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MedKoo Cat#: 318783 | Name: Suprofen
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Description:

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

Suprofen is a non-steroidal anti-inflammatory drug.

Chemical Structure

Suprofen
Suprofen
CAS#40828-46-4

Theoretical Analysis

MedKoo Cat#: 318783

Name: Suprofen

CAS#: 40828-46-4

Chemical Formula: C14H12O3S

Exact Mass: 260.0507

Molecular Weight: 260.31

Elemental Analysis: C, 64.60; H, 4.65; O, 18.44; S, 12.32

Price and Availability

Size Price Availability Quantity
10mg USD 190.00
25mg USD 400.00
50mg USD 750.00
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Related CAS #
No Data
Synonym
R-25061; R25061; R 25061; Suprofen; Suprofenum; Profenal
IUPAC/Chemical Name
2-(4-(thiophene-2-carbonyl)phenyl)propanoic acid
InChi Key
MDKGKXOCJGEUJW-UHFFFAOYSA-N
InChi Code
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)
SMILES Code
CC(C1=CC=C(C(C2=CC=CS2)=O)C=C1)C(O)=O
Appearance
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, not in water
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
The biological target of suprofen is the inhibition of prostaglandin biosynthesis, primarily through inhibition of the enzyme cyclooxygenase (COX), which is responsible for the conversion of arachidonic acid into prostaglandins.
In vitro activity:
Suprofen was evaluated for its effects on human platelet function, fibrinolysis, proteolysis, and coagulation compared to reference compounds. Suprofen demonstrated concentration-dependent inhibition of platelet aggregation induced by collagen, adrenaline, and arachidonic acid, with similar efficacy to indomethacin but greater inhibition of thrombin-induced aggregation. Suprofen also reduced platelet release reactions and albumin proteolysis in a substrate-competitive manner, suggesting its potential as an inhibitor of platelet function and proteolytic activity.
In vivo activity:
Suprofen exhibited high potency compared to acetaminophen, codeine, zomepirac, and diflunisal, and showed synergistic effects with acetaminophen. Unlike morphine, suprofen's analgesic effect was not blocked by naloxone, indicating a distinct mechanism of action. Furthermore, suprofen displayed potent inhibition of arachidonate-induced writhing and was equipotent to morphine in the yeast-induced paw edema assay, suggesting its potential as a new class of potent, orally effective, peripheral analgesics suitable for various clinical pain conditions previously treated with narcotics. Reference: 1. Capetola RJ, Shriver DA, Rosenthale ME. Suprofen, a new peripheral analgesic. J Pharmacol Exp Ther. 1980 Jul;214(1):16-23. PMID: 6993657.
Solvent mg/mL mM
Solubility
DMSO 100.0 384.20
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 260.31 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
Formulation protocol:
Capetola RJ, Shriver DA, Rosenthale ME. Suprofen, a new peripheral analgesic. J Pharmacol Exp Ther. 1980 Jul;214(1):16-23. PMID: 6993657. Yeadon A, Raina M, Gardner MC, Milak DM, Smith KE. Suprofen. An overview of long-term safety. Pharmacology. 1983;27 Suppl 1:87-94. doi: 10.1159/000137904. PMID: 6361795. De Clerck F, Vermylen J, Reneman R. Effects of suprofen, an inhibitor of prostaglandin biosynthesis, on platelet function, plasma coagulation and fibrinolysis. I. In vitro experiments. Arch Int Pharmacodyn Ther. 1975 Aug;216(2):263-79. PMID: 1180617. Giammona G, Pitarresi G, Tomarchio V, De Guidi G, Giuffrida S. Swellable microparticles containing Suprofen: evaluation of in vitro release and photochemical behaviour. J Control Release. 1998 Feb 12;51(2-3):249-57. doi: 10.1016/s0168-3659(97)00177-6. PMID: 9685923.
In vitro protocol:
De Clerck F, Vermylen J, Reneman R. Effects of suprofen, an inhibitor of prostaglandin biosynthesis, on platelet function, plasma coagulation and fibrinolysis. I. In vitro experiments. Arch Int Pharmacodyn Ther. 1975 Aug;216(2):263-79. PMID: 1180617. Giammona G, Pitarresi G, Tomarchio V, De Guidi G, Giuffrida S. Swellable microparticles containing Suprofen: evaluation of in vitro release and photochemical behaviour. J Control Release. 1998 Feb 12;51(2-3):249-57. doi: 10.1016/s0168-3659(97)00177-6. PMID: 9685923.
In vivo protocol:
Capetola RJ, Shriver DA, Rosenthale ME. Suprofen, a new peripheral analgesic. J Pharmacol Exp Ther. 1980 Jul;214(1):16-23. PMID: 6993657. Yeadon A, Raina M, Gardner MC, Milak DM, Smith KE. Suprofen. An overview of long-term safety. Pharmacology. 1983;27 Suppl 1:87-94. doi: 10.1159/000137904. PMID: 6361795.
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Epub 2020 Jan 6. PMID: 31905261. 6: Servais AC, Fillet M. Enantioseparations in Nonaqueous Capillary Electrophoresis Using Charged Cyclodextrins. Methods Mol Biol. 2019;1985:373-381. doi: 10.1007/978-1-4939-9438-0_21. PMID: 31069746. 7: Cucinotta V, Messina M, Contino A, Maccarrone G, Orlandini S, Giuffrida A. Chiral separation of terbutaline and non-steroidal anti-inflammatory drugs by using a new lysine-bridged hemispherodextrin in capillary electrophoresis. J Pharm Biomed Anal. 2017 Oct 25;145:734-741. doi: 10.1016/j.jpba.2017.07.041. Epub 2017 Aug 3. PMID: 28806570. 8: 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. PMID: 27559371; PMCID: PMC4979683. 9: Jaladanki CK, Taxak N, Varikoti RA, Bharatam PV. Toxicity Originating from Thiophene Containing Drugs: Exploring the Mechanism using Quantum Chemical Methods. Chem Res Toxicol. 2015 Dec 21;28(12):2364-76. doi: 10.1021/acs.chemrestox.5b00364. Epub 2015 Dec 10. PMID: 26574776. 10: Rodrigues EB, Farah ME, Bottós JM, Bom Aggio F. Nonsteroidal Anti- Inflammatory Drugs in the Treatment of Retinal Diseases. Dev Ophthalmol. 2016;55:212-20. doi: 10.1159/000431197. Epub 2015 Oct 26. PMID: 26502088. 11: Chang CW, Chen YC, Liu CY. Separation and on-line preconcentration of nonsteroidal anti-inflammatory drugs by microemulsion electrokinetic chromatography. Electrophoresis. 2015 Nov;36(21-22):2745-2753. doi: 10.1002/elps.201500160. Epub 2015 Sep 25. PMID: 26257197. 12: Andreu I, Morera I, Palumbo F, Sastre G, Bosca F, Miranda MA. Steric shielding vs. σ-π orbital interactions in triplet-triplet energy transfer. Chem Sci. 2015 Jul 1;6(7):4035-4041. doi: 10.1039/c5sc00823a. Epub 2015 May 1. PMID: 29218169; PMCID: PMC5707473. 13: Darnell M, Breitholtz K, Isin EM, Jurva U, Weidolf L. Significantly Different Covalent Binding of Oxidative Metabolites, Acyl Glucuronides, and S-Acyl CoA Conjugates Formed from Xenobiotic Carboxylic Acids in Human Liver Microsomes. Chem Res Toxicol. 2015 May 18;28(5):886-96. doi: 10.1021/tx500514z. Epub 2015 Apr 8. PMID: 25803559. 14: Maji A, Rana S, Akanksha, Maiti D. Synthesis of bis(heteroaryl) ketones by removal of benzylic CHR and CO groups. Angew Chem Int Ed Engl. 2014 Feb 24;53(9):2428-32. doi: 10.1002/anie.201308785. Epub 2014 Jan 31. PMID: 24481978. 15: Derry S, Faura C, Edwards J, McQuay HJ, Moore RA. WITHDRAWN: Single dose dipyrone for acute postoperative pain. Cochrane Database Syst Rev. 2013 Nov 25;2013(11):CD003227. doi: 10.1002/14651858.CD003227.pub3. PMID: 24277663; PMCID: PMC6564094. 16: Servais AC, Fillet M. Enantioseparations in nonaqueous capillary electrophoresis using charged cyclodextrins. Methods Mol Biol. 2013;970:297-305. doi: 10.1007/978-1-62703-263-6_19. PMID: 23283786. 17: Rocco A, Maruška A, Fanali S. Cyclodextrins as a chiral mobile phase additive in nano-liquid chromatography: comparison of reversed-phase silica monolithic and particulate capillary columns. Anal Bioanal Chem. 2012 Mar;402(9):2935-43. doi: 10.1007/s00216-012-5764-6. Epub 2012 Feb 16. PMID: 22349325. 18: Potter T, Lewis R, Luker T, Bonnert R, Bernstein MA, Birkinshaw TN, Thom S, Wenlock M, Paine S. In silico prediction of acyl glucuronide reactivity. J Comput Aided Mol Des. 2011 Nov;25(11):997-1005. doi: 10.1007/s10822-011-9479-0. Epub 2011 Oct 26. PMID: 22042375. 19: Skuladottir HM, Andresdottir MB, Hardarson S, Arnadottir M. Brátt síðuheilkenni: algeng birtingarmynd bráðrar nýrnabilunar hjá ungum mönnum á Íslandi [Acute flank pain syndrome: a common presentation of acute renal failure in young men in Iceland]. Laeknabladid. 2011 Apr;97(4):215-21. Icelandic. doi: 10.17992/lbl.2011.04.361. PMID: 21451200. 20: Edwards J, Meseguer F, Faura C, Moore RA, McQuay HJ, Derry S. Single dose dipyrone for acute postoperative pain. Cochrane Database Syst Rev. 2010 Sep 8;(9):CD003227. doi: 10.1002/14651858.CD003227.pub2. Update in: Cochrane Database Syst Rev. 2013 Nov 25;(11):CD003227. doi: 10.1002/14651858.CD003227.pub3. PMID: 20824835; PMCID: PMC4160844.