Paracetamol mercapturate

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MedKoo CAT#: 597001

CAS#: 55748-93-1

Description: Paracetamol mercapturate is a deuterated metabolite of acetaminophen.


Price and Availability

Size Price Shipping out time Quantity
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Pricing updated 2020-07-11. Prices are subject to change without notice.

Paracetamol mercapturate is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 597001
Name: Paracetamol mercapturate
CAS#: 55748-93-1
Chemical Formula: C13H16N2O4S
Exact Mass: 296.0831
Molecular Weight: 296.34
Elemental Analysis: C, 52.69; H, 5.44; N, 9.45; O, 21.60; S, 10.82


Synonym: Paracetamol mercapturate;

IUPAC/Chemical Name: 4-acetamidophenyl acetyl-L-cysteinate

InChi Key: NTEYFNUDSXITGC-LBPRGKRZSA-N

InChi Code: InChI=1S/C13H16N2O4S/c1-8(16)14-10-3-5-11(6-4-10)19-13(18)12(7-20)15-9(2)17/h3-6,12,20H,7H2,1-2H3,(H,14,16)(H,15,17)/t12-/m0/s1

SMILES Code: SC[C@@H](C(OC1=CC=C(NC(C)=O)C=C1)=O)NC(C)=O


Technical Data

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


References

1: van der Hooft JJJ, Wandy J, Young F, Padmanabhan S, Gerasimidis K, Burgess KEV, Barrett MP, Rogers S. Unsupervised Discovery and Comparison of Structural Families Across Multiple Samples in Untargeted Metabolomics. Anal Chem. 2017 Jul 18;89(14):7569-7577. doi: 10.1021/acs.analchem.7b01391. Epub 2017 Jul 5. PubMed PMID: 28621528; PubMed Central PMCID: PMC5524435.

2: Trettin A, Batkai S, Thum T, Jordan J, Tsikas D. Trapping of NAPQI, the intermediate toxic paracetamol metabolite, by aqueous sulfide (S²⁻) and analysis by GC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Jul 15;963:99-105. doi: 10.1016/j.jchromb.2014.05.050. Epub 2014 Jun 2. PubMed PMID: 24950097.

3: Ganetsky M, Böhlke M, Pereira L, Williams D, LeDuc B, Guatam S, Salhanick SD. Effect of excipients on acetaminophen metabolism and its implications for prevention of liver injury. J Clin Pharmacol. 2013 Apr;53(4):413-20. doi: 10.1002/jcph.24. Epub 2013 Feb 22. PubMed PMID: 23436315; PubMed Central PMCID: PMC4383763.

4: Reith D, Medlicott NJ, Kumara De Silva R, Yang L, Hickling J, Zacharias M. Simultaneous modelling of the Michaelis-Menten kinetics of paracetamol sulphation and glucuronidation. Clin Exp Pharmacol Physiol. 2009 Jan;36(1):35-42. doi: 10.1111/j.1440-1681.2008.05029.x. Epub 2008 Aug 26. PubMed PMID: 18759860.

5: Koling S, Hempel G, Lanvers C, Boos J, Würthwein G. Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases. Int J Clin Pharmacol Ther. 2007 Sep;45(9):496-503. PubMed PMID: 17907592.

6: Yim HK, Jung YS, Kim SY, Kim YC. Contrasting changes in phase I and phase II metabolism of acetaminophen in male mice pretreated with carbon tetrachloride. Basic Clin Pharmacol Toxicol. 2006 Feb;98(2):225-30. PubMed PMID: 16445600.

7: Slitt AM, Dominick PK, Roberts JC, Cohen SD. Effect of ribose cysteine pretreatment on hepatic and renal acetaminophen metabolite formation and glutathione depletion. Basic Clin Pharmacol Toxicol. 2005 Jun;96(6):487-94. PubMed PMID: 15910414.

8: Würthwein G, Koling S, Reich A, Hempel G, Schulze-Westhoff P, Pinheiro PV, Boos J. Pharmacokinetics of intravenous paracetamol in children and adolescents under major surgery. Eur J Clin Pharmacol. 2005 Feb;60(12):883-8. Epub 2005 Jan 21. PubMed PMID: 15662506.

9: Heitmeier S, Blaschke G. Direct determination of paracetamol and its metabolites in urine and serum by capillary electrophoresis with ultraviolet and mass spectrometric detection. J Chromatogr B Biomed Sci Appl. 1999 Jan 8;721(1):93-108. PubMed PMID: 10027641.

10: Martin U, Temple RM, Winney RJ, Prescott LF. The disposition of paracetamol and its conjugates during multiple dosing in patients with end-stage renal failure maintained on haemodialysis. Eur J Clin Pharmacol. 1993;45(2):141-5. PubMed PMID: 8223835.

11: Hoffmann KJ, Baillie TA. The use of alkoxycarbonyl derivatives for the mass spectral analysis of drug-thioether metabolites. Studies with the cysteine, mercapturic acid and glutathione conjugates of acetaminophen. Biomed Environ Mass Spectrom. 1988 Jun 15;15(12):637-47. PubMed PMID: 3416089.

12: Jørgensen L, Thomsen P, Poulsen HE. Disulfiram prevents acetaminophen hepatotoxicity in rats. Pharmacol Toxicol. 1988 May;62(5):267-71. PubMed PMID: 3413028.

13: Vendemiale G, Altomare E, Trizio T, Leandro G, Manghisi OG, Albano O. Effect of acute and chronic cimetidine administration on acetaminophen metabolism in humans. Am J Gastroenterol. 1987 Oct;82(10):1031-4. PubMed PMID: 3661511.

14: Price VF, Miller MG, Jollow DJ. Mechanisms of fasting-induced potentiation of acetaminophen hepatotoxicity in the rat. Biochem Pharmacol. 1987 Feb 15;36(4):427-33. PubMed PMID: 3827934.

15: Back DJ, Tjia JF. Single dose primaquine has no effect on paracetamol clearance. Eur J Clin Pharmacol. 1987;32(2):203-5. PubMed PMID: 3582486.

16: Tredger JM, Smith HM, Read RB, Williams R. Effects of ethanol ingestion on the metabolism of a hepatotoxic dose of paracetamol in mice. Xenobiotica. 1986 Jul;16(7):661-70. PubMed PMID: 3751120.

17: Miller MG, Jollow DJ. Acetaminophen hepatotoxicity: studies on the mechanism of cysteamine protection. Toxicol Appl Pharmacol. 1986 Mar 30;83(1):115-25. PubMed PMID: 3952741.

18: Miller MG, Price VF, Jollow DJ. Anomalous susceptibility of the fasted hamster to acetaminophen hepatotoxicity. Biochem Pharmacol. 1986 Mar 1;35(5):817-25. PubMed PMID: 3754139.

19: Galinsky RE, Corcoran GB. Influence of advanced age on the formation and elimination of acetaminophen metabolites by male rats. Pharmacology. 1986;32(6):313-20. PubMed PMID: 3755243.

20: Poulsen HE, Lerche A, Pedersen NT. Potentiated hepatotoxicity from concurrent administration of acetaminophen and allyl alcohol to rats. Biochem Pharmacol. 1985 Mar 15;34(6):727-31. PubMed PMID: 3977950.