Product Name

  • Name

    Ketoprofen

  • EINECS 244-759-8
  • CAS No. 22071-15-4
  • Article Data84
  • CAS DataBase
  • Density 1.198 g/cm3
  • Solubility 209mg/L(room temperature)
  • Melting Point 69-71 °C
  • Formula C16H14O3
  • Boiling Point 431.3 °C at 760 mmHg
  • Molecular Weight 254.285
  • Flash Point 147 °C
  • Transport Information
  • Appearance white crystalline solid
  • Safety 26-45-36/37/39
  • Risk Codes 25-36/37/38-23/24/25
  • Molecular Structure Molecular Structure of 22071-15-4 (Ketoprofen)
  • Hazard Symbols ToxicT
  • Synonyms 3-Benzoyl-alpha-methylbenzeneacetic acid;Epatec;Oruvail;Orudis;Ketoprofen (JP14/USP);2-(3-Benzoylphenyl)propionic acid;3-Benzoylhydratropic acid;Profenid;Benzeneacetic acid,3-benzoyl-R-methyl-;LAcide (benzoyl-3-phenyl)-2-propionique;Alrheumate;m-Benzoylhydratropic acid;ISO-K;Orudis (TN);
  • PSA 54.37000
  • LogP 3.10570

Synthetic route

2-(3-benzoyl-phenyl)-thiopropionic acid S-methyl ester
197314-10-6

2-(3-benzoyl-phenyl)-thiopropionic acid S-methyl ester

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium hydroxide In acetone for 2h; Heating;100%
(S)-2-(3-Benzoyl-phenyl)-propionic acid (S)-1-carbamoylmethyl-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester
362470-63-1

(S)-2-(3-Benzoyl-phenyl)-propionic acid (S)-1-carbamoylmethyl-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium trimethylsilonate In tetrahydrofuran at 20℃; for 12h;99%
carbon monoxide
201230-82-2

carbon monoxide

3-benzoylstyrene
63444-57-5

3-benzoylstyrene

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With palladium diacetate; catacxium A In 1,4-dioxane at 100℃; for 20h;99%
With palladium diacetate; catacxium A In 1,4-dioxane at 100℃; for 20h;99%
With hydrogenchloride; water; palladium diacetate; catacxium A In 1,4-dioxane at 100℃; under 30003 Torr; for 20h; regioselective reaction;99 %Chromat.
3-(3-benzoylphenyl)butan-2-one
79868-87-4

3-(3-benzoylphenyl)butan-2-one

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With sodium hypochlorite at 70℃; for 0.25h;95%
With sodium hypochlorite Yield given;
dimethyl 2-methyl-2-(3'-benzoyl)phenylpropanedioate
80078-36-0

dimethyl 2-methyl-2-(3'-benzoyl)phenylpropanedioate

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium hydroxide In tetrahydrofuran at 25℃; for 24h;95%
alpha-(m-benzoylphenyl)propionitrile
42872-30-0

alpha-(m-benzoylphenyl)propionitrile

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With sulfuric acid for 7h; Reflux;92.8%
With sulfuric acid In water; toluene
With sodium hydroxide; sulfuric acid In water; toluene
With sulfuric acid In water; toluene
With sulfuric acid for 7h; Reflux;
C18H20O3
1235479-25-0

C18H20O3

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
Stage #1: C18H20O3 With sodium hypochlorite; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate; sodium bromide In acetonitrile at 5℃; for 2h; pH=9 - 10;
Stage #2: With hydrogenchloride In ethanol; water at 70℃; for 1h;
91%
2-(3-benzoylphenyl)-propanol

2-(3-benzoylphenyl)-propanol

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With nitric acid In 1,4-dioxane at 20℃; for 10h;90%
With nitric acid In 1,4-dioxane at 20℃; for 10h;65.6%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In water; acetonitrile at 35℃; for 24h; aq. phosphate buffer;40%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water; acetone at 20℃; for 168h; Enzymatic reaction;13%
S-butyl α-(3-benzoylphenyl)thiopropionate
467225-84-9

S-butyl α-(3-benzoylphenyl)thiopropionate

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium hydroxide In acetone for 2h; Heating;89%
neomenthyldiphenylphosphine
216019-59-9

neomenthyldiphenylphosphine

3-benzoylstyrene
63444-57-5

3-benzoylstyrene

sulfuric acid
7664-93-9

sulfuric acid

pentan-3-one
96-22-0

pentan-3-one

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With hydrogenchloride; sodium hydroxide; CO; CuCl2; palladium dichloride In tetrahydrofuran; water; toluene88%
α-(3-benzylphenyl)-propionic acid
22161-82-6, 75116-79-9, 75196-29-1, 73913-48-1

α-(3-benzylphenyl)-propionic acid

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium permanganate; sulfuric acid; triethylamine In water; 1,2-dichloro-ethane at 20℃; for 3.5h; Oxidation;86.5%
With potassium permanganate; sulfuric acid; water for 4h; Reflux;2.5 g
With potassium permanganate; sulfuric acid In water for 6h; Reflux;2.5 g
With potassium permanganate; sulfuric acid In water for 4h; Reflux;2.5 g
With potassium permanganate; sulfuric acid In water for 6h; Reflux;2.5 g
ethyl 2-<3-benzoylphenyl>propionate
60658-04-0

ethyl 2-<3-benzoylphenyl>propionate

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With sodium hydroxide In methanol for 1h; Heating;86%
With potassium hydroxide; water for 2h; Heating;
3-(1-carboxy-ethyl)-phenyl boronic acid
1016644-45-3

3-(1-carboxy-ethyl)-phenyl boronic acid

carbon monoxide
201230-82-2

carbon monoxide

Phenyl triflate
17763-67-6

Phenyl triflate

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium(II) trifluoroacetate In tert-butyl methyl ether at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;86%
3-(1-carboxy-ethyl)-phenyl boronic acid
1016644-45-3

3-(1-carboxy-ethyl)-phenyl boronic acid

carbon monoxide
201230-82-2

carbon monoxide

toluene-4-sulfonic acid phenyl ester
640-60-8

toluene-4-sulfonic acid phenyl ester

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With palladium(II) trifluoroacetate; 1,2-bis-(diphenylphosphino)ethane In N,N-dimethyl acetamide at 80℃; under 760.051 Torr; for 6h; Suzuki-Miyaura Coupling;83%
chloroacetic acid ethyl ester
105-39-5

chloroacetic acid ethyl ester

(3-acetylphenyl)(phenyl)methanone
66067-44-5

(3-acetylphenyl)(phenyl)methanone

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
Stage #1: chloroacetic acid ethyl ester; (3-acetylphenyl)(phenyl)methanone With sodium ethanolate In ethanol Reflux;
Stage #2: With sodium hydroxide In ethanol for 2h; Further stages;
83%
Stage #1: chloroacetic acid ethyl ester; (3-acetylphenyl)(phenyl)methanone With sodium ethanolate In ethanol for 3h; Reflux;
Stage #2: With dihydrogen peroxide; acetic acid at 90℃; for 10h;
60.1%
1,1-bis(trimethylsilyloxy)prop-1-ene
31469-22-4

1,1-bis(trimethylsilyloxy)prop-1-ene

3-bromobenzophenone
1016-77-9

3-bromobenzophenone

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
Stage #1: 3-bromobenzophenone With zinc(II) fluoride; tri-tert-butyl phosphine; bis(dibenzylideneacetone)-palladium(0) In toluene for 0.666667h; Inert atmosphere;
Stage #2: 1,1-bis(trimethylsilyloxy)prop-1-ene In tetrahydrofuran; N,N-dimethyl-formamide; toluene at 80℃; for 12h; Sealed tube; Inert atmosphere;
81%
2-(3-benzoylphenyl)acetonitrile
21288-34-6

2-(3-benzoylphenyl)acetonitrile

potassium carbonate
584-08-7

potassium carbonate

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

ketoprofen
22071-15-4

ketoprofen

B

alpha-(m-benzoylphenyl)propionitrile
42872-30-0

alpha-(m-benzoylphenyl)propionitrile

Conditions
ConditionsYield
A 80%
B n/a
2-(3-benzoylphenyl)acetonitrile
21288-34-6

2-(3-benzoylphenyl)acetonitrile

carbonic acid dimethyl ester
616-38-6

carbonic acid dimethyl ester

A

ketoprofen
22071-15-4

ketoprofen

B

alpha-(m-benzoylphenyl)propionitrile
42872-30-0

alpha-(m-benzoylphenyl)propionitrile

Conditions
ConditionsYield
With potassium carbonateA 80%
B n/a
Conditions
ConditionsYield
Stage #1: ketoprofen methyl ester With sodium hydroxide In methanol; water for 1h; Reflux;
Stage #2: With hydrogenchloride In water pH=2;
73.5%
diphenyl N-<2-(3-benzoylphenyl)-1-pyrrolidinopropylidene>phosphoramidate
71574-82-8

diphenyl N-<2-(3-benzoylphenyl)-1-pyrrolidinopropylidene>phosphoramidate

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With potassium hydroxide In ethylene glycol for 6h; Heating;72%
2-methyl-3-(5-oxo-5-phenylpentyl)maleic anhydride
70006-55-2

2-methyl-3-(5-oxo-5-phenylpentyl)maleic anhydride

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With pyridine hydrochloride at 230℃; for 6h;72%
(2RS,3SR)-3-<3'-(hydroxyphenylmethyl)phenyl>butane-1,2-diol

(2RS,3SR)-3-<3'-(hydroxyphenylmethyl)phenyl>butane-1,2-diol

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile for 1.25h; Ambient temperature;72%
5-benzoylbenzothiophene-3-carboxylic acid
84548-82-3

5-benzoylbenzothiophene-3-carboxylic acid

A

ketoprofen
22071-15-4

ketoprofen

B

α-(3-benzylphenyl)-propionic acid
22161-82-6, 75116-79-9, 75196-29-1, 73913-48-1

α-(3-benzylphenyl)-propionic acid

C

Dihydroketoprofen
59960-32-6

Dihydroketoprofen

Conditions
ConditionsYield
With sodium hydroxide; nickel In ethanol for 1h; Heating;A 29%
B n/a
C 56.9%
carbon monoxide
201230-82-2

carbon monoxide

3-ethynylbenzophenone
69355-34-6

3-ethynylbenzophenone

A

ketoprofen
22071-15-4

ketoprofen

B

3-(m-benzoyl-phenyl)-propionic acid
41652-24-8

3-(m-benzoyl-phenyl)-propionic acid

Conditions
ConditionsYield
With potassium hydroxide; polyethylene glycol (PEG-400); potassium cyanide; nickel cyanide; cobalt(II) chloride In toluene at 90℃; under 760 Torr; for 24h;A 55%
B 2%
3-benzoyl-α-chloro-propiophenone
154320-61-3

3-benzoyl-α-chloro-propiophenone

A

1-(3-benzoylphenyl)propan-1-one
66952-39-4

1-(3-benzoylphenyl)propan-1-one

B

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With methyloxirane In water; acetone Irradiation;A 30%
B 45%
ketoprofendiol

ketoprofendiol

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water; acetone at 20℃; for 168h; Enzymatic reaction;24%
3-Benzoyl-α-methylphenylessigsaeure-2-oxopropylester
137138-24-0

3-Benzoyl-α-methylphenylessigsaeure-2-oxopropylester

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With buffer pH 8.0 In acetonitrile at 37℃; half-life time of hydrolysis at different pH;
2-(3-benzoylphenyl)acetonitrile
21288-34-6

2-(3-benzoylphenyl)acetonitrile

methyl iodide
74-88-4

methyl iodide

A

ketoprofen
22071-15-4

ketoprofen

B

2-(3-benzoylphenyl)acetic acid
22071-22-3

2-(3-benzoylphenyl)acetic acid

C

2-(3-Benzoyl-phenyl)-isobutyramide

2-(3-Benzoyl-phenyl)-isobutyramide

Conditions
ConditionsYield
With sodium hydroxide; hydroalcoholic 2N NaOH; tetra(n-butyl)ammonium hydrogensulfate 1.) water-methylene chloride, 10 min, 2.) reflux, 6 h; Yield given. Multistep reaction. Yields of byproduct given;
2-(3-benzoylphenyl)acetonitrile
21288-34-6

2-(3-benzoylphenyl)acetonitrile

methyl iodide
74-88-4

methyl iodide

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
(i) nBuLi, Et2NH, HMPT, THF, (ii) (acid hydrolysis); Multistep reaction;
methanol
67-56-1

methanol

ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With sulfuric acid at 50℃; for 8h; Reflux;100%
With sulfuric acid at 50℃; for 8h;100%
With sulfuric acid In acetonitrile at 80 - 85℃;99%
ketoprofen
22071-15-4

ketoprofen

α-(3-benzylphenyl)-propionic acid
22161-82-6, 75116-79-9, 75196-29-1, 73913-48-1

α-(3-benzylphenyl)-propionic acid

Conditions
ConditionsYield
With potassium hydroxide; hydrazine hydrate; diethylene glycol 1.) reflux, 1.5 h, 2.) 195 deg C, 4 h;100%
With 10% palladium on activated charcoal; hydrogen In methanol
ketoprofen
22071-15-4

ketoprofen

1,2-diisopropyl-1,4,4,5,5-pentamethylbiguanide

1,2-diisopropyl-1,4,4,5,5-pentamethylbiguanide

1,2-diisopropyl-1-methyl-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

1,2-diisopropyl-1-methyl-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In acetone at 20℃; for 0.166667h;100%
In acetone at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1,2-bis(2,6-di isopropylphenyl)-4,4,5,5-tetramethylbiguanide

1,2-bis(2,6-di isopropylphenyl)-4,4,5,5-tetramethylbiguanide

1,2-bis(2,6-di isopropylphenyl)-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

1,2-bis(2,6-di isopropylphenyl)-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;100%
In methanol at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanide

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanide

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In acetone at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1-(2-ethyl)hexyl-3-phenyl-4,4,5,5-tetramethylbiguanide

1-(2-ethyl)hexyl-3-phenyl-4,4,5,5-tetramethylbiguanide

1-(2-ethyl)hexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

1-(2-ethyl)hexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In acetone at 20℃; for 0.166667h;100%
In acetone at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1,2-diisoprophyl-4,4,5,5-tetramethylbiguanide

1,2-diisoprophyl-4,4,5,5-tetramethylbiguanide

1,2-diisopropyl-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

1,2-diisopropyl-4,4,5,5-tetramethylbiguanidium 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In acetone at 20℃; for 0.166667h;100%
In acetone at 20℃; for 0.166667h;100%
In acetone at 20℃; for 0.166667h;100%
In methanol at 20℃; for 0.5h;
ketoprofen
22071-15-4

ketoprofen

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In methanol at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1,2-dicyclohexyl-4,4,5,5-tetramethylbiguanide carbonate

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

1-cyclohexyl-3-phenyl-4,4,5,5-tetramethylbiguanidine 2-(3-benzoylphenyl)propionate

Conditions
ConditionsYield
In acetone at 20℃; for 0.166667h;100%
ketoprofen
22071-15-4

ketoprofen

N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol
146651-71-0

N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol

Boc-tris(hydroxymethyl)aminomethane-ketoprofen

Boc-tris(hydroxymethyl)aminomethane-ketoprofen

Conditions
ConditionsYield
Stage #1: ketoprofen With triethylamine; dimethylphosphinothioic chloride In dichloromethane for 0.166667h; Cooling with ice;
Stage #2: N-(tert-butyloxycarbonyl)-2-amino-2-(hydroxymethyl)propane-1,3-diol With dmap; ammonia; triethylamine In 1,4-dioxane; dichloromethane; water at 20℃; for 0.666667h;
100%
ketoprofen
22071-15-4

ketoprofen

Conditions
ConditionsYield
With phosphorus pentachloride In tetrachloromethane at 40℃; for 0.5h;99%
With oxalyl dichloride; N,N-dimethyl-formamide In dichloromethane at 0 - 20℃; for 6h; Inert atmosphere;98%
With thionyl chloride In dichloromethane for 3h;95%
ketoprofen
22071-15-4

ketoprofen

tert-butyl (2,2-difluoro-3-hydroxypropyl)carbamate

tert-butyl (2,2-difluoro-3-hydroxypropyl)carbamate

C24H27F2NO5

C24H27F2NO5

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane; N,N-dimethyl-formamide at 0 - 20℃; for 5h;99%
ketoprofen
22071-15-4

ketoprofen

Boc-amino-1,5-pentanediol

Boc-amino-1,5-pentanediol

Boc-amino-1,5-pentanediol-ketoprofen

Boc-amino-1,5-pentanediol-ketoprofen

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 0.75h; Cooling with ice;99%
ketoprofen
22071-15-4

ketoprofen

N-(tert-butyloxycarbonyl)-L-threonine tert-butyl ester
30588-71-7

N-(tert-butyloxycarbonyl)-L-threonine tert-butyl ester

3-[2(R,S)-(3-benzoyl-phenyl)-propionyloxy]-2(S)-tert-butoxycarbonylamino-butyric acid tert-butyl ester
852055-84-6

3-[2(R,S)-(3-benzoyl-phenyl)-propionyloxy]-2(S)-tert-butoxycarbonylamino-butyric acid tert-butyl ester

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 5h;98%
ketoprofen
22071-15-4

ketoprofen

ethyl acrylate
140-88-5

ethyl acrylate

C21H20O5
1251864-86-4

C21H20O5

Conditions
ConditionsYield
With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; oxygen; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 90℃; under 760.051 Torr; for 2h;98%
With oxygen; palladium diacetate; potassium hydrogencarbonate; p-benzoquinone In tert-Amyl alcohol at 85℃; under 760.051 Torr; for 48h; regioselective reaction;
ketoprofen
22071-15-4

ketoprofen

ethyl acrylate
140-88-5

ethyl acrylate

(E)-2-(5-benzoyl-2-(3-ethoxy-3-oxoprop-1-enyl)phenyl)propanoic acid

(E)-2-(5-benzoyl-2-(3-ethoxy-3-oxoprop-1-enyl)phenyl)propanoic acid

Conditions
ConditionsYield
With (2S,3S)-N-acetyl-2-amino-3-methylpentanoic acid; oxygen; palladium diacetate; potassium hydrogencarbonate In tert-Amyl alcohol at 90℃; under 760.051 Torr; for 2h;98%
tert-butyl 2-fluoro-3-hydroxypropylcarbamate
648900-68-9

tert-butyl 2-fluoro-3-hydroxypropylcarbamate

ketoprofen
22071-15-4

ketoprofen

tosylated

tosylated

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;98%
N-tert-butoxycarbonyl-3-aminopropanol
58885-58-8

N-tert-butoxycarbonyl-3-aminopropanol

ketoprofen
22071-15-4

ketoprofen

Boc-aminopropanol-ketoprofen

Boc-aminopropanol-ketoprofen

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; Cooling with ice;98%
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃;87%
Cu(OTf)2

Cu(OTf)2

ketoprofen
22071-15-4

ketoprofen

[Cu2(ketoprofenate)4(H2O)2]

[Cu2(ketoprofenate)4(H2O)2]

Conditions
ConditionsYield
With sodium hydroxide In water for 0.5h;97%
3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidinyl-1-oxy
27298-75-5

3-(hydroxymethyl)-2,2,5,5-tetramethylpyrrolidinyl-1-oxy

ketoprofen
22071-15-4

ketoprofen

C25H30NO4

C25H30NO4

Conditions
ConditionsYield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 18h; Inert atmosphere;96.8%
ketoprofen
22071-15-4

ketoprofen

S-ketoprofen
22161-81-5

S-ketoprofen

Conditions
ConditionsYield
96%
Multi-step reaction with 3 steps
1.1: oxalyl chloride / 12 h / 40 °C
2.1: rink amide linker modified polystyrene grafted crowns; piperidine; benzotriazolyloxy-tris(dimethylamino)phosphonium(1+) PF6(1-) / diisopropylethylamine / dimethylformamide / 12 h / 20 °C
2.2: triethylamine / tetrahydrofuran / 12 h / 0 °C
2.3: 104 mg / trifluoroacetic acid / CH2Cl2 / 0.67 h
3.1: LiOH / tetrahydrofuran; H2O / 1 h / 20 °C
View Scheme
Multi-step reaction with 2 steps
1.1: oxalyl chloride / 12 h / 40 °C
2.1: triethylamine; (S)-(3-OH-4,4-di-Me-2-oxopyrrolidin-1-yl)CH2COOH on resin / tetrahydrofuran / 0 °C
2.2: LiOH*H2O / tetrahydrofuran; H2O / 4 h / 20 °C
View Scheme
ketoprofen
22071-15-4

ketoprofen

N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

N-tert-butoxycarbonyl-O-diethylcarbamoyl-N-bromopropylhydroxylamine

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl 2-(3-benzoylphenyl)propanoate

3-((tert-butoxycarbonyl)((diethylcarbamoyl)oxy)amino)propyl 2-(3-benzoylphenyl)propanoate

Conditions
ConditionsYield
With potassium carbonate In N,N-dimethyl-formamide at 60℃;96%
(S)-Leu-OMe
2666-93-5

(S)-Leu-OMe

ketoprofen
22071-15-4

ketoprofen

2-[2-(3-benzoylphenyl)propionylamino]-4-methylpentanoic acid methyl ester
1005840-44-7

2-[2-(3-benzoylphenyl)propionylamino]-4-methylpentanoic acid methyl ester

Conditions
ConditionsYield
With dicyclohexyl-carbodiimide; dmap In dichloromethane at 20℃;94%
ketoprofen
22071-15-4

ketoprofen

1,1'-carbonyldiimidazole
530-62-1

1,1'-carbonyldiimidazole

(S)-1-(2-(3-benzoylphenyl)propanoyl)imidazole
709040-07-3

(S)-1-(2-(3-benzoylphenyl)propanoyl)imidazole

Conditions
ConditionsYield
In dichloromethane at 20℃; for 1h; Inert atmosphere;94%

Ketoprofen Specification

The Ketoprofen, with the CAS registry number 22071-15-4, is also known as 2-(3-Benzoylphenyl)propionic acid; 2-(meta-Benzoylphenyl) propionic acid; Alrheumat. It belongs to the product categories of Pharmaceuticals;Lipid signaling;Pharmaceutical raw material.Its EINECS number is 244-759-8.This chemical's molecular formula is C16H14O3 and molecular weight is 254.28. What's more,Its systematic name is Ketoprofen.It is a White Crystalline Solid.And it is an ibuprofen-type anti-inflammatory analgesic and antipyretic. It is used in the treatment of rheumatoid arthritis and osteoarthritis.

Physical properties about Ketoprofen are:
(1)ACD/LogP: 2.911; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.62; (4)ACD/LogD (pH 7.4): -0.16; (5)ACD/BCF (pH 5.5): 4.93; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 46.90; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 1; (11)#Freely Rotating Bonds: 4; (12)Index of Refraction: 1.592; (13)Molar Refractivity: 71.795 cm3; (14)Molar Volume: 212.246 cm3; (15)Surface Tension: 49.7709999084473 dyne/cm; (16)Density: 1.198 g/cm3; (17)Flash Point: 228.793 °C; (18)Enthalpy of Vaporization: 72.408 kJ/mol; (19)Boiling Point: 431.316 °C at 760 mmHg; (20)Vapour Pressure: 0 mmHg at 25°C.

Uses of Ketoprofen :
Ketoprofen is a common NSAID, antipyretic, and analgesic used in horses and other equines. It is also used as a mild painkiller in smaller animals, generally following surgical procedures. It is most commonly used for muscoskeletal pain, joint problems, and soft tissue injury, as well as laminitis. It does not treat the underlying problem, nor does it speed the healing process. It is also used to control fevers and prevent endotoxemia. However, they may mask the symptoms of the underlying problem, and therefore make diagnosis more difficult for a veterinarian.

Safety Information of Ketoprofen:
The Ketoprofen is toxic by inhalation,in contact with skin and if swallowed It is irritating to eyes, respiratory system and skin.In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.When you use it ,wear suitable protective clothing, gloves and eye/face protection.In case of accident or if you feel unwell, seek medical advice immediately (show label where possible).

You can still convert the following datas into molecular structure:
(1)SMILES:CC(c1cccc(c1)C(=O)c2ccccc2)C(=O)O;
(2)Std. InChI:InChI=1S/C16H14O3/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);
(3)Std. InChIKey:DKYWVDODHFEZIM-UHFFFAOYSA-N.

The toxicity data of Ketoprofen as follows:

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
child TDLo unreported 300mg/kg/15D- (300mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING

BEHAVIORAL: HEADACHE
New England Journal of Medicine. Vol. 300, Pg. 796, 1979.
guinea pig LD50 intravenous 450mg/kg (450mg/kg)   Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
guinea pig LD50 oral 1300mg/kg (1300mg/kg)   Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
human TDLo oral 714ug/kg (.714mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING Journal of Clinical Pharmacology. Vol. 24, Pg. 486, 1984.
man TDLo oral 5714ug/kg (5.714mg/kg)   Clinical Rheumatology. Vol. 10, Pg. 215, 1991.
man TDLo oral 5714ug/kg (5.714mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), ZONAL" Clinical Rheumatology. Vol. 10, Pg. 215, 1991.
mouse LD50 intraperitoneal 300mg/kg (300mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 11, Pg. 7, 1976.
mouse LD50 intravenous 500mg/kg (500mg/kg)   Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
mouse LD50 oral 360mg/kg (360mg/kg)   Polish Journal of Pharmacology and Pharmacy. Vol. 38, Pg. 107, 1986.
mouse LD50 subcutaneous 550mg/kg (550mg/kg)   Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
rat LD50 intraperitoneal 80mg/kg (80mg/kg)   Drugs in Japan Vol. 6, Pg. 265, 1982.
rat LD50 intravenous 350mg/kg (350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 9, Pg. 222, 1978.
rat LD50 oral 62400ug/kg (62.4mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 34, Pg. 280, 1984.
rat LD50 rectal 84mg/kg (84mg/kg) GASTROINTESTINAL: PERITONITIS

GASTROINTESTINAL: ULCERATION OR BLEEDING FROM SMALL INTESTINE
Journal of Toxicological Sciences. Vol. 6, Pg. 209, 1981.
rat LD50 subcutaneous 100mg/kg (100mg/kg)   Journal de Pharmacologie. Vol. 2, Pg. 259, 1971.
women TDLo oral 11mg/kg/12H-I (11mg/kg) SKIN AND APPENDAGES (SKIN): SWEATING: OTHER

CARDIAC: PULSE RATE

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Journal of Clinical Pyschopharmacology. Vol. 19, Pg. 95, 1999.
women TDLo oral 80mg/kg/10D-I (80mg/kg) KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)" British Medical Journal. Vol. 292, Pg. 97, 1986.

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View