243669-51-4

Basic information

• Product Name: 2-benzyl-5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-ol
• Synonyms: 2-benzyl-5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-ol
• CAS NO: 243669-51-4
• Molecular Weight: 324.427
• Mol File: 243669-51-4.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 2-benzyl-5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-benzyl-5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-ol(243669-51-4)
• EPA Substance Registry System: 2-benzyl-5-(thiophen-2-yl)thieno[2,3-d]pyrimidin-4-ol(243669-51-4)

Safety Data

• Hazardous Substances Data: 243669-51-4(Hazardous Substances Data)

Upstream product

• 444907-56-6 methyl 5'-amino-2,3'-bithiophene-4'-carboxylate 
• 140-29-4 phenylacetonitrile 
• 139302-64-0 methyl 2-cyano-3-(thiophen-2-yl)but-2-enoate 
• 88-15-3 2-Acetylthiophene 
• 243669-48-9 ethyl 5′-amino-[2,3′-bithiophene]-4′-carboxylate 

Downstream Products

• 1622230-20-9 C₁₇H₁₄N₄S₂ 
• 949527-01-9 2-benzyl-4-chloro-5-(thiophen-2-yl)thieno[2,3-d]pyrimidine 

Relevant articles and documents

Synthesis and biological evaluation of novel thieno[2,3-d]pyrimidine-based FLT3 inhibitors as anti-leukemic agents

The most common mutations in acute myeloid leukemia (AML) are those that cause the activation of FMS-like tyrosine kinase 3 (FLT3). Therefore, FLT3 is regarded as a potential target for the treatment of AML. A novel series of thieno[2,3-d]pyrimidine-based analogs was designed and synthesized as FLT3 inhibitors. All synthesized compounds were assayed for the tyrosine kinase activity of FLT3 and growth inhibitory activity in four human leukemia cell lines (THP1, MV4-11, K562, and HL-60). Among these compounds, compound 17a, which possesses relatively short and simple substituents at the C6 position of thieno[2,3-d]pyrimidine, emerged as the most promising anti-leukemic agent. Compound 17a exhibited potent inhibition of FLT3-positive leukemic cell growth and of the FLT3 D835Y kinase; such inhibition is required for the successful treatment of AML. The data supports the further investigation of this class of compounds as potential anti-leukemic agents.

Thienopyrimidines II1: Synthesis of newer thieno[2,3-d]-pyrimidines and their quaternized derivatives with molluscicidal activity

Ring closure of 2-aminothiophene ester I to afford 2-substituted thieno[2,3-d]pyramidiones IIa-d was carried out. When thiourea derivatives IIIa-c were allowed to react with hydrazine hydrate followed by triethyl orthoformate, the corresonding 3-(ethoxymethyliden-amino)thienopyrimidinones Va-c were obtained. Quaternization of VIIIb, c with methyl iodide afforded 3-methytlhieno[2,3-d]pyrimidinium iodides X, which upon treating with alkali gave the dequarternized products XII. Upon hydrolyzing the acetate derivative IId, 2-methylthienopyrimidione IIa and the methyl acetate derivative XIV were obtained. Also. when IId we, reacted with hydrazines, the hydrazide derivatives XVa, b were afforded. Molluscicidal activity of the synthesized products showed a significant activity against the intermediate host of schistosomiasis for some synthesized products.