100973-67-9

Basic information

• Product Name: ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE
• Synonyms: TOSLAB 798029;ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE;ethyl 4-(benzylamino)-2-methylsulfanylpyrimidine-5-carboxylate
• CAS NO: 100973-67-9
• Molecular Formula: C₁₅H₁₇N₃O₂S
• Molecular Weight: 303.38
• Mol File: 100973-67-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE(100973-67-9)
• EPA Substance Registry System: ETHYL 4-(BENZYLAMINO)-2-(METHYLTHIO)PYRIMIDINE-5-CARBOXYLATE(100973-67-9)

Safety Data

• Hazardous Substances Data: 100973-67-9(Hazardous Substances Data)

Upstream product

• 3731-53-1 4-(aminomethyl)pyridine 
• 5909-24-0 4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester 
• 100-46-9 benzylamine 

Downstream Products

• 686267-34-5 4-(benzylamino)-2-(methylsulfanyl)pyrimidine-5-carboxylic acid 
• 919486-27-4 4-(benzylamino)-N-methyl-2-(methylsulfanyl)pyrimidine-5-carboxamide 
• 919486-26-3 4-(benzylamino)-2-(methylsulfanyl)pyrimidine-5-carboxamide 
• 919486-28-5 4-(benzylamino)-N-methyl-2-(methylsulfonyl)pyrimidine-5-carboxamide 
• 643086-98-0 4-(benzylamino)-2-(methylsulfonyl)pyrimidine-5-carboxamide 
• 919486-40-1 AS 1517499 
• 453563-01-4 N-[4-(isopropyl)-phenyl]{2-methylthio-4-[(4-pyridylmethyl)-amino]-pyrimidin-5-yl}-carboxamide 
• 1254213-18-7 4-(benzylamino)-2-(methylsulfinyl)pyrimidine-5-carboxamide 
• 1430095-89-8 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)-2-(dimethylamino)phenyl methanesulfonate 
• 1430096-00-6 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)phenyl propane-2-sulfonate 
• 1430095-86-5 4-((4-(benzylamino)-5-carbamoylpyrimidin-2-yl)amino)phenyl methanesulfonate 

Relevant articles and documents

Synthesis and evaluation of 2-{[2-(4-hydroxyphenyl)-ethyl]amino}pyrimidine-5-carboxamide derivatives as novel STAT6 inhibitors

The STAT6 (signal transducers and activators of transcription 6) protein is activated by interleukin (IL)-4 and IL-13, and plays an important role in T-helper cell 2 (Th2) differentiation. STAT6 might therefore be an excellent therapeutic target for various allergic conditions, including asthma and atopic diseases. We synthesized a series of 2-{[2-(4-hydroxyphenyl)ethyl]amino}pyrimidine-5-carboxamide derivatives and evaluated their STAT6 inhibitory activities. Among these compounds, 4-(benzylamino)-2-{[2-(3-chloro-4-hydroxyphenyl)ethyl]amino}pyrimidine-5-carboxamide (2t, AS1517499) showed potent STAT6 inhibition with an IC50 value of 21 nM, and also inhibited IL-4-induced Th2 differentiation of mouse spleen T cells with an IC50 value of 2.3 nM and without influencing T-helper cell 1 (Th1) differentiation induced by IL-12.

Discovery of diaminopyrimidine-carboxamide derivatives as JAK3 inhibitors

Selective inhibition of janus kinase (JAK) has been identified as an important strategy for the treatment of autoimmune disorders. Optimization at the C2 and C4-positions of pyrimidine ring of Cerdulatinib led to the discovery of a potent and orally bioavailable 2,4-diaminopyrimidine-5-carboxamide based JAK3 selective inhibitor (11i). A cellular selectivity study further confirmed that 11i preferentially inhibits JAK3 over JAK1, in JAK/STAT signaling pathway. Compound 11i showed good anti-arthritic activity, which could be correlated with its improved oral bioavailability. In the repeat dose acute toxicity study, 11i showed no adverse changes related to gross pathology and clinical signs, indicating that the new class JAK3 selective inhibitor could be viable therapeutic option for the treatment of rheumatoid arthritis.

SUBSTITUTED ALKYLAMINE DERIVATIVES AND METHODS OF USE

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