57495-14-4

Usage

Uses

Used in Pharmaceutical Industry:
Sodium 2-(3-benzoylphenyl)propionate is used as a pharmaceutical intermediate for the production of various drugs, particularly non-steroidal anti-inflammatory drugs (NSAIDs) such as ibuprofen and naproxen. Its chemical structure allows for versatile synthetic reactions in drug development.
Used in Anti-inflammatory Applications:
Sodium 2-(3-benzoylphenyl)propionate is used as an anti-inflammatory agent, leveraging its capacity to reduce inflammation and alleviate pain, which is beneficial in the treatment of conditions like arthritis and other inflammatory disorders.
Used in Organic Chemistry:
In the field of organic chemistry, sodium 2-(3-benzoylphenyl)propionate is utilized for various synthetic reactions and processes, contributing to the development of new chemical compounds and materials.
Used in Antitumor Research:
Sodium 2-(3-benzoylphenyl)propionate has been studied for its potential antitumor activity, indicating its possible use as a therapeutic agent in oncology for the treatment of cancer.
Overall, sodium 2-(3-benzoylphenyl)propionate plays a multifaceted role in the pharmaceutical industry, with applications ranging from drug synthesis to direct medical uses in inflammation and cancer treatment, as well as in chemical research and development.

InChI:InChI=1/C16H14O3.Na/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12;/h2-11H,1H3,(H,18,19);/q;+1/p-1

Synthetic route

ketoprofen (22071-15-4) → m-benzoylhydratropic acid sodium salt (57495-14-4)

Conditions	Yield
With sodium hydroxide In water; acetonitrile pH=7 - 8;

N,N-dimethyl-N-benzyl-N-(2-methacryloyloxyethyl)ammonium bromide (157617-92-0) + m-benzoylhydratropic acid sodium salt (57495-14-4) → N,N-dimethyl-N-benzyl-N-(2-methacryloyloxyethyl)ammonium ketoprofenate (1345856-44-1)

Conditions	Yield
In chloroform at 20℃; for 2h;	100%

Br(1-)*C19H24NO2(1+) (1192205-90-5) + m-benzoylhydratropic acid sodium salt (57495-14-4) → C16H13O3(1-)*C19H24NO2(1+) (1345856-50-9)

Conditions	Yield
In chloroform at 20℃; for 2h;	99%

N,N-dimethyl-N-(hexadecyl)-N-(2-methacryloyloxyethyl)ammonium iodide (63148-26-5) + m-benzoylhydratropic acid sodium salt (57495-14-4) → N,N-dimethyl-N-(hexadecyl)-N-(2-methacryloyloxyethyl)ammonium ketoprofenate

Conditions	Yield
In chloroform at 20℃; for 2h;	99%

m-benzoylhydratropic acid sodium salt (57495-14-4) + pivaloyloxymethyl reagent → ketoprofen pivaloyloxymethyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	96%

m-benzoylhydratropic acid sodium salt (57495-14-4) + acetoxypropyl reagent → ketoprofen acetyloxypropyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	90%

tris(2-((4-tert-butylbenzyl)amino)ethyl)amine (1399258-35-5) + copper(II) bis(trifluoromethanesulfonate) (34946-82-2) + m-benzoylhydratropic acid sodium salt (57495-14-4) → Cu(OOCCH(CH3)C6H4COC6H5)(N(CH2CH2NHCH2C6H4C(CH3)3)3)(1+)*OOCCHCH3C6H4COC6H5(1-)=Cu(O2C2CH3C13H10O)2(N(C2H4NHCH2C10H13)3) (1399258-30-0)

Conditions	Yield
elem. anal.;	90%

m-benzoylhydratropic acid sodium salt (57495-14-4) + hydroxyethyl reagent → 2-(3-benzoylphenyl)propionic acid 2-hydroxyethyl ester (70125-82-5)

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	82%

m-benzoylhydratropic acid sodium salt (57495-14-4) + acetoxybutyl reagent → ketoprofen acetyloxybutyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	82%

acetaldehyde (75-07-0) + m-benzoylhydratropic acid sodium salt (57495-14-4) → [3-(2-hydroxy-1-methyl-propyl)-phenyl]-phenyl-methanone

Conditions	Yield
With zeolite NaY In various solvent(s) UV-irradiation;	82%

m-benzoylhydratropic acid sodium salt (57495-14-4) + acetoxymethyl reagent → ketoprofen acetyloxymethyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	64%

m-benzoylhydratropic acid sodium salt (57495-14-4) + acetoxyethyl reagent → ketoprofen acetyloxyethyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	49%

m-benzoylhydratropic acid sodium salt (57495-14-4) + hydroxypropyl reagent → ketoprofen hydroxypropyl ester (214708-31-3)

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	48%

m-benzoylhydratropic acid sodium salt (57495-14-4) + hydroxybutyl reagent → ketoprofen hydroxybutyl ester

Conditions	Yield
In N,N-dimethyl-formamide at 60℃; for 24h; Esterification;	22%

m-benzoylhydratropic acid sodium salt (57495-14-4) → 3-ethylbenzophenone (66067-43-4)

Conditions	Yield
With zeolite NaY In various solvent(s) UV-irradiation;

m-benzoylhydratropic acid sodium salt (57495-14-4) + 4-morpholinecarboxylic acid 2-bromoethyl ester (446311-24-6) → m-benzoylhydratropic acid morpholinocarbonyloxyethyl ester

Conditions	Yield
In DMF (N,N-dimethyl-formamide) at 60℃; for 20h;

1-(4-Amino-3-bromo-5-diethylaminomethyl-benzoyloxy)-3-chloro-n-propane + m-benzoylhydratropic acid sodium salt (57495-14-4) → 1-(4-Amino-3-bromo-5-diethylaminomethyl-benzoyloxy)-3-(3-benzoyl-α-methyl-phenylacetoxy)-n-propane

1-(4-Amino-3-bromo-5-diethylaminomethyl-benzoyloxy)-4-chloro-n-butane + m-benzoylhydratropic acid sodium salt (57495-14-4) → 1-(4-Amino-3-bromo-5-diethylaminomethyl-benzoyloxy)-4-(3-benzoyl-α-methyl-phenylacetoxy)-n-butane

water (7732-18-5) + m-benzoylhydratropic acid sodium salt (57495-14-4) + cerous nitrate → Ce(ketoprofen(-1H))3*1.5H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

water (7732-18-5) + samarium(III) chloride (10361-82-7) + m-benzoylhydratropic acid sodium salt (57495-14-4) → Sm(ketoprofen(-1H))3*0.5H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

water (7732-18-5) + europium(III) chloride (10025-76-0) + m-benzoylhydratropic acid sodium salt (57495-14-4) → Eu(ketoprofen(-1H))3*H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

water (7732-18-5) + neodymium trichloride (10024-93-8) + m-benzoylhydratropic acid sodium salt (57495-14-4) → Nd(ketoprofen(-1H))3*1.5H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

water (7732-18-5) + lanthanum(III) chloride (10099-58-8) + m-benzoylhydratropic acid sodium salt (57495-14-4) → La(ketoprofen(-1H))3*H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

water (7732-18-5) + praseodymium(III) chloride (10361-79-2) + m-benzoylhydratropic acid sodium salt (57495-14-4) → Pr(ketoprofen(-1H))3*0.5H2O

Conditions	Yield
In water soln. of ketoprofen (Na salt) was added slowly with stirring to soln. ofmetal salt; ppt. washed (H2O); filtered; dried on filter paper; kept in desiccator (anhyd. CaCl2); elem. anal.;

Upstream product

• 22071-15-4 ketoprofen 

Downstream Products

• 70125-82-5 2-(3-benzoylphenyl)propionic acid 2-hydroxyethyl ester 
• 214708-31-3 ketoprofen hydroxypropyl ester 
• 1345856-44-1 N,N-dimethyl-N-benzyl-N-(2-methacryloyloxyethyl)ammonium ketoprofenate 
• 1345856-50-9 C₁₆H₁₃O₃^(1-)*C₁₉H₂₄NO₂⁽¹⁺⁾ 
• 1399258-30-0 Cu(OOCCH(CH₃)C₆H₄COC₆H₅)(N(CH₂CH₂NHCH₂C₆H₄C(CH₃)3)3)⁽¹⁺⁾*OOCCHCH₃C₆H₄COC₆H₅^(1-)=Cu(O₂C₂CH₃C₁₃H₁₀O)2(N(C₂H₄NHCH₂C₁₀H₁₃)3) 
• 66067-43-4 3-ethylbenzophenone 

Relevant academic research and scientific papers

Ketoprofen as a photoinitiator for anionic polymerization

A new photoinitiating system for anionic polymerization of acrylates based on the efficient photodecarboxylation of Ketoprofen (1) and the related derivatives 3 and 4 that generate the corresponding carbanion intermediates is presented. Carbanion intermediates are confirmed by deuterium incorporation in the trapped Michael adducts and by spectroscopic detection using laser flash photolysis (LFP). This novel anionic initiating system features excitation in the near UV and visible regions, potential characteristics of photocontrolled living polymerization, and metal-free photoinitiators generated from photoexcitation, different from typical anionic polymerization where the polymerizations are initiated by heat and strong base containing alkali metals.