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22161-81-5

Basic Information
CAS No.: 22161-81-5
Name: Benzeneacetic acid,3-benzoyl-a-methyl-, (aS)-
Article Data: 52
Cas Database
Molecular Structure:
Molecular Structure of 22161-81-5 (Benzeneacetic acid,3-benzoyl-a-methyl-, (aS)-)
Formula: C16H14O3
Molecular Weight: 254.285
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;
EINECS: 244-759-8
Density: 1.198 g/cm3
Melting Point: 75-78 °C(lit.)
Boiling Point: 431.3 °C at 760 mmHg
Flash Point: 228.8 °C
Solubility: practically insoluble in water ,freely soluble in acetone, in ethanol(96 percent) and in methylene chloride
Appearance: white or almost white, crystalline powder.
Hazard Symbols: HarmfulXn, ToxicT
Risk Codes: 22-36/37/38-50/53
Safety: 26-60-61
Transport Information: UN 2811 6.1/PG 3
PSA: 54.37000
LogP: 3.10570
Synthetic route

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

22161-81-5

S-ketoprofen

Conditions
ConditionsYield
With hydrogenchloride In water at 50℃;98.3%
22071-15-4

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

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

22161-81-5

S-ketoprofen

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; laccase from Trametes versicolor; oxygen In water at 20℃; for 168h; Enzymatic reaction;82%
22161-81-5

S-ketoprofen

Conditions
ConditionsYield
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
ConditionsYield
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
ConditionsYield
With sodium hydroxide; potassium permanganate In water for 6h; Ambient temperature; Yields of byproduct given;A n/a
B 28.4%
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    Product Name: Dexketoprofen CAS: 22161-81-5 MF: C16H14O3 MW: 254.28 EINECS: 606-944-5 Product Categories: Chiral Compound;Intermediates & Fine Chemicals;Pharmaceuticals;Aromatics;Chiral Reagents;Other APIs Molecular Structure:

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  • (S)-(+)-ketoprofen CAS NO.22161-81-5  CAS NO.22161-81-5

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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