MedKoo Cat#: 558284 | Name: Valdecoxib
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Valdecoxib, also known as SC-65872, is a non-steroidal anti-inflammatory drug (NSAID) used in the treatment of osteoarthritis, rheumatoid arthritis, and painful menstruation and menstrual symptoms. It is a selective cyclooxygenase-2 inhibitor. It was approved in 2001 to treat arthritis and menstrual cramps. It was withdraw in 2005.

Chemical Structure

Valdecoxib
Valdecoxib
CAS#181695-72-7

Theoretical Analysis

MedKoo Cat#: 558284

Name: Valdecoxib

CAS#: 181695-72-7

Chemical Formula: C16H14N2O3S

Exact Mass: 314.0725

Molecular Weight: 314.36

Elemental Analysis: C, 61.13; H, 4.49; N, 8.91; O, 15.27; S, 10.20

Price and Availability

Size Price Availability Quantity
10mg USD 350.00 2 Weeks
25mg USD 650.00 2 Weeks
50mg USD 1,000.00 2 Weeks
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Related CAS #
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Synonym
SC-65872; SC65872; SC 65872; Valdecoxib; Bextra
IUPAC/Chemical Name
4-(5-methyl-3-phenylisoxazol-4-yl)benzenesulfonamide
InChi Key
LNPDTQAFDNKSHK-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H14N2O3S/c1-11-15(12-7-9-14(10-8-12)22(17,19)20)16(18-21-11)13-5-3-2-4-6-13/h2-10H,1H3,(H2,17,19,20)
SMILES Code
CC1=C(C2=CC=C(S(N)(=O)=O)C=C2)C(C3=CC=CC=C3)=NO1
Appearance
White to off-white solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Certificate of Analysis
Safety Data Sheet (SDS)

Preparing Stock Solutions

The following data is based on the product molecular weight 314.36 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
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The shared mechanism and potential diagnostic markers for premature ovarian failure and dry eye disease. Sci Rep. 2024 Jul 13;14(1):16178. doi: 10.1038/s41598-024-67284-3. PMID: 39003404; PMCID: PMC11246504. 6: Zhao S, Zeng D, Wang M, Jiang X. C-SuFEx linkage of sulfonimidoyl fluorides and organotrifluoroborates. Nat Commun. 2024 Jan 25;15(1):727. doi: 10.1038/s41467-024-44998-6. PMID: 38272934; PMCID: PMC10810801. 7: Singh V, Kumar D, Mishra BK, Tiwari B. Iodobenzene-Catalyzed Synthesis of Fully Functionalized NH-Pyrazoles and Isoxazoles from α,β-Unsaturated Hydrazones and Oximes via 1,2-Aryl Shift. Org Lett. 2024 Jan 12;26(1):385-389. doi: 10.1021/acs.orglett.3c04057. Epub 2023 Dec 27. PMID: 38150709. 8: Wu H, Chen K, Liu Y, Wan JP. Unlock the C-N Bond Amidation of Enaminones: Metal-Free Synthesis of Enamides by Water-Assisted Transamidation. J Org Chem. 2024 Jan 5;89(1):216-223. doi: 10.1021/acs.joc.3c01926. Epub 2023 Dec 18. PMID: 38109677. 9: Cao Y, Bairam A, Liu MC, Uetrecht J. Potential Involvement of Sulfotransferase in the Mechanism of Lamotrigine-induced Skin Rash. Chem Res Toxicol. 2023 Nov 20;36(11):1711-1716. doi: 10.1021/acs.chemrestox.3c00187. Epub 2023 Nov 3. PMID: 37922508; PMCID: PMC10664754. 10: Brockow K, Wurpts G, Trautmann A, Pfützner W, Treudler R, Bircher AJ, Brehler R, Buhl T, Dickel H, Fuchs T, Jakob T, Kurz J, Kreft B, Lange L, Merk HF, Mockenhaupt M, Mülleneisen N, Ott H, Ring J, Ruëff F, Sachs B, Sitter H, Wedi B, Wöhrl S, Worm M, Zuberbier T. Guideline for allergological diagnosis of drug hypersensitivity reactions: S2k Guideline of the German Society for Allergology and Clinical Immunology (DGAKI) in cooperation with the German Dermatological Society (DDG), the Association of German Allergologists (ÄDA), the German Society for Pediatric Allergology (GPA), the German Contact Dermatitis Research Group (DKG), the German Society for Pneumology (DGP), the German Society of Otorhinolaryngology, Head and Neck Surgery, the Austrian Society of Allergology and Immunology (ÖGAI), the Austrian Society of Dermatology and Venereology (ÖGDV), the German Academy of Allergology and Environmental Medicine (DAAU), and the German Documentation Center for Severe Skin Reactions (dZh). Allergol Select. 2023 Aug 9;7:122-139. doi: 10.5414/ALX02422E. PMID: 37705676; PMCID: PMC10495942. 11: Chambers RK, Weaver JD, Kim J, Hoar JL, Krska SW, White MC. A preparative small-molecule mimic of liver CYP450 enzymes in the aliphatic C-H oxidation of carbocyclic N-heterocycles. Proc Natl Acad Sci U S A. 2023 Jul 18;120(29):e2300315120. doi: 10.1073/pnas.2300315120. Epub 2023 Jul 10. PMID: 37428920; PMCID: PMC10629554. 12: Rahman M, Upadhyay S, Ganguly K, Introna M, Ji J, Boman C, Muala A, Blomberg A, Sandström T, Palmberg L. Comparable Response Following Exposure to Biodiesel and Diesel Exhaust Particles in Advanced Multicellular Human Lung Models. Toxics. 2023 Jun 14;11(6):532. doi: 10.3390/toxics11060532. PMID: 37368632; PMCID: PMC10304096. 13: Raudszus R, Paulig A, Urban N, Deckers A, Gräßle S, Vanderheiden S, Jung N, Bräse S, Schaefer M, Hill K. Pharmacological inhibition of TRPV2 attenuates phagocytosis and lipopolysaccharide-induced migration of primary macrophages. Br J Pharmacol. 2023 Nov;180(21):2736-2749. doi: 10.1111/bph.16154. Epub 2023 Jul 6. PMID: 37254803. 14: Mude L, Jupudi S, Swaroop AK, Tallapaneni V, Karri VVSR. Molecular insights in repurposing selective COX-2 inhibitor celecoxib against matrix metalloproteinases in potentiating delayed wound healing: a molecular docking and MMPB/SA based analysis of molecular dynamic simulations. J Biomol Struct Dyn. 2024 Mar;42(5):2437-2448. doi: 10.1080/07391102.2023.2209666. Epub 2023 May 9. PMID: 37160705. 15: Zhang Z, Fan D, Zheng L, Li H, Zhang X, Yang X. Comparison of pharmacokinetic profiles in hypoalbuminemia and healthy rats after parecoxib sodium injection by LC-MS/MS. Bioanalysis. 2023 Feb;15(4):231-243. doi: 10.4155/bio-2022-0197. Epub 2023 Apr 6. PMID: 37021772. 16: Badreldin N, Ditosto JD, Holder K, Beestrum M, Yee LM. Interventions to Reduce Inpatient and Discharge Opioid Prescribing for Postpartum Patients: A Systematic Review. J Midwifery Womens Health. 2023 Mar;68(2):187-204. doi: 10.1111/jmwh.13475. Epub 2023 Feb 21. PMID: 36811227; PMCID: PMC10089962. 17: Panda KC, Varaha Bera RKV, Sahoo BM, Swain P. Green Chemistry Approach for the Synthesis of Isoxazole Derivatives and Evaluation of their Anti-epileptic Activity. Curr Drug Discov Technol. 2023;20(3):e150223213697. doi: 10.2174/1570163820666230215125043. PMID: 36790007. 18: Gao Z, Li M, Yao F, Xia X, Duan T, Meng J, Huang Y, He Y, Saro A, Huang J. Valdecoxib Protects against Cell Apoptosis Induced by Endoplasmic Reticulum Stress via the Inhibition of PERK-ATF4-CHOP Pathway in Experimental Glaucoma. Int J Mol Sci. 2022 Oct 26;23(21):12983. doi: 10.3390/ijms232112983. PMID: 36361772; PMCID: PMC9657191. 19: Hannam JA, Murto KT, Anderson BJ, Dembo G, Kharasch ED. Modeling adult COX-2 cerebrospinal fluid pharmacokinetics to inform pediatric investigation. Paediatr Anaesth. 2023 Apr;33(4):291-302. doi: 10.1111/pan.14590. Epub 2022 Nov 14. PMID: 36318604. 20: Trang NTK, Yoo H. Antitumor effects of valdecoxib on hypopharyngeal squamous carcinoma cells. Korean J Physiol Pharmacol. 2022 Nov 1;26(6):439-446. doi: 10.4196/kjpp.2022.26.6.439. PMID: 36302619; PMCID: PMC9614398.