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ChemicalBook >> CAS DataBase List >>(S)-(+)-Ketoprofen

(S)-(+)-Ketoprofen

CAS No.
22161-81-5
Chemical Name:
(S)-(+)-Ketoprofen
Synonyms
Dexketoprofen;(S)-KETOPROFEN;(2S)-2-(3-Benzoylphenyl)propanoic acid;Keral;Dexktoprofen;Dexketoprofe;exketoprofen;(+)-Ketoprofen;levoketoprofen;Dexketoprofen API
CBNumber:
CB8356545
Molecular Formula:
C16H14O3
Molecular Weight:
254.28
MDL Number:
MFCD00673316
MOL File:
22161-81-5.mol
MSDS File:
SDS
Last updated:2024-11-27 17:31:30

(S)-(+)-Ketoprofen Properties

Melting point 75-78 °C(lit.)
Boiling point 431.3±28.0 °C(Predicted)
Density 1.198±0.06 g/cm3(Predicted)
storage temp. Sealed in dry,Room Temperature
solubility insoluble in H2O; ≥10.6 mg/mL in DMSO; ≥20.55 mg/mL in EtOH
pka 4.23±0.10(Predicted)
form White solid.
color White to off-white
optical activity [α]22/D +49°, c = 1 in methanol
CAS DataBase Reference 22161-81-5(CAS DataBase Reference)
FDA UNII 6KD9E78X68
ATC code M01AE17,M02AA27

Pharmacokinetic data

Protein binding 99%
Excreted unchanged in urine <10%
Volume of distribution 0.24(L/kg)
Biological half-life 1.65 / Increased

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictogramsGHS hazard pictograms
GHS06,GHS09
Signal word  Danger
Hazard statements  H301-H315-H319-H335-H400
Precautionary statements  P273-P301+P310+P330-P302+P352-P305+P351+P338
Hazard Codes  Xn,T
Risk Statements  22-36/37/38-50/53-25
Safety Statements  26-60-61-45
RIDADR  UN 2811 6.1/PG 3
WGK Germany  3
RTECS  CY1572790
NFPA 704
0
4 0

(S)-(+)-Ketoprofen price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 471909 (S)-(+)-Ketoprofen AldrichCPR 22161-81-5 1g $136 2024-03-01 Buy
Cayman Chemical 16407 (S)-Ketoprofen ≥98% 22161-81-5 1g $93 2024-03-01 Buy
Cayman Chemical 16407 (S)-Ketoprofen ≥98% 22161-81-5 5g $305 2024-03-01 Buy
Cayman Chemical 16407 (S)-Ketoprofen ≥98% 22161-81-5 100mg $32 2024-03-01 Buy
Cayman Chemical 16407 (S)-Ketoprofen ≥98% 22161-81-5 500mg $63 2024-03-01 Buy
Product number Packaging Price Buy
471909 1g $136 Buy
16407 1g $93 Buy
16407 5g $305 Buy
16407 100mg $32 Buy
16407 500mg $63 Buy

(S)-(+)-Ketoprofen Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

Anti-inflammatory; analgesic

Uses

COX inhibitor

Definition

ChEBI: A monocarboxylic acid that is (S)-hydratropic acid substituted at position 3 on the phenyl ring by a benzoyl group. A cyclooxygenase inhibitor, it is used to relieve short-term pain, such as muscular pain, dental pain and dysmenorrhoea.

Biological Activity

(s)-ketoprofen, a dual cox1/2 inhibitor, can be used as a nonsteroidal anti-inflammatory drug to treat arthritis-related inflammatory pains. ketoprofen is photolabile and undergoes degradation when irradiated by sunlight to induce various skin diseases [1].

in vitro

the combination of uvb irradiation with ketoprofen dose-dependently induced the cytotoxicity and suppressed dna synthesis in hacat cells. uvb-irradiated kp inhibited the cell growth and induced g2/m cell cycle arrest by regulating the levels of cdc2, cyclin b1, chk1, tyr15-phosphorylated cdc2 and p21. the dapi staining results has revealed that kp accentuated the apoptotic response to uvb radiation in hacat cells [1].

in vivo

in a placebo-controlled, double-blind study in the rhesus monkeys macaca mulatta with periodontal disease, administeration of kp at 1% level in suitable topical vehicles to the gingiva once daily at a standard dose of 1.8 ml per monkey for 6 months effectively inhibited gcf-ltb4 and gcf-pge2 and positively altered alveolar bone activity [2]. ketoprofen at a dose of 3.63 mg/kg bwt (phenylbutazone equimolar dose) showed significant analgesic effects and reduced hoof pain and lameness to a greater extent [3]. treatment with ketoprofen (40 and 80 mg/kg diet) greatly reduced the incidence of transitional cell carcinoma of the urinary bladder by >70% from that seen in dietary mice [4].

Drug interactions

Potentially hazardous interactions with other drugs
ACE inhibitors and angiotensin-II antagonists: antagonism of hypotensive effect; increased risk of nephrotoxicity and hyperkalaemia
Analgesics: avoid concomitant use of 2 or more NSAIDs, including aspirin (increased side effects);avoid with ketorolac (increased risk of side effects and haemorrhage).
Antibacterials: possibly increased risk of convulsions with quinolones
Anticoagulants: effects of coumarins and phenindione enhanced; possibly increased risk of bleeding with heparins, dabigatran and edoxaban - avoid long term use with edoxaban
Antidepressants: increased risk of bleeding with SSRIs and venlaflaxine.
Antidiabetic agents: effects of sulphonylureas enhanced.
Antiepileptics: possibly increased phenytoin concentration.
Antivirals: increased risk of haematological toxicity with zidovudine; concentration possibly increased by ritonavir.
Ciclosporin: may potentiate nephrotoxicity.
Cytotoxics: reduced excretion of methotrexate; increased risk of bleeding with erlotinib.
Diuretics: increased risk of nephrotoxicity; antagonism of diuretic effect, hyperkalaemia with potassium-sparing diuretics.
Lithium: excretion decreased.
Pentoxifylline: increased risk of bleeding
Probenecid: excretion reduced by probenecid.
Tacrolimus: increased risk of nephrotoxicity

Metabolism

Dexketoprofen is the S-enantiomer of ketoprofen.The main elimination route for dexketoprofen is glucuronide conjugation in the liver followed by renal excretion.

References

[1]. liu s, mizu h, yamauchi h. molecular response to phototoxic stress of uvb-irradiated ketoprofen through arresting cell cycle in g2/m phase and inducing apoptosis[j]. biochemical and biophysical research communications, 2007, 364(3): 650-655.
[2]. li k l, vogel r, jeffcoat m k, et al. the effect of ketoprofen creams on periodontal disease in rhesus monkeys[j]. journal of periodontal research, 1996, 31(8): 525-532.
[3]. owens j g, kamerling s g, stanton s r, et al. effects of ketoprofen and phenylbutazone on chronic hoof pain and lameness in the horse[j]. equine veterinary journal, 1995, 27(4): 296-300.
[4]. hawk e t, kelloff g j, mccormick d l. differential activity of aspirin, ketoprofen and sulindac as cancer chemopreventive agents in the mouse urinary bladder[j]. carcinogenesis, 1996, 17(5): 1435-1438.

(S)-(+)-Ketoprofen Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 250)Suppliers
Supplier Tel Email Country ProdList Advantage
Hebei Mojin Biotechnology Co., Ltd 		+86 13288715578 +8613288715578 sales@hbmojin.com China 12835 58
Henan Bao Enluo International TradeCo.，LTD 		+86-17331933971 +86-17331933971 deasea125996@gmail.com China 2472 58
Hebei Zhuanglai Chemical Trading Co Ltd 		+86-16264648883 +86-16264648883 niki@zlchemi.com China 2691 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21634 55
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32957 60
SHANDONG ZHI SHANG CHEMICAL CO.LTD 		+86 18953170293 sales@sdzschem.com China 2930 58
Nanjing Dolon Biotechnology Co.,Ltd. 		18905173768 sales@dolonchem.com CHINA 2972 58
Standardpharm Co. Ltd. 		86-714-3992388 overseasales1@yongstandards.com United States 14332 58
CONIER CHEM AND PHARMA LIMITED 		+8618523575427 sales@conier.com China 49374 58
career henan chemical co 		+86-0371-86658258 +8613203830695 factory@coreychem.com China 29811 58

View Lastest Price from (S)-(+)-Ketoprofen manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Ketoprofen pictures 2024-12-20 Ketoprofen
22161-81-5
 US $150.00 / kg 1kg 99% 500kg Hebei Zhuanglai Chemical Trading Co Ltd
(S)-(+)-Ketoprofen pictures 2024-12-13 (S)-(+)-Ketoprofen
22161-81-5
 US $0.00 / Kg/Drum 1KG 98.5%-101% 100KGS WUHAN FORTUNA CHEMICAL CO., LTD
S-(+)-Ketoprofen pictures 2024-11-19 S-(+)-Ketoprofen
22161-81-5
 US $33.00-60.00 / mg 100% 10g TargetMol Chemicals Inc.
  • Ketoprofen pictures
  • Ketoprofen
    22161-81-5
  • US $150.00 / kg
  • 99%
  • Hebei Zhuanglai Chemical Trading Co Ltd
(+)-hydratropicaci (S)-(+)-KETOPROFEN (S)-(+)-3-BENZOYL-ALPHA-METHYLBENZENE-ACETIC ACID [S]-2-[3-BENZOYLPHENYL]PROPIONIC ACID 3-(1-Hydrocarboxyethyl)benzophenone Dexktoprofen (S)-(+)-3-Benzoyl-α-methylbenzeneacetic acid, (S)-2-(3-Benzoylphenyl)propionic acid (S)-2-(3-Benzoylphenyl)propanoic acid (S)-Ketoprofen ,98% (S)-(+)-Ketoprofen ,95% [98%ee] (S)-(+)-Ketoprofen,(S)-(+)-3-Benzoyl-α-methylbenzeneacetic acid, (S)-2-(3-Benzoylphenyl)propionic acid Keral Dexketoprofen API Benzeneacetic acid,3-benzoyl-a-Methyl-, (aS)- (S)-(+)-Ketoprofen 99% Ketoprofen S-Isomer (S)-(+)-3-Benzoyl-a-methylbenzeneacetic Acid Dexketoprofe (s)-(+)-3-benzoyl-α-methylbenzeneacetic acid (+)-(S)-m-Benzoylhydratropic acid (2S)-2-(3-Benzoylphenyl)propionic acid Benzeneacetic acid, 3-benzoyl-a-methyl-, (aS)- (9CI) Benzeneacetic acid, 3-benzoyl-a-methyl-, (S)- Hydratropic acid, m-benzoyl-, (+)- (8CI) Ketoprofen Impurity 13(S-Isomer) Benzeneacetic acid, 3-benzoyl-α-methyl-, (αS)- exketoprofen 2-(3-benzoylphenyl)propionic acid (S)-(+)-ketoprofen S-(+)-Ketoprofen S)-ketoprofen Dexketoprofen (2S)-2-(3-benzoylphenyl)propanoic acid (S)-(+)-Ketoprofen (S)-KETOPROFEN Dexketoprofen (2S)-2-(3-Benzoylphenyl)propanoic acid Dexketoprofen，(S)-(+)-Ketoprofen (+)-Ketoprofen levoketoprofen 22161-81-5 C6H5COC6H4CHCH3CO2H C6H5COC6H4CHCH3COOH Enzymes, Inhibitors, and Substrates Cyclooxygenase Inhibitors Cyclooxygenase (COX) Enzymes Organic Building Blocks Biochemicals and Reagents BioChemical Asymmetric Synthesis Application Index Carboxylic Acids Cell Signaling Enzymes Chiral Building Blocks Other APIs Aromatics Chiral Reagents Chiral Compound Intermediates & Fine Chemicals Pharmaceuticals