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(S)-Ketoprofen (Synonyms: (S)-2-(3-benzoylphenyl)Propionic Acid,Dexketoprofen)

Catalog No.GC15977

COX-1 and COX-2 inhibitor

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(S)-Ketoprofen Chemical Structure

Cas No.: 22161-81-5

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10mM (in 1mL DMSO)
$38.00
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500mg
$36.00
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1g
$58.00
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5g
$174.00
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Sample solution is provided at 25 µL, 10mM.

Product Documents

Quality Control & SDS

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Background

(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].

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.

Chemical Properties

Cas No. 22161-81-5 SDF
Synonyms (S)-2-(3-benzoylphenyl)Propionic Acid,Dexketoprofen
Chemical Name (S)-3-benzoyl-α-methyl-benzeneacetic acid
Canonical SMILES O=C(C1=CC=CC([C@H](C)C(O)=O)=C1)C2=CC=CC=C2
Formula C16H14O3 M.Wt 254.3
Solubility ≥ 10.6mg/mL in DMSO Storage Store at -20°C
General tips Please select the appropriate solvent to prepare the stock solution according to the solubility of the product in different solvents; once the solution is prepared, please store it in separate packages to avoid product failure caused by repeated freezing and thawing.Storage method and period of the stock solution: When stored at -80°C, please use it within 6 months; when stored at -20°C, please use it within 1 month.
To increase solubility, heat the tube to 37°C and then oscillate in an ultrasonic bath for some time.
Shipping Condition Evaluation sample solution: shipped with blue ice. All other sizes available: with RT, or with Blue Ice upon request.

Complete Stock Solution Preparation Table

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1 mg 5 mg 10 mg
1 mM 3.9324 mL 19.6618 mL 39.3236 mL
5 mM 0.7865 mL 3.9324 mL 7.8647 mL
10 mM 0.3932 mL 1.9662 mL 3.9324 mL
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Reviews

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Average Rating: 5 ★★★★★ (Based on Reviews and 38 reference(s) in Google Scholar.)

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