Suprofen

For research use only. Not for therapeutic Use.

  • CAT Number: A000794
  • CAS Number: 40828-46-4
  • Molecular Formula: C14H12O3S
  • Molecular Weight: 260.3
  • Purity: ≥95%
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Suprofen is a non-steroidal anti-inflammatory drug.


Catalog Number A000794
CAS Number 40828-46-4
Synonyms

Profenal; Sutoprofen; 40828-46-4; Suprol; Maldocil

Molecular Formula C14H12O3S
Purity ≥95%
Target PGE synthase
Solubility Soluble in DMSO > 10 mM
Storage -20°C
InChI 1S/C14H12O3S/c1-9(14(16)17)10-4-6-11(7-5-10)13(15)12-3-2-8-18-12/h2-9H,1H3,(H,16,17)
InChIKey MDKGKXOCJGEUJW-UHFFFAOYSA-N
SMILES CC(C1=CC=C(C=C1)C(=O)C2=CC=CS2)C(=O)O
Reference

1: Palumbo F, Bosca F, Morera IM, Andreu I, Miranda MA. Biradical vs singlet
oxygen photogeneration in suprofen-cholesterol systems. Beilstein J Org Chem.
2016 Jun 14;12:1196-202. doi: 10.3762/bjoc.12.115. eCollection 2016. PubMed PMID:
27559371; PubMed Central PMCID: PMC4979683.

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2: Musa KA, Eriksson LA. Photodegradation mechanism of nonsteroidal
anti-inflammatory drugs containing thiophene moieties: suprofen and tiaprofenic
acid. J Phys Chem B. 2009 Aug 13;113(32):11306-13. doi: 10.1021/jp904171p. PubMed
PMID: 19719267.
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3: Hutzler JM, Balogh LM, Zientek M, Kumar V, Tracy TS. Mechanism-based
inactivation of cytochrome P450 2C9 by tienilic acid and (+/-)-suprofen: a
comparison of kinetics and probe substrate selection. Drug Metab Dispos. 2009
Jan;37(1):59-65. doi: 10.1124/dmd.108.023358. Epub 2008 Oct 6. PubMed PMID:
18838506; PubMed Central PMCID: PMC2610245.
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4: Dawood MY, Khan-Dawood FS. Differential suppression of menstrual fluid
prostaglandin F2a, prostaglandin E2, 6-keto prostaglandin F1a and thromboxane B2
by suprofen in women with primary dysmenorrhea. Prostaglandins Other Lipid
Mediat. 2007 Feb;83(1-2):146-53. Epub 2006 Dec 8. PubMed PMID: 17259081.

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5: Wang LW, Cheng YC, Tsai SW. Process modeling of the lipase-catalyzed dynamic
kinetic resolution of (R, S)-suprofen 2,2,2-trifluoroethyl thioester in a
hollow-fiber membrane. Bioprocess Biosyst Eng. 2004 Dec;27(1):39-49. Epub 2004
Nov 18. PubMed PMID: 15645310.
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6: Cirli OO, Hasirci V. UV-induced drug release from photoactive REV sensitized
by suprofen. J Control Release. 2004 Apr 16;96(1):85-96. PubMed PMID: 15063031.

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7: Shrivastava SK, Jain DK, Trivedi P. Dextrans–potential polymeric drug
carriers for suprofen. Pharmazie. 2003 Nov;58(11):804-6. PubMed PMID: 14664336.
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8: O/’Donnell JP, Dalvie DK, Kalgutkar AS, Obach RS. Mechanism-based inactivation
of human recombinant P450 2C9 by the nonsteroidal anti-inflammatory drug
suprofen. Drug Metab Dispos. 2003 Nov;31(11):1369-77. PubMed PMID: 14570769.
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9: Moison RM, Rijnkels JM, Podda E, Righele F, Tomasello F, Caffieri S,
Beijersbergen van Henegouwen GM. Topically applied vitamin C and cysteine
derivatives protect against UVA-induced photodegradation of suprofen in ex vivo
pigskin. Photochem Photobiol. 2003 Apr;77(4):343-8. PubMed PMID: 12733644.
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10: Sugiura M, Hayakawa R, Xie Z, Sugiura K, Hiramoto K, Shamoto M. Experimental
study on phototoxicity and the photosensitization potential of ketoprofen,
suprofen, tiaprofenic acid and benzophenone and the photocross-reactivity in
guinea pigs. Photodermatol Photoimmunol Photomed. 2002 Apr;18(2):82-9. PubMed
PMID: 12147041.

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