1435952-25-2

Basic information

• Product Name: 4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)-N-(m-tolyl)piperazine-1-carboxamide
• CAS NO: 1435952-25-2
• Molecular Weight: 369.45
• Mol File: 1435952-25-2.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)-N-(m-tolyl)piperazine-1-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)-N-(m-tolyl)piperazine-1-carboxamide(1435952-25-2)
• EPA Substance Registry System: 4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)-N-(m-tolyl)piperazine-1-carboxamide(1435952-25-2)

Safety Data

• Hazardous Substances Data: 1435952-25-2(Hazardous Substances Data)

Upstream product

• 1211527-74-0 7-chlorothiazolo[5,4-d]pyrimidin-5-amine 
• 171887-03-9 N-(2-amino-4,6-dichloropyrimidin-5-yl)formamide 
• 621-29-4 3-tolyl isocyanate 
• 1435953-80-2 4-(5-aminothiazolo[5,4-d]pyrimidin-7-yl)piperazine-1-carboxylic acid tert-butyl ester 
• 1435953-79-9 4-[2-amino-6-chloro-5-(formylamino)pyrimidin-4-yl]piperazine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Discovery of a Potent, Orally Bioavailable PI4KIIIβ Inhibitor (UCB9608) Able to Significantly Prolong Allogeneic Organ Engraftment in Vivo

The primary target of a novel series of immunosuppressive 7-piperazin-1-ylthiazolo[5,4-d]pyrimidin-5-amines was identified as the lipid kinase, PI4KIIIβ. Evaluation of the series highlighted their poor solubility and unwanted off-target activities. A medicinal chemistry strategy was put in place to optimize physicochemical properties within the series, while maintaining potency and improving selectivity over other lipid kinases. Compound 22 was initially identified and profiled in vivo, before further modifications led to the discovery of 44 (UCB9608), a vastly more soluble, selective compound with improved metabolic stability and excellent pharmacokinetic profile. A co-crystal structure of 44 with PI4KIIIβ was solved, confirming the binding mode of this class of inhibitor. The much-improved in vivo profile of 44 positions it as an ideal tool compound to further establish the link between PI4KIIIβ inhibition and prolonged allogeneic organ engraftment, and suppression of immune responses in vivo.

THERAPEUTICALLY ACTIVE THIAZOLO-PYRIMIDINE DERIVATIVES

A series of thiazolo[5,4-d]pyrimidine derivatives of formula (I) or an N-oxide thereof, or a pharmaceutically acceptable salt or solvate thereof: (I) Q represents a group of formula (Qa), (Qb), (Qc), (Qd) or (Qe) are beneficial in the treatment and/or prevention of various human ailments, including inflammatory, autoimmune and oncological disorders; viral diseases; and organ and cell transplant rejection.