22071-22-3

Basic information

• Product Name: 3-BENZOYLPHENYLACETIC ACID
• Synonyms: (m-benzoylphenyl)-aceticaci;19421r.p.;2-(3-benzoylphenyl)aceticacid;3-benzoyl-benzeneaceticaci;3-benzoylbenzeneaceticacid;m-benzoylphenylaceticacid;3-BENZOYLPHENYLACETIC ACID;Desmethyl Ketoprofen
• CAS NO: 22071-22-3
• Molecular Formula: C₁₅H₁₂O₃
• Molecular Weight: 240.25
• EINECS: 244-760-3
• Product Categories: Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 22071-22-3.mol

Chemical Properties

• Melting Point: 111°C
• Boiling Point: 438.5°Cat760mmHg
• Flash Point: 233.1°C
• Appearance: /
• Density: 1.232g/cm³
• Vapor Pressure: 1.83E-08mmHg at 25°C
• Refractive Index: 1.605
• Storage Temp.: Refrigerator
• Solubility: Chloroform (Slightly), DMSO (Sparingly), Methanol (Slightly)
• PKA: 4.18±0.10(Predicted)
• CAS DataBase Reference: 3-BENZOYLPHENYLACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BENZOYLPHENYLACETIC ACID(22071-22-3)
• EPA Substance Registry System: 3-BENZOYLPHENYLACETIC ACID(22071-22-3)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 22071-22-3(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
3-Benzoylphenylacetic Acid is used as an anti-inflammatory agent for its ability to reduce inflammation and alleviate pain. It is particularly useful in the treatment of various conditions characterized by inflammation and pain.
Used in Oncology:
3-Benzoylphenylacetic Acid is used as a neoplasm inhibitor, which means it can help prevent the growth and spread of tumors. Its application in this field is significant, as it can potentially contribute to the development of new cancer treatments.
Used in Angiogenesis-related Disorders Treatment:
3-Benzoylphenylacetic Acid is used for the treatment of angiogenesis-related disorders, which are conditions that involve the formation of new blood vessels. By inhibiting angiogenesis, this compound can help prevent the growth of tumors and other related disorders that rely on the formation of new blood vessels for their progression.

InChI:InChI=1/C15H12O3/c16-14(17)10-11-5-4-8-13(9-11)15(18)12-6-2-1-3-7-12/h1-9H,10H2,(H,16,17)

Upstream product

• 21288-34-6 2-(3-benzoylphenyl)acetonitrile 
• 74-88-4 methyl iodide 
• 99-04-7 m-Toluic acid 
• 100884-27-3 4,6-dioxo-6-phenyl-hexanoic acid ethyl ester 
• 1711-06-4 3-Methylbenzoyl chloride 
• 7664-93-9 sulfuric acid 
• 7440-44-0 pyrographite 
• 71-43-2 benzene 
• 643-65-2 3-methyl benzophenone 
• 22071-24-5 3-benzoylbenzyl bromide 

Downstream Products

• 486407-26-5 tert-butyl 2-(3-benzoylphenyl)acetate 
• 24021-44-1 methyl (3-benzoylphenyl)acetate 
• 82298-63-3 2-(3-Benzoyl-phenyl)-N-[2-(4-isobutyl-piperidin-1-yl)-propyl]-acetamide 
• 60695-25-2 2,6-Dimethyl-1-{2-[3-(α-hydroxybenzyl)phenyl]ethyl}-piperidine 
• 60695-78-5 {3-[2-(2-Cyclohexylmethyl-piperidin-1-yl)-ethyl]-phenyl}-phenyl-methanone 
• 60695-24-1 2-cyclohexylmethyl-1-{2-[3-(α-hydroxybenzyl)phenyl]ethyl}piperidine 
• 60695-29-6 N-[(3-benzoylphenyl)acetyl]-N-(3-dimethylaminopropyl)amine 
• 81597-82-2 4-<2-(3-benzoylphenyl)-1-oxoethyl>morpholine 
• 60695-26-3 N-<2-(3-benzoylphenyl)acetyl>-2,6-dimethylpiperidine 
• 81597-86-6 N,N-Dimethyl-N'-{2-[3-(2-phenyl-[1,3]dioxolan-2-yl)-phenyl]-ethyl}-propane-1,3-diamine 
• 81597-83-3 3-<2-morpholino-2-oxoethyl>benzophenone cyclic ethylene acetal 
• 81597-85-5 N-(3-Dimethylamino-propyl)-2-[3-(2-phenyl-[1,3]dioxolan-2-yl)-phenyl]-acetamide 
• 60695-23-0 2-cyclohexylmethyl-1-[(3-benzoylphenyl)acetyl]piperidine 
• 60695-27-4 4-[2-(3-benzoylphenyl)ethyl]morpholine hydrochloride 

Relevant articles and documents

Efficient photodecarboxylation of aroyl-substituted phenylacetic acids in aqueous solution: A general photochemical reaction

Photolysis (254-350 nm) of a variety of aroyl-substituted phenylacetic acids and p-acetylphenylacetic acid in aqueous solution at pH > pK(a) resulted in efficient photodecarboxylation (Φ = 0.2-0.7), to give in most cases a single product arising via the corresponding arylmethyl carbanion, indicating that photodecarboxylation is an efficient and general reaction for these types of compounds.

Hydroxyquinolone derivatives compounds which have pharmaceutical utility

This present invention relates to a class of 4-hydroxy-2-(1H)-quinolones which are substituted in the 3-position by an optionally substituted aryl substituent. These compounds are selective non-competitive antagonists of N-methyl-D-aspartate (NMDA) receptors.

Esters and amides of substituted phenyl acetic acids

Esters and amides of substituted phenyl acetic acids having the formula wherein Q is a deprotonated residue of a polymer or macromolecular structure having a molecular weight of at least 1000 containing at least two primary and/or secondary amino groups and/or hydroxy groups;, n is an integer of at least 2;, R1 and R2 are independently selected from, hydrogen, halogen, alkyl, alkenyl, alkinyl or halo alkyl;, R3 is one or more substituents selected from halogen, alkyl, alkenyl or alkinyl, cycloalkyl, oxo-substituted alkylcycloalkyl, haloalkyl, alkoxy, alkenyloxy, alkinyloxy, alkylamino, alkenylamino, alkinylamino, alkysulfonyl, alkenylsulfonyl, alkinylsulfonyl, alkylsulfinyl, alkenylsulfinyl, alkinylsulfinyl, alkylsulfenyl, alkenylsulfenyl, alkinylsulfenyl, pyrrolyl, piperidinyl, benzoyl, imidazolpyridinyl, isoindolyl, oxo-substituted isoindolyl, thionylcarbonyl, phenyl, phenoxy and halo-substituted phenoxy, are useful in the treatment of colonic polyps.

REMOTE FUNCTIONALIZATION ON THE STEROID β-FACE: ATTACK ON CARBON-15

6β-(3'-Benzoylphenyl)acetoxy group is a good template for selective functionalization of carbon-15 of steroids.

ARENES FROM ALKANES OR CYCLOALKANES THROUGH DEHYDRATION OR REARRANGEMENT WITH PYRIDINIUM CHLORIDE

The preparations of various kinds of arylacetic acids both from the precursors and from the synthetic equivalents of (2-oxocyclohexenyl)acetic acids are reviewed.Particular attention is paid to the methods by which these intermediates can be obtained since the usefulness of the reaction is obviously bound to substrate availability.Further developments in the field of aromatic hydrocarbons and heterocyclic compounds are illustrated and a model for the reaction is proposed.In addition to the data already published in scientific journals and in the patent literature, several unpublished data are reported.

Bulky amine analogues of ketoprofen: Potent antiinflammatory agents

Replacement of the carboxyl group of 2-(3-benzoylphenyl)propionic acid (Ketoprofen) with various bulky amines has produced a series of highly active antiinflammatory agents that have reduced intestinal ulcerogenicity and have better therapeutic ratios in the 21-day adjuvant arthritis assay on rats than currently marketed nonsteroidal antiinflammatory drugs. Activity is maintained on reduction of these 2-(3-benzoylphenyl)propyl bulky amines to the corresponding alcohols or methylene analogues, on conversion of the ketone function to a primary amine or oxime, and on introduction of a 4-halo substituent (Cl or F) on the terminal aromatic ring. Removal of the α-CH3 group greatly reduces the antiinflammatory activity of the series. These compounds have been synthesized by the reductive amination of 2-(3-bromophenyl)propionaldehyde with the respective amine followed by lithiation of this product and condensation with the appropriate benzonitrile.

Benzoylphenylacetic acid derivatives with antiinflammatory and analgesic activities

Several derivatives of m benzoylphenylacetic acid showed interesting antiinflammatory and analgesic properties associated with good gastric tolerance.