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SML1045

Sigma-Aldrich

Thiazovivin

≥98% (HPLC)

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Synonym(s):
N-Benzyl-2-(pyrimidin-4-ylamino)thiazole-4-carboxamide
Empirical Formula (Hill Notation):
C15H13N5OS
CAS Number:
Molecular Weight:
311.36
NACRES:
NA.77

Quality Level

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

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This Item
SML0870SML1358SML1906
Sigma-Aldrich

SML1045

Thiazovivin

Sigma-Aldrich

SML0870

LY 2087101

SGI-1027 ≥98% (HPLC)

SML1358

SGI-1027

AS1517499 ≥98% (HPLC)

SML1906

AS1517499

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

assay

≥98% (HPLC)

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

100

storage temp.

−20°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 20 mg/mL, clear

color

, white to beige to brown

color

white to beige

color

white to light brown

color

white to beige

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Articles

Naive pluripotent stem cells are located within the epiblast of mature blastocysts. These primitive “ground-state” cells may be cultured in vitro using specialized media and small molecule inhibitors.

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