Skip to Content
Merck
All Photos(1)

Documents

SML1045

Sigma-Aldrich

Thiazovivin

≥98% (HPLC), powder, Rho Kinase inhibitor

Synonym(s):

N-Benzyl-2-(pyrimidin-4-ylamino)thiazole-4-carboxamide

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Empirical Formula (Hill Notation):
C15H13N5OS
CAS Number:
1226056-71-8
Molecular Weight:
311.36
UNSPSC Code:
12352200
NACRES:
NA.77

product name

Thiazovivin, ≥98% (HPLC)

Assay

≥98% (HPLC)

form

powder

color

, white to beige to brown

solubility

DMSO: 20 mg/mL, clear

storage temp.

−20°C

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)

InChI key

DOBKQCZBPPCLEG-UHFFFAOYSA-N

Application

Thiazovivin has been used in the generation of induced pluripotent stem cells (iPSCs) and induced neural stem cells (iNSCs) from human urine cells. It has also been used to study the the effect of pro-fibrotic inhibition on cardiac reprogramming.

Biochem/physiol Actions

Thiazovivin is a Rho Kinase (ROCK) inhibitor that promotes the transformation of fibroblasts into stem cells with a 200-fold efficiency over the classic method when used in combination with ALK5 inhibitor SB-431542 (S4317) and MEK inhibitor PD-0325901 (PZ0162). Thiazovivin stabilizes E-cadherin on the cell surface, necessary for human embryonic stem cell survival in culture. When human embryonic stem cells are cut out from the colony, this key protein is disrupted and then internalized within the cell. Without e-cadherin on the cell surface, cell signaling between the cells and their environment is disrupted and the cells quickly die.
Thiazovivin is an inhibitor of Rho associated coiled-coil containing protein kinase (ROCK). In vitro studies prove that thiazovivin is efficient in stimulating better morphology, expression of ionic transporter and protein involved in cell adhesion.

Other Notes

2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Daniel A Armendariz et al.
eLife, 12 (2023-04-25)
Enhancers orchestrate gene expression programs that drive multicellular development and lineage commitment. Thus, genetic variants at enhancers are thought to contribute to developmental diseases by altering cell fate commitment. However, while many variant-containing enhancers have been identified, studies to endogenously
The ROCK inhibitor, thiazovivin, inhibits human corneal endothelial-to-mesenchymal transition/epithelial-to-mesenchymal transition and increases ionic transporter expression.
Wu Q, et al.
International Journal of Molecular Medicine, 40(4), 1009-1018 (2017)
Generation of Urine Cell-Derived Non-integrative Human iPSCs and iNSCs: A Step-by-Step Optimized Protocol.
Cheng L, et al.
Frontiers in Molecular Neuroscience, 10, 348-348 (2017)
Yonatan R Lewis-Israeli et al.
Journal of visualized experiments : JoVE, (175) (2021-10-05)
The ability to study human cardiac development in health and disease is highly limited by the capacity to model the complexity of the human heart in vitro. Developing more efficient organ-like platforms that can model complex in vivo phenotypes, such
Imen Jebeniani et al.
Methods in molecular biology (Clifton, N.J.), 1994, 71-77 (2019-05-28)
Pluripotent stem cells feature the capacity to differentiate into any somatic cell types including cardiomyocytes. We report a cost-effective and simple protocol for the differentiation of specific ventricular cardiomyocytes. These cells are elongated, do not spontaneously beat, and do not
View All Related Papers

Articles

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service