(S)-(+)-Ketoprofen supplier | CasNO.22161-81-5

Name
(S)-(+)-Ketoprofen
EINECS 244-759-8
CAS No. 22161-81-5
Article Data52
CAS DataBase
Density 1.198 g/cm³
Solubility practically insoluble in water ,freely soluble in acetone, in ethanol(96 percent) and in methylene chloride
Melting Point 75-78 °C(lit.)
Formula C₁₆H₁₄O₃
Boiling Point 431.3 °C at 760 mmHg
Molecular Weight 254.285
Flash Point 228.8 °C
Transport Information UN 2811 6.1/PG 3
Appearance white or almost white, crystalline powder.
Safety 26-60-61
Risk Codes 22-36/37/38-50/53
Molecular Structure
Hazard Symbols Xn, T
Synonyms Benzeneaceticacid, 3-benzoyl-a-methyl-,(S)-;Hydratropic acid, m-benzoyl-, (+)- (8CI);(+)-(S)-m-Benzoylhydratropicacid;(+)-2-(3-Benzoylphenyl)propionic acid;(+)-3-Benzoyl-a-methylbenzeneacetic acid;(+)-3-Benzoylhydratropic acid;(+)-Ketoprofen;(2S)-2-(3-Benzoylphenyl)propionic acid;(S)-(+)-2-(3-Benzoylphenyl)propionicacid;(S)-2-(3-Benzoylphenyl)propionic acid;(S)-Ketoprofen;Dexketoprofen;
PSA 54.37000
LogP 3.10570

Synthetic route

: (S)-3-methyl-2-phenylbutylammonium (S)-2-(3-benzoylphenyl)propionate

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With hydrogenchloride In water at 50℃;	98.3%

: 22071-15-4
ketoprofen

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
	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

: (S)-2-(3-Benzoyl-phenyl)-propionic acid (S)-4,4-dimethyl-2-oxo-tetrahydro-furan-3-yl ester

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With sodium carbonate In methanol; water for 2h; Ambient temperature;	95%

: 1173289-23-0
(2S)-[3-(2-hydroxy-1-methyl-ethyl)-phenyl]-phenyl-methanone

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With Jones reagent In acetone for 12h; Inert atmosphere;	95%
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 168h; Enzymatic reaction;	95%
With 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium hypochlorite; sodium chlorite In water; acetonitrile at 35℃; for 24h; aq. phosphate buffer;	42%

: (3S)-4,4-dimethyl-2-oxo-1-phenylpyrrolidin-3-yl (αS)-α-(3-benzoylphenyl)propionate

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With hydrogenchloride; acetic acid for 2.5h; Heating;	92%

: 3-(3-benzoyl-phenyl)-2S,3R-dimethyl-oxirane-2-carboxy-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexane ester

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
Stage #1: 3-(3-benzoyl-phenyl)-2S,3R-dimethyl-oxirane-2-carboxy-5-methyl-2-(1-methyl-1-phenyl-ethyl)-cyclohexane ester With sodium carbonate In dichloromethane; water for 1h; Stage #2: With dihydrogen peroxide; acetic acid at 85℃; for 9h;	85.6%

: (S)-ketoprofendiol

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 168h; Enzymatic reaction;	82%

: 1613507-33-7
C23H20O

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With sodium periodate; ruthenium(III) trichloride hydrate In tetrachloromethane; water; acetonitrile at 0 - 20℃; for 2h;	69%

: ketoprofen 2,2,2-trifluoroethyl ester

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With sodium hydroxide; Pseudomonas fluorescens MTCCB0015 cell-free extract In phosphate buffer at 37℃; for 20h; pH=7.50;	40%

: 22161-82-6
(+)-α-(3-benzylphenyl)propionic acid

A: 22161-81-5
S-ketoprofen

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

Conditions

Conditions	Yield
With sodium hydroxide; potassium permanganate In water for 6h; Ambient temperature; Yields of byproduct given;	A n/a B 28.4%

: 22161-82-6
(+)-α-(3-benzylphenyl)propionic acid

A: 22161-81-5
S-ketoprofen

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

C: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
With sodium hydroxide; potassium permanganate In water for 6h; Ambient temperature; Yield given;	A n/a B 28.4% C n/a

...Expand

: 60658-04-0
ethyl 2-<3-benzoylphenyl>propionate

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With Tris-HCl buffer at 30℃; for 96h; semipurified lipase of Candida cylindraceae in Tris-HCl buffer;	23.04%
With native lipase from Candida rugosa; water
With Thermotoga maritima esterase Tm1160 In aq. acetate buffer at 70℃; for 23h; pH=5.5; Enzymatic reaction; enantioselective reaction;	n/a

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

A: (2R)-2-[3-(phenylcarbonyl)phenyl]propanamide

B: 162681-69-8
(S)-2-(3-benzoylphenyl)propanamide

C: 1421692-22-9
(S)-2-(3-benzoylphenyl)propanenitrile

D: 161527-65-7
(2R)-[3-(phenylcarbonyl)phenyl]propanenitrile

E: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With Rhodococcus erythropolis SET1 cells In aq. phosphate buffer at 25℃; pH=7; Microbiological reaction; enantioselective reaction;	A n/a B n/a C n/a D n/a E 20%

...Expand

: 57872-48-7, 81601-91-4, 81601-93-6, 47087-07-0
ketoprofen methyl ester

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With sodium hydroxide; Pseudomonas fluorescens MTCCB0015 cell-free extract In phosphate buffer at 37℃; for 20h; pH=7.50;	18%

: 57872-48-7, 81601-91-4, 81601-93-6, 47087-07-0
ketoprofen methyl ester

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
With sodium hydroxide In water at 40℃; for 7.55h; titrisol buffer pH 8, carboxylesterase NP; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With tris hydrochloride; S. solfataricus esterase In water at 60℃; for 32h; pH=7.0; Enzymatic reaction;

: 22071-15-4
ketoprofen

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
With phosphate buffer; sodium dodecyl-sulfate; vancomycin at 20℃; Product distribution; electrophoretic enantioseparations, various substrates;
EtOH, TAPS/Tris buffer, pH 7.7;
lipase from Candida rugosa In 2,2,4-trimethylpentane; acetone Product distribution / selectivity; Resolution of racemate;

: 60658-04-0
ethyl 2-<3-benzoylphenyl>propionate

A: 22161-81-5
S-ketoprofen

B: 136656-96-7
(R)-(-)-2-(3-benzoylphenyl)propionic acid ethyl ester

Conditions

Conditions	Yield
In water Title compound not separated from byproducts;

: 114315-58-1
2-chloroethyl ester of 2-(3-benzoylphenyl)propionic acid

A: 22161-81-5
S-ketoprofen

B: 122674-99-1
(R)-ketoprofen chloroethyl ester

Conditions

Conditions	Yield
With phosphate buffer; C. cylindracea lipase; dextromethorphan at 24℃; for 192h; Product distribution; without amine, enetioselectivity of hydrolysis;

: (2R,3S,1''RS)-3-<3'-(hydroxyphenylmethyl)phenyl>butane-1,2-diol

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With ruthenium trichloride; sodium periodate Yield given;
With ruthenium trichloride; sodium periodate In tetrachloromethane; water; acetonitrile Ambient temperature;

: 22161-82-6
(+)-α-(3-benzylphenyl)propionic acid

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With potassium permanganate
With potassium permanganate; phosphate buffer In water; benzene for 16h; Ambient temperature;

: 74614-67-8
α-(3-benzoylphenyl)acrylic acid

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
With (-)-Diop; chloro(1,5-hexadiene)rhodium(I) dimer; hydrogen; triethylamine; benzene In ethanol under 53200 Torr; for 20h; Ambient temperature; Yield given. Title compound not separated from byproducts;
With (-)-Diop; chloro(1,5-hexadiene)rhodium(I) dimer; hydrogen; triethylamine In ethanol; benzene under 11172 - 77140 Torr; Product distribution; different solvents, without NEt3, with KOH; other object: optical yield;

: 114315-58-1
2-chloroethyl ester of 2-(3-benzoylphenyl)propionic acid

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
With water at 40℃; for 40h; Candida rugosa lipase, pH 5; Yield given. Yields of byproduct given. Title compound not separated from byproducts;
With Candida rugosa lipase (Lipase OF); Tween-80 In water at 30℃; for 24h; pH=2.5; Title compound not separated from byproducts;

: (S)-ketoprofen β-D-glucuronide

A: 6556-12-3, 489-91-8, 528-16-5, 552-12-5, 577-46-8, 643-33-4, 2240-07-5, 6294-16-2, 10133-02-5, 18402-78-3, 18968-14-4, 21179-08-8, 23018-83-9, 33599-45-0, 33599-46-1, 46171-67-9, 46171-69-1, 46172-26-3, 70021-34-0, 71031-08-8, 104195-06-4, 106499-29-0, 124817-72-7
D-glucuronic acid

B: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With human serum albumin In water at 37℃; pH=7.4; Enzyme kinetics; Hydrolysis; Enzymatic reaction; isotonic 0.067 phosphate buffer;

: 114315-58-1
2-chloroethyl ester of 2-(3-benzoylphenyl)propionic acid

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
With lipase OF I In water at 37℃; for 36h; pH=3;

: 59512-44-6, 71381-92-5, 109718-56-1
ketoprofen chloride

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

Conditions

Conditions	Yield
Stage #1: ketoprofen chloride With (S)-(3-OH-4,4-di-Me-2-oxopyrrolidin-1-yl)CH2COOH on resin; triethylamine In tetrahydrofuran at 0℃; Stage #2: With lithium hydroxide In tetrahydrofuran; water at 20℃; for 4h; Further stages. Title compound not separated from byproducts.;

: 362470-63-1
(S)-2-(3-Benzoyl-phenyl)-propionic acid (S)-1-carbamoylmethyl-4,4-dimethyl-2-oxo-pyrrolidin-3-yl ester

A: 22161-81-5
S-ketoprofen

B: 56105-81-8
R-ketoprofen

C: (S)-(3-hydroxy-4,4-dimethyl-2-oxopyrrolidin-1-yl)acetamide

Conditions

Conditions	Yield
With lithium hydroxide In tetrahydrofuran; water at 20℃; for 1h;

...Expand

: 59512-44-6, 71381-92-5, 109718-56-1
ketoprofen chloride

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: rink amide linker modified polystyrene grafted crowns; piperidine; benzotriazolyloxy-tris(dimethylamino)phosphonium(1+) PF6(1-) / diisopropylethylamine / dimethylformamide / 12 h / 20 °C 1.2: triethylamine / tetrahydrofuran / 12 h / 0 °C 1.3: 104 mg / trifluoroacetic acid / CH2Cl2 / 0.67 h 2.1: LiOH / tetrahydrofuran; H2O / 1 h / 20 °C View Scheme
Multi-step reaction with 2 steps 1: 93 percent / Et3N / CH2Cl2 / 3 h / 0 °C 2: 92 percent / 2 N HCl, AcOH / 2.5 h / Heating View Scheme
Multi-step reaction with 2 steps 1: Et3N / tetrahydrofuran / -10 °C 2: 95 percent / Na2CO3 / methanol; H2O / 2 h / Ambient temperature View Scheme

: 39172-32-2
2-(3-bromophenyl)-2-methyl-[1,3]dioxolane

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
Multi-step reaction with 11 steps 1: 1.) Mg, I2 / 1.) anhydrous THF, 4 h, 60 deg C, 2.) THF 2: 97 percent / H2O, 10percent HCl / methanol / 1 h / Ambient temperature 3: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h 4: 58 percent / LAH / diethyl ether / 6 h / -78 °C 5: 1.) (L)-(+)-diisopropyl tartrate, 4A sieves, Ti(OiPr)4, t-BuOOH / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, -20 deg C, 3.5 h 6: H2, 1M NaOH / 10percent Pd/C / ethanol / Ambient temperature 7: LiBr, NCS / methanol / Ambient temperature 8: TsOH / Ambient temperature 9: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 10: H2O, 5percent HCl / methanol / RT, then -20 deg C 11: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

Yield

Multi-step reaction with 11 steps
1: 1.) Mg, I2 / 1.) anhydrous THF, 4 h, 60 deg C, 2.) THF
2: 97 percent / H2O, 10percent HCl / methanol / 1 h / Ambient temperature
3: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h
4: 58 percent / LAH / diethyl ether / 6 h / -78 °C
5: 1.) (L)-(+)-diisopropyl tartrate, 4A sieves, Ti(OiPr)4, t-BuOOH / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, -20 deg C, 3.5 h
6: H2, 1M NaOH / 10percent Pd/C / ethanol / Ambient temperature
7: LiBr, NCS / methanol / Ambient temperature
8: TsOH / Ambient temperature
9: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT
10: H2O, 5percent HCl / methanol / RT, then -20 deg C
11: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature
View Scheme

: 17983-62-9
1-[3-(trimethylsilyl)phenyl]ethanone

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
Multi-step reaction with 9 steps 1: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h 2: 58 percent / LAH / diethyl ether / 6 h / -78 °C 3: 1.) (L)-(+)-diisopropyl tartrate, 4A sieves, Ti(OiPr)4, t-BuOOH / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, -20 deg C, 3.5 h 4: H2, 1M NaOH / 10percent Pd/C / ethanol / Ambient temperature 5: LiBr, NCS / methanol / Ambient temperature 6: TsOH / Ambient temperature 7: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 8: H2O, 5percent HCl / methanol / RT, then -20 deg C 9: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

Yield

Multi-step reaction with 9 steps
1: 1.) t-BuOK / 1.) anhydrous THF, 30 min, RT, 2.) THF, RT, 24 h
2: 58 percent / LAH / diethyl ether / 6 h / -78 °C
3: 1.) (L)-(+)-diisopropyl tartrate, 4A sieves, Ti(OiPr)4, t-BuOOH / 1.) CH2Cl2, 1 h, 2.) CH2Cl2, -20 deg C, 3.5 h
4: H2, 1M NaOH / 10percent Pd/C / ethanol / Ambient temperature
5: LiBr, NCS / methanol / Ambient temperature
6: TsOH / Ambient temperature
7: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT
8: H2O, 5percent HCl / methanol / RT, then -20 deg C
9: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature
View Scheme

: 100-52-7
benzaldehyde

sodium cyanate: sodium cyanate

: 22161-81-5
S-ketoprofen

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 1.) t-BuLi / 1.) Et2O, hexane, -78 deg C, 2.) Et2O, hexane, RT 2: H2O, 5percent HCl / methanol / RT, then -20 deg C 3: RuCl3*H2O, NaIO4 / CCl4; acetonitrile; H2O / Ambient temperature View Scheme

: 2-deoxy-2-amino-1,3,4,6-tetra-O-triethylsilyl-β-D-glucopyranosyl

: 22161-81-5
S-ketoprofen

: 2-deoxy-2-(2-(3-benzoylphenyl) propanoic acid)amino-1,3,4,6-tetra-O-triethylsilyl-β-D-glucopyranosyl

Conditions

Conditions	Yield
With N,N-dimethylbutylamine; dimethylamino sulfonyl chloride; dmap In acetonitrile at 0 - 20℃; for 12h;	100%

: 67-56-1
methanol

: 22161-81-5
S-ketoprofen

: 57872-48-7, 81601-91-4, 81601-93-6, 47087-07-0
ketoprofen methyl ester

Conditions

Conditions	Yield
With thionyl chloride at 0℃; Reflux;	100%

: 22161-81-5
S-ketoprofen

: 1173289-23-0
(2S)-[3-(2-hydroxy-1-methyl-ethyl)-phenyl]-phenyl-methanone

Conditions

Conditions	Yield
With borane-THF In tetrahydrofuran at 20℃;	99%
With borane-THF In tetrahydrofuran at -20 - 20℃;	55%

: 67-56-1
methanol

: 22161-81-5
S-ketoprofen

: methyl (2S)-2-(3-benzoylphenyl)propanoate

Conditions

Conditions	Yield
With sulfuric acid Reflux;	98%
Stage #1: methanol; S-ketoprofen for 0.5h; Reflux; Stage #2: With sulfuric acid at 80 - 90℃;	85.3%
With sulfuric acid for 6h; Heating;

: 22161-81-5
S-ketoprofen

: 77-86-1
2-amino-2-hydroxymethyl-1,3-propanediol

Enantyum: Enantyum

Conditions

Conditions	Yield
In ethanol; water at 20℃; for 0.5h;	92%
In ethanol at 20℃; for 0.5h;	92%
In ethanol; butanone; xylene at 0 - 55℃;	85%
In ethanol; butanone; xylene at 0 - 55℃;	84%
In ethanol; water Product distribution / selectivity;

: (4-(but-3-en-1-yn-1-yl)phenyl)methanol

: 22161-81-5
S-ketoprofen

: 4-(but-3-en-1-yn-1-yl)benzyl (S)-2-(3-benzoylphenyl)propanoate

Conditions

Conditions	Yield
With dmap; diisopropyl-carbodiimide In dichloromethane at 20℃; for 12h; Inert atmosphere; Schlenk technique;	90%

: 1080-06-4
L-Tyr-OMe

: 22161-81-5
S-ketoprofen

: N-(2-(S)-(3-benzoyl)phenyl)propionyl-(S)-tyrosine methyl ester

Conditions

Conditions	Yield
Stage #1: L-Tyr-OMe; S-ketoprofen With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: With triethylamine In N,N-dimethyl-formamide at 20℃; for 20h;	85%

: 1042539-24-1
N-propyl-1H-indol-5-amine

: 22161-81-5
S-ketoprofen

: 1239447-67-6
2-(3-benzoylphenyl)-N-(1H-indol-5-yl)-N-propylpropanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N-propyl-1H-indol-5-amine In N,N-dimethyl-formamide at 20℃; for 2h;	81%

: 17974-77-5
3β-acetoxy-7β-hydroxycholest-5-ene

: 22161-81-5
S-ketoprofen

: (3S,7R,10R,13R,17R)-3-acetoxy-10,13-dimethyl-17-((R)-6-methylheptan-2yl)2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl (2S)-2-(3-benzoylphenyl)-propanoate

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: 3β-acetoxy-7β-hydroxycholest-5-ene With dmap at 0℃;	77%

: 31077-24-4, 62471-63-0
7,8-dihydro-8-oxo-2'-deoxyadenosine

: 22161-81-5
S-ketoprofen

: 1069110-42-4
5'-KP-8-oxodA

Conditions

Conditions	Yield
With pyridine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride at 0℃;	76%

: 111409-79-1
1-bromo-2-(triisopropylsilyl)acetylene

: 22161-81-5
S-ketoprofen

: (S)-2-(5-benzoyl-2-((triisopropylsilyl)ethynyl)phenyl)propanoic acid

Conditions

Conditions	Yield
With N-tert-butoxycarbonyl-L-phenylalanine; silver(I) acetate; sodium acetate; palladium diacetate In 1,2-dichloro-ethane at 60℃; for 16h; Sealed tube; Schlenk technique;	76%

: 474-77-1
epicholesterol

: 22161-81-5
S-ketoprofen

: 913843-19-3
epi-cholesteryl (S)-2-(3-benzoylphenyl)propionate

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: epicholesterol With dmap In dichloromethane at 0℃; for 8h;	74%

: 1378801-54-7
N-propyl-1H-indol-6-amine

: 22161-81-5
S-ketoprofen

: 1239447-58-5
2-(3-benzoylphenyl)-N-(1H-indol-6-yl)-N-propylpropanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N-propyl-1H-indol-6-amine In N,N-dimethyl-formamide at 20℃; for 2h;	73%

: 22161-81-5
S-ketoprofen

: 81881-74-5
5-aminomethylindole

: 1239447-45-0
N-((1H-indol-5-yl)methyl)-2-(3-benzoylphenyl)propanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 5-aminomethylindole In N,N-dimethyl-formamide at 20℃; for 2h;	73%

: (S)-4-(3-aminoazepan-1-yl)coumarin

: 22161-81-5
S-ketoprofen

: C31H30N2O4

Conditions

Conditions	Yield
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 20℃; for 0.5h;	73%

: 946774-68-1
N-((1H-indol-5-yl)methyl)propan-1-amine

: 22161-81-5
S-ketoprofen

: 1239447-69-8
N-((1H-indol-5-yl)methyl)-2-(3-benzoylphenyl)-N-propylpropanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N-((1H-indol-5-yl)methyl)propan-1-amine In N,N-dimethyl-formamide at 20℃; for 2h;	72%

: 3144-09-0
methanesulfonamide

: 22161-81-5
S-ketoprofen

: N-[2-(3-benzoyl-phenyl)-propionyl]-methanesulfonamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With 1,1'-carbonyldiimidazole In dichloromethane at 0 - 5℃; for 2h; Stage #2: methanesulfonamide With 1,2-diazabicyclo[5.4.0]undec-7-ene In dichloromethane for 4h;	70.5%

: 3410-66-0
D-tyrosine methyl ester

: 22161-81-5
S-ketoprofen

: N-(2-(S)-(3-benzoyl)phenyl)propionyl-(R)-tyrosine methyl ester

Conditions

Conditions	Yield
Stage #1: D-tyrosine methyl ester; S-ketoprofen With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In N,N-dimethyl-formamide at 20℃; for 0.333333h; Stage #2: With triethylamine In N,N-dimethyl-formamide at 20℃; for 20h;	70%

: 5192-03-0
5-amino-1H-indole

: 22161-81-5
S-ketoprofen

: 1239447-47-2
2-(3-benzoylphenyl)-N-(1H-indol-5-yl)propanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: 5-amino-1H-indole In N,N-dimethyl-formamide at 20℃; for 2h;	69%

: 19317-90-9
7α-hydroxycholest-5-en-3β-yl 3-acetate

: 22161-81-5
S-ketoprofen

: (3S,7S,10R,13R,17R)-3-acetoxy-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-7-yl (2S)-2-(3-benzoylphenyl)-propanoate

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With dicyclohexyl-carbodiimide In dichloromethane at 0℃; for 0.5h; Stage #2: 7α-hydroxycholest-5-en-3β-yl 3-acetate With dmap at 0℃;	68%

: 22161-81-5
S-ketoprofen

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

: 852055-86-8
3-[2(S)-(3-benzoyl-phenyl)-propionyloxy]-2(S)-tert-butoxycarbonylamino-butyric acid tert-butyl ester

Conditions

Conditions	Yield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 4h;	67%

: 1239447-42-7
N1-(1H-indol-6-yl)-N3,N3-dimethylpropane-1,3-diamine

: 22161-81-5
S-ketoprofen

: 1239447-64-3
2-(3-benzoylphenyl)-N-(3-(dimethylamino)propyl)-N-(1H-indol-6-yl)propanamide

Conditions

Conditions	Yield
Stage #1: S-ketoprofen With N-ethyl-N,N-diisopropylamine; HATU In N,N-dimethyl-formamide at 20℃; for 0.5h; Stage #2: N1-(1H-indol-6-yl)-N3,N3-dimethylpropane-1,3-diamine In N,N-dimethyl-formamide at 20℃; for 2h;	67%

(S)-(+)-Ketoprofen Specification

The (S)-(+)-Ketoprofen, with the CAS registry number 22161-81-5, is also known as (S)-(+)-2-(3-Benzoylphenyl)propionic acid. It belongs to the product categories of Chiral Compound; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C₁₆H₁₄O₃ and molecular weight is 254.28. Its IUPAC name is called (2S)-2-(3-benzoylphenyl)propanoic acid. This chemical's classification code is Drug / Therapeutic Agent. It can be used as anti-inflammatory and analgesic which is white or almost white, crystalline powder.

Physical properties of (S)-(+)-Ketoprofen: (1)ACD/LogP: 2.91; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): 1.621; (4)ACD/LogD (pH 7.4): ; (5)ACD/BCF (pH 5.5): 4.93; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 46.899; (8)ACD/KOC (pH 7.4): 1; (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: 49.771 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; (21)Melting Point: 75-78 °C(lit.).

When you are using this chemical, please be cautious about it as the following:
This chemical may cause damage to health which at low levels can cause damage to health. It is harmful if swallowed and is irritating to eyes, respiratory system and skin. In addition, it is very toxic to aquatic organisms and it may cause long-term adverse effects in the aquatic environment. In case of contact with eyes, you should rinse immediately with plenty of water and seek medical advice. This material and its container must be disposed of as hazardous waste. You must avoid release it to the environment. In case of accident or if you feel unwell seek medical advice immediately (show the label where possible).

You can still convert the following datas into molecular structure:
(1)Canonical SMILES: CC(C1=CC=CC(=C1)C(=O)C2=CC=CC=C2)C(=O)O
(2)Isomeric SMILES: C[C@@H](C1=CC=CC(=C1)C(=O)C2=CC=CC=C2)C(=O)O
(3)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)/t11-/m0/s1
(4)InChIKey: DKYWVDODHFEZIM-NSHDSACASA-N

Product Name

(S)-(+)-Ketoprofen

Synthetic route

(S)-(+)-Ketoprofen Specification

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