Data)

Usage

Uses

An amide of Ketoprofen (K200800) with anti-inflammatory properties.

InChI:InChI=1/C16H15NO2/c1-11(16(17)19)13-8-5-9-14(10-13)15(18)12-6-3-2-4-7-12/h2-11H,1H3,(H2,17,19)

Upstream product

• 22071-15-4 ketoprofen 
• 42872-30-0 alpha-(m-benzoylphenyl)propionitrile 
• 59512-44-6 ketoprofen chloride 

Relevant articles and documents

Visible light-mediated synthesis of amides from carboxylic acids and amine-boranes

Here, a photocatalytic deoxygenative amidation protocol using readily available amine-boranes and carboxylic acids is described. This approach features mild conditions, moderate-to-good yields, easy scale-up, and up to 62 examples of functionalized amides with diverse substituents. The synthetic robustness of this method was also demonstrated by its application in the late-stage functionalization of several pharmaceutical molecules.

NO-NSAIDs. Part 3: Nitric oxide-releasing prodrugs of non-steroidal anti-inflammatory drugs

In continuation of our efforts to discover novel nitric oxide-releasing non-steroidal anti-inflammatory drugs (NO-NSAIDs) as potentially "Safe NSAIDs," we report herein the design, synthesis and evaluation of 21 new NO-NSAIDs of commonly used NSAIDs such as aspirin, diclofenac, naproxen, flurbiprofen, ketoprofen, sulindac, ibuprofen and indomethacin. These prodrugs have NO-releasing disulfide linker attached to a parent NSAID via linkages such as an ester (compounds 9-16), a double ester (compounds 17-24), an imide (compounds 25-30) or an amide (compounds 31-33). Among these NO-NSAIDs, the ester-containing NO-aspirin (9), NO-diclofenac (10), NO-naproxen (11), and the imide-containing NO-aspirin (25), NO-flurbiprofen (27) and NO-ketoprofen (28) have shown promising oral absorption, anti-inflammatory activity and NO-releasing property, and also protected rats from NSAID-induced gastric damage. NO-aspirin compound 25, on further co-evaluation with aspirin at equimolar doses, exhibited comparable dose-dependent pharmacokinetics, inhibition of gastric mucosal prostaglandin E2 (PGE2) synthesis and analgesic properties to those of aspirin, but retained its gastric-sparing properties even after doubling its oral dose. These promising NO-NSAIDs could therefore represent a new class of potentially "Safe NSAIDs" for the treatment of arthritic pain and inflammation.

HETEROAROMATIC RING COMPOUNDS

Heteroaromatic ring compounds or pharmaceutically acceptable salts thereof, which have excellent characteristics and have strong curative effects to immuno-imbalance and choronic inflammation. Representative is the compound of the formula: