Thiazovivin

Base Information

• Chemical Name: Thiazovivin
• CAS No.: 1226056-71-8
• Molecular Formula: C15H13N5OS
• Molecular Weight: 311.367
• Hs Code.: 2934100090
• Mol file: 1226056-71-8.mol

Synonyms:N-Benzyl-2-(pyrimidin-4-ylamino)thiazole-4-carboxamide;Thiazovivin;N-(Phenylmethyl)-2-(4-pyrimidinylamino)-4-thiazolecarboxamide

Chemical Property of Thiazovivin

Chemical Property:

• PSA: 108.04000
• Density: 1.38 g/cm³
• LogP: 3.07060
• Storage Temp.: Store at -20°C
• Solubility.: DMSO: soluble20mg/mL, clear

Purity/Quality:

99% ^*data from raw suppliers

Thiazovivin ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Description: Thiazovivin is a novel ROCK inhibitor with IC50 of 0.5 μM in a cell-free assay, promotes hESC survival after single-cell dissociation. Thiazovivin (1226056-71-8) dramatically improves (200-fold) the efficiency of induced pluripotent stem cell generation from human fibroblasts.1 Induces direct conversion of porcine embryonic fibroblasts into adipocytes.2?Cell permeable.
• Uses: A compound that improves the survival of human embryonic stem cells (hESCs) upon trypsinization. In combination with ALK5 (TGFβ receptor) inhibitor SB-431542 and MEK inhibitor PD-0325901 (P217450), Thiazovivin promotes the transformation of fibroblasts into stem cells with a 200-fold efficiency over the classic method 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.

Technology Process of Thiazovivin

There total 3 articles about Thiazovivin which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 53.0%

pyrimidin-4-amine (163133-86-6,163133-87-7,176772-96-6,176773-06-1,176773-07-2,176799-58-9,591-54-8) + N-benzyl-2-bromothiazol-4-carboxamide (1449218-23-8) → thiazovivin (1226056-71-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 140 ℃; for 3h;

DOI:10.1080/00397911.2012.745567

Reference yield: 52.1%

C31H34N7O4S(1+)*F6P(1-) → thiazovivin (1226056-71-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 6h;

Reference yield:

C15H12N5OPolS → thiazovivin (1226056-71-8)

Guidance literature:

With water; trifluoroacetic acid; In dichloromethane; for 2h; polystyrene resin (PAL) Product distribution / selectivity;

upstream raw materials:

pyrimidin-4-amine

N-benzyl-2-bromothiazol-4-carboxamide

Refernces

• 1、 Ries, Oliver,Granitzka, Markus,Stalke, Dietmar,Ducho, Christian. "Concise synthesis and X-ray crystal structure of N -benzyl-2-(pyrimidin-4'- ylamino)-thiazole-4-carboxamide (Thiazovivin), a small-molecule tool for stem cell research". . p. 2876 - 2882. Retrieved 2013/09/02.