WIN 5063-3 | CAS#19934-71-5 | enatiomeric analogue

MedKoo Cat#: 597946 | Name: WIN 5063-3

Description:

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

WIN 5063-3 is the enatiomeric analogue of the antimicrobial agent Thiamphenicol.

Chemical Structure

WIN 5063-3

CAS#19934-71-5

Theoretical Analysis

MedKoo Cat#: 597946

Name: WIN 5063-3

CAS#: 19934-71-5

Chemical Formula: C12H15Cl2NO5S

Exact Mass: 355.0048

Molecular Weight: 356.21

Elemental Analysis: C, 40.46; H, 4.24; Cl, 19.90; N, 3.93; O, 22.46; S, 9.00

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

WIN 5063-3; WIN-5063-3; WIN5063-3; L-Thiamphenicol; Thiamphenicol epimer;

IUPAC/Chemical Name

2,2-dichloro-N-((1S,2S)-1,3-dihydroxy-1-(4-(methylsulfonyl)phenyl)propan-2-yl)acetamide

InChi Key

OTVAEFIXJLOWRX-UWVGGRQHSA-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-/m0/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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 356.21 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.

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: Wilson RH, Watts KL. The Words-in-Noise Test (WIN), list 3: a practice list. J Am Acad Audiol. 2012 Feb;23(2):92-6. doi: 10.3766/jaaa.23.2.3. PubMed PMID: 22353677. 2: Wigestrand MB, Stenberg M, Walaas SI, Fonnum F, Andersson PL. Non-dioxin-like PCBs inhibit [(3)H]WIN-35,428 binding to the dopamine transporter: a structure-activity relationship study. Neurotoxicology. 2013 Dec;39:18-24. doi: 10.1016/j.neuro.2013.07.005. Epub 2013 Aug 8. PubMed PMID: 23933243. 3: Walker DM, Litvin SW, Sobel RS, St-Pierre RA. Setting Win Limits: An Alternative Approach to "Responsible Gambling"? J Gambl Stud. 2015 Sep;31(3):965-86. doi: 10.1007/s10899-014-9453-6. PubMed PMID: 24567070. 4: Reed P. Win-stay and win-shift lever-press strategies in an appetitively reinforced task for rats. Learn Behav. 2016 Dec;44(4):340-346. PubMed PMID: 27539082; PubMed Central PMCID: PMC5101259. 5: Shenhav A, Buckner RL. Neural correlates of dueling affective reactions to win-win choices. Proc Natl Acad Sci U S A. 2014 Jul 29;111(30):10978-83. doi: 10.1073/pnas.1405725111. Epub 2014 Jul 14. PubMed PMID: 25024178; PubMed Central PMCID: PMC4121780. 6: Kong Y, Wang W, Zhang C, Wu Y, Liu Y, Zhou X. Cannabinoid WIN 55,212 2 mesylate inhibits ADAMTS 4 activity in human osteoarthritic articular chondrocytes by inhibiting expression of syndecan 1. Mol Med Rep. 2016 Jun;13(6):4569-76. doi: 10.3892/mmr.2016.5137. Epub 2016 Apr 15. PubMed PMID: 27082728; PubMed Central PMCID: PMC4878569. 7: Abdalla S, Montez-Rath ME, Parfrey PS, Chertow GM. The win ratio approach to analyzing composite outcomes: An application to the EVOLVE trial. Contemp Clin Trials. 2016 May;48:119-24. doi: 10.1016/j.cct.2016.04.001. Epub 2016 Apr 11. PubMed PMID: 27080930. 8: Molnar A, Renahy E, O'Campo P, Muntaner C, Freiler A, Shankardass K. Using Win-Win Strategies to Implement Health in All Policies: A Cross-Case Analysis. PLoS One. 2016 Feb 4;11(2):e0147003. doi: 10.1371/journal.pone.0147003. eCollection 2016. PubMed PMID: 26845574; PubMed Central PMCID: PMC4742077. 9: Seo BK, Ryu HK, Park YC, Huh JE, Baek YH. Dual effect of WIN-34B on osteogenesis and osteoclastogenesis in cytokine-induced mesenchymal stem cells and bone marrow cells. J Ethnopharmacol. 2016 Dec 4;193:227-236. doi: 10.1016/j.jep.2016.07.022. Epub 2016 Jul 9. PubMed PMID: 27401292. 10: Xian X, Huang L, Zhang B, Wu C, Cui J, Wang Z. WIN 55,212-2 Inhibits the Epithelial Mesenchymal Transition of Gastric Cancer Cells via COX-2 Signals. Cell Physiol Biochem. 2016;39(6):2149-2157. Epub 2016 Nov 2. PubMed PMID: 27802436. 11: Pau-Bruchet L, Reynes C, Sabatier R, Galletti C. Statistical study on bracket debonding rate with the win lingual technique. Int Orthod. 2016 Dec;14(4):418-437. doi: 10.1016/j.ortho.2016.10.019. Epub 2016 Nov 17. PubMed PMID: 27867069. 12: Florek-Luszczki M, Zagaja M, Luszczki JJ. Influence of WIN 55,212-2 on the anticonvulsant and acute neurotoxic potential of clobazam and lacosamide in the maximal electroshock-induced seizure model and chimney test in mice. Epilepsy Res. 2014 Dec;108(10):1728-33. doi: 10.1016/j.eplepsyres.2014.10.004. Epub 2014 Oct 17. PubMed PMID: 25458536. 13: Dunn SL, Wilkinson JM, Crawford A, Le Maitre CL, Bunning RA. Cannabinoid WIN-55,212-2 mesylate inhibits interleukin-1β induced matrix metalloproteinase and tissue inhibitor of matrix metalloproteinase expression in human chondrocytes. Osteoarthritis Cartilage. 2014 Jan;22(1):133-44. doi: 10.1016/j.joca.2013.10.016. Epub 2013 Nov 6. PubMed PMID: 24211233. 14: Payandemehr B, Ebrahimi A, Gholizadeh R, Rahimian R, Varastehmoradi B, Gooshe M, Aghaei HN, Mousavizadeh K, Dehpour AR. Involvement of PPAR receptors in the anticonvulsant effects of a cannabinoid agonist, WIN 55,212-2. Prog Neuropsychopharmacol Biol Psychiatry. 2015 Mar 3;57:140-5. doi: 10.1016/j.pnpbp.2014.11.005. Epub 2014 Nov 13. PubMed PMID: 25448777. 15: Paik J, Haenisch M, Muller CH, Goldstein AS, Arnold S, Isoherranen N, Brabb T, Treuting PM, Amory JK. Inhibition of retinoic acid biosynthesis by the bisdichloroacetyldiamine WIN 18,446 markedly suppresses spermatogenesis and alters retinoid metabolism in mice. J Biol Chem. 2014 May 23;289(21):15104-17. doi: 10.1074/jbc.M113.540211. Epub 2014 Apr 7. PubMed PMID: 24711451; PubMed Central PMCID: PMC4031560. 16: Wang D, Pocock S. A win ratio approach to comparing continuous non-normal outcomes in clinical trials. Pharm Stat. 2016 May;15(3):238-45. doi: 10.1002/pst.1743. Epub 2016 Mar 11. PubMed PMID: 26970432. 17: Shabani M, Mahnam A, Sheibani V, Janahmadi M. Alterations in the intrinsic burst activity of Purkinje neurons in offspring maternally exposed to the CB1 cannabinoid agonist WIN 55212-2. J Membr Biol. 2014 Jan;247(1):63-72. doi: 10.1007/s00232-013-9612-1. Epub 2013 Nov 12. PubMed PMID: 24218023. 18: Huh JE, Park YC, Seo BK, Lee JD, Baek YH, Choi DY, Park DS. Cartilage Protective and Chondrogenic Capacity of WIN-34B, a New Herbal Agent, in the Collagenase-Induced Osteoarthritis Rabbit Model and in Progenitor Cells from Subchondral Bone. Evid Based Complement Alternat Med. 2013;2013:527561. doi: 10.1155/2013/527561. Epub 2013 Aug 1. PubMed PMID: 23983790; PubMed Central PMCID: PMC3747396. 19: Rezania F, Mohaghegh Shalmani L, Rahimian R, Dehpour AR, Ejtemaei Mehr S. Pretreatment with clonidine caused desensitization to WIN 55,212-2 in guinea pig ileum. Auton Autacoid Pharmacol. 2014 Jan-Mar;34(1-2):9-13. doi: 10.1111/aap.12018. PubMed PMID: 24674577. 20: Linsell O, Brownjohn PW, Nehoff H, Greish K, Ashton JC. Effect of styrene maleic acid WIN55,212-2 micelles on neuropathic pain in a rat model. J Drug Target. 2015 May;23(4):353-9. doi: 10.3109/1061186X.2014.997737. Epub 2014 Dec 26. PubMed PMID: 25541465.