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MedKoo Cat#: 326790 | Name: Thiazovivin
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Description:

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

Thiazovivin is a selective, cell-permeable small molecule that inhibits ROCK activity at a concentration 2 µM. Thiazovivin improves stemness maintenance of embryo-derived stem-like cells under chemically defined culture conditions in cattle. Thiazovivin directly targets Rho-associated kinase (ROCK) and increases expression of pluripotency factors. The process using thiazovivin could be easier, faster and more cost effective than transgene integration into somatic cells.

Chemical Structure

Thiazovivin
Thiazovivin
CAS#1226056-71-8

Theoretical Analysis

MedKoo Cat#: 326790

Name: Thiazovivin

CAS#: 1226056-71-8

Chemical Formula: C15H13N5OS

Exact Mass: 311.0841

Molecular Weight: 311.36

Elemental Analysis: C, 57.86; H, 4.21; N, 22.49; O, 5.14; S, 10.30

Price and Availability

Size Price Availability Quantity
5mg USD 350.00 2 Weeks
10mg USD 550.00 2 Weeks
25mg USD 950.00 2 Weeks
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Related CAS #
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Synonym
Thiazovivin
IUPAC/Chemical Name
N-(phenylmethyl)-2-(4-pyrimidinylamino)-4-thiazolecarboxamide
InChi Key
DOBKQCZBPPCLEG-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H13N5OS/c21-14(17-8-11-4-2-1-3-5-11)12-9-22-15(19-12)20-13-6-7-16-10-18-13/h1-7,9-10H,8H2,(H,17,21)(H,16,18,19,20)
SMILES Code
O=C(C1=CSC(NC2=NC=NC=C2)=N1)NCC3=CC=CC=C3
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 311.36 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: Sharifi-Kelishadi M, Zare L, Fathollahi Y, Javan M. Conversion of Astrocyte Cell Lines to Oligodendrocyte Progenitor Cells Using Small Molecules and Transplantation to Animal Model of Multiple Sclerosis. J Mol Neurosci. 2024 Apr 9;74(2):40. doi: 10.1007/s12031-024-02206-6. PMID: 38594388. 2: Vercammen H, Ondra M, Kotulova J, De La Hoz EC, Witters C, Jecmenova K, Le Compte M, Deben C, Ní Dhubhghaill S, Koppen C, Hajdúch M, Van den Bogerd B. "Keep on ROCKIn": Repurposed ROCK inhibitors to boost corneal endothelial regeneration. Biomed Pharmacother. 2024 May;174:116435. doi: 10.1016/j.biopha.2024.116435. Epub 2024 Mar 20. PMID: 38513591. 3: Kumar R, Chander Y, Khandelwal N, Verma A, Rawat KD, Shringi BN, Pal Y, Tripathi BN, Barua S, Kumar N. ROCK1/MLC2 inhibition induces decay of viral mRNA in BPXV infected cells. Sci Rep. 2022 Oct 24;12(1):17811. doi: 10.1038/s41598-022-21610-9. PMID: 36280692; PMCID: PMC9592580. 4: Samoilova EM, Revkova VA, Brovkina OI, Kalsin VA, Melnikov PA, Konoplyannikov MA, Galimov KR, Nikitin AG, Troitskiy AV, Baklaushev VP. Chemical Reprogramming of Somatic Cells in Neural Direction: Myth or Reality? Bull Exp Biol Med. 2019 Aug;167(4):546-555. doi: 10.1007/s10517-019-04570-5. Epub 2019 Sep 9. PMID: 31502132. 5: Yeo DC, Wiraja C, Miao Q, Ning X, Pu K, Xu C. Anti-Scarring Drug Screening with Near-Infrared Molecular Probes Targeting Fibroblast Activation Protein-α. ACS Appl Bio Mater. 2018 Dec 17;1(6):2054-2061. doi: 10.1021/acsabm.8b00528. Epub 2018 Nov 13. PMID: 34996267. 6: Cheng L, Lei Q, Yin C, Wang HY, Jin K, Xiang M. Generation of Urine Cell- Derived Non-integrative Human iPSCs and iNSCs: A Step-by-Step Optimized Protocol. Front Mol Neurosci. 2017 Oct 30;10:348. doi: 10.3389/fnmol.2017.00348. PMID: 29163026; PMCID: PMC5670152. 7: Wu Q, Ouyang C, Xie L, Ling Y, Huang T. The ROCK inhibitor, thiazovivin, inhibits human corneal endothelial‑to‑mesenchymal transition/epithelial‑to‑mesenchymal transition and increases ionic transporter expression. Int J Mol Med. 2017 Oct;40(4):1009-1018. doi: 10.3892/ijmm.2017.3103. Epub 2017 Aug 18. PMID: 28849097; PMCID: PMC5593453. 8: Kim D, Sul H, Jung YG, Roh S. Holding of bovine blastocysts at suprazero temperatures using small molecules. Sci Rep. 2017 Aug 25;7(1):9490. doi: 10.1038/s41598-017-10014-9. PMID: 28842634; PMCID: PMC5573397. 9: Wu QN, Ling YZ, Ouyang C, Xie LJ, Huang T. [Effect of a new ROCK inhibitor thiazovivin on the morphology and function of human corneal endothelial cells]. Zhonghua Yan Ke Za Zhi. 2016 Sep 11;52(9):686-92. Chinese. doi: 10.3760/cma.j.issn.0412-4081.2016.09.010. PMID: 27647250. 10: Li D, Wang L, Hou J, Shen Q, Chen Q, Wang X, Du J, Cai X, Shan Y, Zhang T, Zhou T, Shi X, Li Y, Zhang H, Pan G. Optimized Approaches for Generation of Integration-free iPSCs from Human Urine-Derived Cells with Small Molecules and Autologous Feeder. Stem Cell Reports. 2016 May 10;6(5):717-728. doi: 10.1016/j.stemcr.2016.04.001. Epub 2016 Apr 28. PMID: 27132887; PMCID: PMC4939659. 11: Park S, Kim D, Jung YG, Roh S. Thiazovivin, a Rho kinase inhibitor, improves stemness maintenance of embryo-derived stem-like cells under chemically defined culture conditions in cattle. Anim Reprod Sci. 2015 Oct;161:47-57. doi: 10.1016/j.anireprosci.2015.08.003. Epub 2015 Aug 15. PMID: 26307658. 12: Justus CR, Yang LV. GPR4 decreases B16F10 melanoma cell spreading and regulates focal adhesion dynamics through the G13/Rho signaling pathway. Exp Cell Res. 2015 May 15;334(1):100-13. doi: 10.1016/j.yexcr.2015.03.022. Epub 2015 Apr 4. PMID: 25845498. 13: Mohseni R, Shoae-Hassani A, Verdi J. Reprogramming of endometrial adult stromal cells in the presence of a ROCK inhibitor, thiazovivin, could obtain more efficient iPSCs. Cell Biol Int. 2015 May;39(5):515-8. doi: 10.1002/cbin.10411. Epub 2015 Mar 15. PMID: 25490878. 14: Park HS, Hwang I, Choi KA, Jeong H, Lee JY, Hong S. Generation of induced pluripotent stem cells without genetic defects by small molecules. Biomaterials. 2015 Jan;39:47-58. doi: 10.1016/j.biomaterials.2014.10.055. Epub 2014 Nov 15. PMID: 25477171. 15: Chen KG, Hamilton RS, Robey PG, Mallon BS. Alternative cultures for human pluripotent stem cell production, maintenance, and genetic analysis. J Vis Exp. 2014 Jul 24;(89):51519. doi: 10.3791/51519. PMID: 25077932; PMCID: PMC4206262. 16: Cao X, Luo T, Luo X, Tang Z. Resveratrol prevents AngII-induced hypertension via AMPK activation and RhoA/ROCK suppression in mice. Hypertens Res. 2014 Sep;37(9):803-10. doi: 10.1038/hr.2014.90. Epub 2014 Jun 26. PMID: 24965170. 17: Donai K, Inagaki A, So KH, Kuroda K, Sone H, Kobayashi M, Nishimori K, Fukuda T. Low-molecular-weight inhibitors of cell differentiation enable efficient growth of mouse iPS cells under feeder-free conditions. Cytotechnology. 2015 Mar;67(2):191-7. doi: 10.1007/s10616-013-9686-8. Epub 2014 Mar 30. PMID: 24682663; PMCID: PMC4329295. 18: Krug AK, Balmer NV, Matt F, Schönenberger F, Merhof D, Leist M. Evaluation of a human neurite growth assay as specific screen for developmental neurotoxicants. Arch Toxicol. 2013 Dec;87(12):2215-31. doi: 10.1007/s00204-013-1072-y. Epub 2013 May 14. PMID: 23670202. 19: Wang F, Scoville D, He XC, Mahe MM, Box A, Perry JM, Smith NR, Lei NY, Davies PS, Fuller MK, Haug JS, McClain M, Gracz AD, Ding S, Stelzner M, Dunn JC, Magness ST, Wong MH, Martin MG, Helmrath M, Li L. Isolation and characterization of intestinal stem cells based on surface marker combinations and colony- formation assay. Gastroenterology. 2013 Aug;145(2):383-95.e1-21. doi: 10.1053/j.gastro.2013.04.050. Epub 2013 May 2. PMID: 23644405; PMCID: PMC3781924. 20: Groß B, Sgodda M, Rasche M, Schambach A, Göhring G, Schlegelberger B, Greber B, Linden T, Reinhardt D, Cantz T, Klusmann JH. Improved generation of patient- specific induced pluripotent stem cells using a chemically-defined and matrigel- based approach. Curr Mol Med. 2013 Jun;13(5):765-76. doi: 10.2174/1566524011313050008. PMID: 23642058.