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

MedKoo CAT#: 461338

CAS#: 15318-45-3

Description: Thiamphenicol is an antibacterial agent permitted for use as a veterinary drug in animals used for food production.

Chemical Structure

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Thiamphenicol
CAS# 15318-45-3
Instruction

Theoretical Analysis

MedKoo Cat#: 461338
Name: Thiamphenicol
CAS#: 15318-45-3
Chemical Formula: C12H15Cl2NO5S
Exact Mass: 355.00
Molecular Weight: 356.210
Elemental Analysis: C, 40.46; H, 4.24; Cl, 19.90; N, 3.93; O, 22.46; S, 9.00

Price and Availability

Size Price Availability Quantity
100mg USD 240
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Synonym: Thiamphenicol; Descocin; Hyrazin; Masatirin; Urfamycine;

IUPAC/Chemical Name: 2,2-dichloro-N-((1R,2R)-1,3-dihydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)acetamide

InChi Key: OTVAEFIXJLOWRX-NXEZZACHSA-N

InChi Code: InChI=1S/C12H15Cl2NO5S/c1-21(19,20)8-4-2-7(3-5-8)10(17)9(6-16)15-12(18)11(13)14/h2-5,9-11,16-17H,6H2,1H3,(H,15,18)/t9-,10-/m1/s1

SMILES Code: O=C(N[C@H](CO)[C@H](O)C1=CC=C(S(=O)(C)=O)C=C1)C(Cl)Cl

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: 2934.99.03.00

Product Data:
Product Data
Instruction:
View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 356.210000000000000000000000000000 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

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1: Yang B, Li N, Lu Y, Qiu Z, Zhao D, Song P, Chen X. Pharmacokinetics of thiamphenicol glycinate and its active metabolite by single and multiple intravenous infusions in healthy Chinese volunteers. Xenobiotica. 2014 Sep;44(9):819-26. doi: 10.3109/00498254.2014.897010. Epub 2014 Mar 6. PubMed PMID: 24597465. 2: Wang Z, Yang H, Sun W, Huang CK, Cui X, Qiu XJ, Lian QQ, Wang ZS. UPLC-MS/MS determination of thiamphenicol in human plasma and its application to a pharmacokinetic study. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Sep 15;967:235-9. doi: 10.1016/j.jchromb.2014.07.033. Epub 2014 Aug 4. PubMed PMID: 25129408. 3: Fodey TL, George SE, Traynor IM, Delahaut P, Kennedy DG, Elliott CT, Crooks SR. Approaches for the simultaneous detection of thiamphenicol, florfenicol and florfenicol amine using immunochemical techniques. J Immunol Methods. 2013 Jul 31;393(1-2):30-7. doi: 10.1016/j.jim.2013.04.003. Epub 2013 Apr 13. PubMed PMID: 23587555. 4: Guo L, Song S, Liu L, Peng J, Kuang H, Xu C. Comparsion of an immunochromatographic strip with ELISA for simultaneous detection of thiamphenicol, florfenicol and chloramphenicol in food samples. Biomed Chromatogr. 2015 Sep;29(9):1432-9. doi: 10.1002/bmc.3442. Epub 2015 Feb 10. PubMed PMID: 25675893. 5: Fedeniuk RW, Mizuno M, Neiser C, O'Byrne C. Development of LC-MS/MS methodology for the detection/determination and confirmation of chloramphenicol, chloramphenicol 3-O-β-d-glucuronide, florfenicol, florfenicol amine and thiamphenicol residues in bovine, equine and porcine liver. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Jun 1;991:68-78. doi: 10.1016/j.jchromb.2015.04.009. Epub 2015 Apr 10. PubMed PMID: 25913426. 6: Xiao Z, Song R, Rao Z, Wei S, Jia Z, Suo D, Fan X. Development of a subcritical water extraction approach for trace analysis of chloramphenicol, thiamphenicol, florfenicol, and florfenicol amine in poultry tissues. J Chromatogr A. 2015 Oct 30;1418:29-35. doi: 10.1016/j.chroma.2015.09.047. Epub 2015 Sep 24. PubMed PMID: 26433266. 7: Peng G, He Q, Al-Hamadani SM, Zhou G, Liu M, Zhu H, Chen J. Dispersive liquid-liquid microextraction method based on solidification of floating organic droplet for the determination of thiamphenicol and florfenicol in environmental water samples. Ecotoxicol Environ Saf. 2015 May;115:229-33. doi: 10.1016/j.ecoenv.2015.02.025. Epub 2015 Feb 24. PubMed PMID: 25723132. 8: Fang W, Li G, Zhou S, Li X, Hu L, Zhou J. Pharmacokinetics and tissue distribution of thiamphenicol and florfenicol in Pacific white shrimp Litopenaeus vannamei in freshwater following oral administration. J Aquat Anim Health. 2013 Jun;25(2):83-9. doi: 10.1080/08997659.2012.754799. PubMed PMID: 23480025. 9: Wei CF, Chang SK, Shien JH, Kuo HC, Chen WY, Chou CC. Synergism between two amphenicol of antibiotics, florfenicol and thiamphenicol, against Staphylococcus aureus. Vet Rec. 2016 Mar 26;178(13):319. doi: 10.1136/vr.103554. Epub 2016 Feb 10. PubMed PMID: 26864028. 10: Yang B, Lu Y, Zheng J, Zhu J, He J, Zhao D, Song P, Chen X. Pharmacokinetics of the prodrug thiamphenicol glycinate and its active parent compound thiamphenicol in beagle dogs following intravenous administration. Xenobiotica. 2011 Mar;41(3):226-31. doi: 10.3109/00498254.2010.535218. Epub 2010 Nov 23. PubMed PMID: 21091321. 11: Barreto F, Ribeiro C, Barcellos Hoff R, Dalla Costa T. Determination of chloramphenicol, thiamphenicol, florfenicol and florfenicol amine in poultry, swine, bovine and fish by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2016 Jun 3;1449:48-53. doi: 10.1016/j.chroma.2016.04.024. Epub 2016 Apr 16. PubMed PMID: 27133862. 12: Liu HY, Lin SL, Fuh MR. Determination of chloramphenicol, thiamphenicol and florfenicol in milk and honey using modified QuEChERS extraction coupled with polymeric monolith-based capillary liquid chromatography tandem mass spectrometry. Talanta. 2016 Apr 1;150:233-9. doi: 10.1016/j.talanta.2015.12.045. Epub 2015 Dec 18. PubMed PMID: 26838404. 13: Wu M, Ai Y, Zeng B, Zhao F. In situ solvothermal growth of metal-organic framework-ionic liquid functionalized graphene nanocomposite for highly efficient enrichment of chloramphenicol and thiamphenicol. J Chromatogr A. 2016 Jan 4;1427:1-7. doi: 10.1016/j.chroma.2015.11.080. Epub 2015 Dec 2. PubMed PMID: 26686562. 14: Macchi A, Terranova P, Macchi S, Roselli R, Castelnuovo P. Aerosol therapy with thiamphenicol glycinate: a retrospective study on efficacy and safety in a group of sixty-six oncological patients. Int J Immunopathol Pharmacol. 2011 Jan-Mar;24(1):189-93. PubMed PMID: 21496402. 15: Luo PJ, Jiang WX, Chen X, Shen JZ, Wu YN. Technical note: Development of an enzyme-linked immunosorbent assay for the determination of florfenicol and thiamphenicol in swine feed. J Anim Sci. 2011 Nov;89(11):3612-6. doi: 10.2527/jas.2010-3403. Epub 2011 Jul 1. PubMed PMID: 21724944. 16: Xie K, Jia L, Yao Y, Xu D, Chen S, Xie X, Pei Y, Bao W, Dai G, Wang J, Liu Z. Simultaneous determination of thiamphenicol, florfenicol and florfenicol amine in eggs by reversed-phase high-performance liquid chromatography with fluorescence detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Aug 1;879(23):2351-4. doi: 10.1016/j.jchromb.2011.06.027. Epub 2011 Jun 22. PubMed PMID: 21742564. 17: Drago L, De Vecchi E, Fassina MC, Mombelli B, Tocalli L, Gismondo MR. Comparative in vitro activity of thiamphenicol-glycinate and thiamphenicol-glycinate-acetylcysteinate and other antimicrobials against respiratory pathogens. Arzneimittelforschung. 2001;51(4):315-24. PubMed PMID: 11367873. 18: Chen X, Yang B, Ni L, Wang G. Simultaneous analysis of thiamphenicol and its prodrug thiamphenicol glycinate in human plasma and urine by high performance liquid chromatography: application to pharmacokinetic study. J Pharm Biomed Anal. 2006 Jun 7;41(3):943-9. Epub 2006 Mar 7. PubMed PMID: 16522362. 19: Grassi C, De Benedetto F. Recent clinical evidence of the efficacy and safety of thiamphenicol glycinate acetylcysteinate and thiamphenicol glycinate. J Chemother. 2002 Jun;14(3):279-84. PubMed PMID: 12120883. 20: Li K, Zhang P, Ge L, Ren H, Yu C, Chen X, Zhao Y. Concentration-dependent photodegradation kinetics and hydroxyl-radical oxidation of phenicol antibiotics. Chemosphere. 2014 Sep;111:278-82. doi: 10.1016/j.chemosphere.2014.04.052. Epub 2014 May 13. PubMed PMID: 24997929.