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MedKoo Cat#: 562483 | Name: 4-Hydroxytolbutamide

Description:

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

4-Hydroxytolbutamide is a metabolite of tolbutamide. It is formed by the cytochrome CYP2CIIC8 and IIC9 subfamily of P450 enzymes.

Chemical Structure

4-Hydroxytolbutamide
4-Hydroxytolbutamide
CAS#5719-85-7

Theoretical Analysis

MedKoo Cat#: 562483

Name: 4-Hydroxytolbutamide

CAS#: 5719-85-7

Chemical Formula: C12H18N2O4S

Exact Mass: 286.0987

Molecular Weight: 286.34

Elemental Analysis: C, 50.33; H, 6.34; N, 9.78; O, 22.35; S, 11.20

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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Synonym
4-Hydroxytolbutamide; 4 Hydroxytolbutamide; 4 ydroxytolbutamide;
IUPAC/Chemical Name
N-(Butylaminocarbonyl)-4-hydroxymethylbenzenesulfonamide
InChi Key
SJRHYONYKZIRPM-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H18N2O4S/c1-2-3-8-13-12(16)14-19(17,18)11-6-4-10(9-15)5-7-11/h4-7,15H,2-3,8-9H2,1H3,(H2,13,14,16)
SMILES Code
O=S(C1=CC=C(CO)C=C1)(NC(NCCCC)=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
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

Preparing Stock Solutions

The following data is based on the product molecular weight 286.34 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: Cheng Y, Liang X, Feng L, Liu D, Qin M, Liu S, Liu G, Dong M. Effects of phillyrin and forsythoside A on rat cytochrome P450 activities in vivo and in vitro. Xenobiotica. 2017 Apr;47(4):297-303. doi: 10.1080/00498254.2016.1193262. Epub 2016 Jun 16. PubMed PMID: 27310729. 2: Di Nardo G, Dell'Angelo V, Catucci G, Sadeghi SJ, Gilardi G. Subtle structural changes in the Asp251Gly/Gln307His P450 BM3 mutant responsible for new activity toward diclofenac, tolbutamide and ibuprofen. Arch Biochem Biophys. 2016 Jul 15;602:106-115. doi: 10.1016/j.abb.2015.12.005. Epub 2015 Dec 21. PubMed PMID: 26718083. 3: Lu J, Ding T, Qin X, Liu M, Wang X. In vitro and in vivo evaluation of cucurbitacin E on rat hepatic CYP2C11 expression and activity using LC-MS/MS. Sci China Life Sci. 2017 Feb;60(2):215-224. doi: 10.1007/s11427-015-4911-7. Epub 2015 Sep 9. PubMed PMID: 26354504. 4: Geng T, Si H, Kang D, Li Y, Huang W, Ding G, Wang Z, Bi Y, Zhang H, Xiao W. Influences of Re Du Ning Injection, a traditional Chinese medicine injection, on the CYP450 activities in rats using a cocktail method. J Ethnopharmacol. 2015 Nov 4;174:426-36. doi: 10.1016/j.jep.2015.08.035. Epub 2015 Aug 28. PubMed PMID: 26318744. 5: Wang HJ, Pao LH, Hsiong CH, Shih TY, Lee MS, Hu OY. Dietary flavonoids modulate CYP2C to improve drug oral bioavailability and their qualitative/quantitative structure-activity relationship. AAPS J. 2014 Mar;16(2):258-68. doi: 10.1208/s12248-013-9549-4. Epub 2014 Jan 16. PubMed PMID: 24431079; PubMed Central PMCID: PMC3933575. 6: Qin CZ, Ren X, Tan ZR, Chen Y, Yin JY, Yu J, Qu J, Zhou HH, Liu ZQ. A high-throughput inhibition screening of major human cytochrome P450 enzymes using an in vitro cocktail and liquid chromatography-tandem mass spectrometry. Biomed Chromatogr. 2014 Feb;28(2):197-203. doi: 10.1002/bmc.3003. Epub 2013 Aug 15. PubMed PMID: 23946123. 7: Ikeda T, Aoyama S, Tozuka Z, Nozawa K, Hamabe Y, Matsui T, Kainuma M, Hasegawa S, Maeda K, Sugiyama Y. Microdose pharmacogenetic study of ¹⁴C-tolbutamide in healthy subjects with accelerator mass spectrometry to examine the effects of CYP2C9∗3 on its pharmacokinetics and metabolism. Eur J Pharm Sci. 2013 Jul 16;49(4):642-8. doi: 10.1016/j.ejps.2013.05.016. Epub 2013 May 29. PubMed PMID: 23727057. 8: Lee JT, Pao LH, Hsiong CH, Huang PW, Shih TY, Yoa-Pu Hu O. Validated liquid chromatography-tandem mass spectrometry method for determination of totally nine probe metabolites of cytochrome P450 enzymes and UDP-glucuronosyltransferases. Talanta. 2013 Mar 15;106:220-8. doi: 10.1016/j.talanta.2012.12.023. Epub 2012 Dec 22. PubMed PMID: 23598120. 9: Teng R, Mitchell P, Butler K. Evaluation of the pharmacokinetic interaction between ticagrelor and tolbutamide, a cytochrome P450 2C9 substrate, in healthy volunteers. Int J Clin Pharmacol Ther. 2013 Apr;51(4):305-12. doi: 10.5414/CP201749. PubMed PMID: 23380426. 10: Yao M, Gao J, Li GQ, Xie Z. Quantifying four-probe metabolites in a single UPLC-MS/MS run to explore the effects of cooked rhubarb on cytochrome P450 isozymes. Bioanalysis. 2012 Nov;4(22):2693-703. doi: 10.4155/bio.12.236. PubMed PMID: 23210652. 11: Tsotsou GE, Sideri A, Goyal A, Di Nardo G, Gilardi G. Identification of mutant Asp251Gly/Gln307His of cytochrome P450 BM3 for the generation of metabolites of diclofenac, ibuprofen and tolbutamide. Chemistry. 2012 Mar 19;18(12):3582-8. doi: 10.1002/chem.201102470. Epub 2012 Feb 15. PubMed PMID: 22337118. 12: Videau O, Pitarque S, Troncale S, Hery P, Thévenot E, Delaforge M, Bénech H. Can a cocktail designed for phenotyping pharmacokinetics and metabolism enzymes in human be used efficiently in rat? Xenobiotica. 2012 Apr;42(4):349-54. doi: 10.3109/00498254.2011.625453. Epub 2012 Feb 9. PubMed PMID: 22321050. 13: Vestergren AS, Zlabek V, Pickova J, Zamaratskaia G. Tolbutamide hydroxylation by hepatic microsomes from Atlantic salmon (Salmo salar L.). Mol Biol Rep. 2012 Jun;39(6):6867-73. doi: 10.1007/s11033-012-1512-4. Epub 2012 Feb 5. PubMed PMID: 22311023. 14: Al-Jenoobi FI. Effects of some commonly used Saudi folk herbal medications on the metabolic activity of CYP2C9 in human liver microsomes. Saudi Pharm J. 2010 Jul;18(3):167-71. doi: 10.1016/j.jsps.2010.05.008. Epub 2010 May 31. PubMed PMID: 23964176; PubMed Central PMCID: PMC3730980. 15: Zhang S, Song N, Li Q, Fan H, Liu C. Liquid chromatography/tandem mass spectrometry method for simultaneous evaluation of activities of five cytochrome P450s using a five-drug cocktail and application to cytochrome P450 phenotyping studies in rats. J Chromatogr B Analyt Technol Biomed Life Sci. 2008 Aug 1;871(1):78-89. doi: 10.1016/j.jchromb.2008.06.034. Epub 2008 Jun 27. PubMed PMID: 18614408. 16: Gao ZW, Shi XJ, Yu C, Li SJ, Zhong MK. [Simultaneous determination of the inhibitory potency of compounds on the activity of five cytochrome P-450 enzymes using a cocktail probe substrates method]. Yao Xue Xue Bao. 2007 Jun;42(6):589-94. Chinese. PubMed PMID: 17702393. 17: He F, Bi HC, Xie ZY, Zuo Z, Li JK, Li X, Zhao LZ, Chen X, Huang M. Rapid determination of six metabolites from multiple cytochrome P450 probe substrates in human liver microsome by liquid chromatography/mass spectrometry: application to high-throughput inhibition screening of terpenoids. Rapid Commun Mass Spectrom. 2007;21(5):635-43. PubMed PMID: 17279482. 18: Lin LH, Huang HH, Zhang P, Zhong DF. [The inhibition of CYP2C9 isoenzyme in Cunninghamella blakesleeana AS 3. 910]. Yao Xue Xue Bao. 2006 Oct;41(10):967-72. Chinese. PubMed PMID: 17184115. 19: Yeung JH, Chan SL, Or PM. Polysaccharide peptides from COV-1 strain of Coriolus versicolor inhibit tolbutamide 4-hydroxylation in the rat in vitro and in vivo. Food Chem Toxicol. 2006 Aug;44(8):1414-23. Epub 2006 Apr 25. PubMed PMID: 16698161. 20: Huang H, Yang X, Li Q, Sun L, Zhong D. Biotransformation of tolbutamide to 4'-hydroxytolbutamide by the fungus Cunninghamella blakesleeana. Appl Microbiol Biotechnol. 2006 Sep;72(3):486-91. Epub 2006 Feb 22. PubMed PMID: 16493553.