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MedKoo Cat#: 534852 | Name: Fenclozic acid

Description:

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

Fenclozic acid is an analgesic & antipyretic with anti-inflammatory properties.

Chemical Structure

Fenclozic acid
Fenclozic acid
CAS#17969-20-9

Theoretical Analysis

MedKoo Cat#: 534852

Name: Fenclozic acid

CAS#: 17969-20-9

Chemical Formula: C11H8ClNO2S

Exact Mass: 252.9964

Molecular Weight: 253.70

Elemental Analysis: C, 52.08; H, 3.18; Cl, 13.97; N, 5.52; O, 12.61; S, 12.64

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Fenclozic acid
IUPAC/Chemical Name
2-(p-Chlorophenyl)-4-thiazoleacetic acid
InChi Key
APBSKHYXXKHJFK-UHFFFAOYSA-N
InChi Code
InChI=1S/C11H8ClNO2S/c12-8-3-1-7(2-4-8)11-13-9(6-16-11)5-10(14)15/h1-4,6H,5H2,(H,14,15)
SMILES Code
O=C(O)CC1=CSC(C2=CC=C(Cl)C=C2)=N1
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
Shelf Life
>3 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

Preparing Stock Solutions

The following data is based on the product molecular weight 253.70 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
1: Ekdahl A, Weidolf L, Baginski M, Morikawa Y, Thompson RA, Wilson ID. The metabolic fate of fenclozic acid in chimeric mice with a humanized liver. Arch Toxicol. 2018 Sep;92(9):2819-2828. doi: 10.1007/s00204-018-2274-0. Epub 2018 Aug 9. PMID: 30094548; PMCID: PMC6132692. 2: Fenclozic acid. Lancet. 1970 Mar 28;1(7648):662-3. PMID: 4190640. 3: Pickup K, Martin S, Partridge EA, Jones HB, Wills J, Schulz-Utermoehl T, McCarthy A, Rodrigues A, Page C, Ratcliffe K, Sarda S, Wilson ID. Acute liver effects, disposition and metabolic fate of [14C]-fenclozic acid following oral administration to normal and bile-cannulated male C57BL/6J mice. Arch Toxicol. 2017 Jul;91(7):2643-2653. doi: 10.1007/s00204-016-1894-5. Epub 2016 Nov 28. PMID: 27896398; PMCID: PMC5489613. 4: Pickup K, Wills J, Rodrigues A, Jones HB, Page C, Martin S, Sarda S, Wilson I. The metabolic fate of [14C]-fenclozic acid in the hepatic reductase null (HRN) mouse. Xenobiotica. 2014 Jan;44(2):164-73. doi: 10.3109/00498254.2013.866299. Epub 2013 Dec 10. PMID: 24320884. 5: Martin S, Lenz EM, Keene W, Clench MR. Identification of the reactive metabolites of fenclozic acid in bile duct cannulated rats. Anal Chem. 2014 Nov 18;86(22):11281-9. doi: 10.1021/ac502943d. Epub 2014 Oct 31. PMID: 25321605. 6: Akingbasote JA, Foster AJ, Jones HB, David R, Gooderham NJ, Wilson ID, Kenna JG. Improved hepatic physiology in hepatic cytochrome P450 reductase null (HRN™) mice dosed orally with fenclozic acid. Toxicol Res (Camb). 2016 Nov 9;6(1):81-88. doi: 10.1039/c6tx00376a. PMID: 30090479; PMCID: PMC6062145. 7: Rodrigues AV, Rollison HE, Martin S, Sarda S, Schulz-Utermoehl T, Stahl S, Gustafsson F, Eakins J, Kenna JG, Wilson ID. In vitro exploration of potential mechanisms of toxicity of the human hepatotoxic drug fenclozic acid. Arch Toxicol. 2013 Aug;87(8):1569-79. doi: 10.1007/s00204-013-1056-y. Epub 2013 Apr 23. PMID: 23609606. 8: Newbould BB. The pharmacology of fenclozic acid (2-(4-chlorophenyl)-thiazol-4-ylacetic acid; I.C.I. 54,450; 'Myalex'); a new compound with anti-inflammatory, analgesic and antipyretic activityl. Br J Pharmacol. 1969 Mar;35(3):487-97. doi: 10.1111/j.1476-5381.1969.tb08290.x. PMID: 5809740; PMCID: PMC1703354. 9: Curtis CG, Powell GM, Bradbury A, Rhodes C. The fate of fenclozic acid in the gut and its effect on some aspects of gut metabolism. Xenobiotica. 1983 Aug;13(8):483-96. doi: 10.3109/00498258309052288. PMID: 6689100. 10: Killick DA, Bushby N. A modern approach to the synthesis of 2-(4-chlorophenyl)[2-(14)C]thiazol-4-ylacetic acid ([(14)C] fenclozic acid) and its acyl glucuronide metabolite. J Labelled Comp Radiopharm. 2013 Jan;56(1):17-21. doi: 10.1002/jlcr.2985. Epub 2013 Jan 11. PMID: 24285136. 11: Howe R, Moore RH, Rao BS, Wood AH. Metabolism of 2-(4-chlorophenyl)thiazol-4-ylacetic acid (fenclozic acid) and related compounds by microorganisms. J Med Chem. 1972 Oct;15(10):1040-5. doi: 10.1021/jm00280a012. PMID: 5069772. 12: Chalmers TM, Pohl JE, Platt DS. Evaluation in man of fenclozic acid (I.C.I. 54,450: Myalex), a new anti-inflammatory agent. I. Serum concentration studies in healthy individuals and in patients with rheumatoid arthritis. Ann Rheum Dis. 1969 Nov;28(6):590-4. doi: 10.1136/ard.28.6.590. PMID: 4903318; PMCID: PMC1031292. 13: Chalmers TM, Kellgren JH, Platt DS. Evaluation in man of fenclozic acid (I.C.I. 54,450: Myalex), a new anti-inflamatory agent. II. Clinical trial in patients with rheumatoid arthritis. Ann Rheum Dis. 1969 Nov;28(6):595-601. doi: 10.1136/ard.28.6.595. PMID: 4903319; PMCID: PMC1031293. 14: Ratnasooriya WD, Wadsworth RM. The effects of fenclozic acid on fertility of male rats. Contraception. 1979 Feb;19(2):129-34. doi: 10.1016/s0010-7824(79)80025-6. PMID: 581863. 15: Bradbury A, Powell GM, Curtis CG, Rhodes C. The enhanced biliary secretion of a taurine conjugate in the rat after intraduodenal administration of high doses of fenclozic acid. Xenobiotica. 1981 Oct;11(10):665-74. doi: 10.3109/00498258109049086. PMID: 6895682. 16: 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. 17: Albrecht W. Highlight report: New applications of chimeric mice with humanized livers. Arch Toxicol. 2018 Dec;92(12):3607-3608. doi: 10.1007/s00204-018-2358-x. Epub 2018 Nov 23. PMID: 30467584. 18: Platt DS. Pharmacokinetics of fenclozic acid in animals and man. J Pharm Sci. 1971 Mar;60(3):366-71. doi: 10.1002/jps.2600600305. PMID: 4999104. 19: Wood JH, Thakker KM. Michaelis-Menten absorption kinetics in drugs: - examples and implications. Eur J Clin Pharmacol. 1982;23(2):183-8. doi: 10.1007/BF00545976. PMID: 7140809. 20: Rosazza JP, Smith RV. Microbial models for drug metabolism. Adv Appl Microbiol. 1979;25:169-208. doi: 10.1016/s0065-2164(08)70150-3. PMID: 397736.