1246223-44-8

Basic information

• Product Name: methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate
• Synonyms: methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate
• CAS NO: 1246223-44-8
• Molecular Formula: C₈H₅ClN₂O₂S
• Molecular Weight: 228.66
• Mol File: 1246223-44-8.mol
• Article Data: 3

Chemical Properties

• Appearance: /
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• CAS DataBase Reference: methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate(1246223-44-8)
• EPA Substance Registry System: methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate(1246223-44-8)

Safety Data

• Hazardous Substances Data: 1246223-44-8(Hazardous Substances Data)

Usage

Description

Methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate is a thienopyrimidine derivative with a molecular formula C9H6ClN3O2S. It features a methyl ester group and a chlorine atom attached to the aromatic ring, making it a chemical compound with potential applications in medicinal chemistry.

Uses

Used in Pharmaceutical Industry:
Methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate is utilized as a pharmaceutical compound for the development of medications targeting various diseases. Its unique structure and pharmacological properties contribute to its value in research and development for treating different medical conditions.
Used in Organic Synthesis:
methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate also serves as a building block for the synthesis of other organic compounds, making it a useful component in the creation of a wide range of chemical products.
Used in Chemical Biology and Drug Discovery:
Methyl 4-chlorothieno[3,2-d]pyrimidine-7-carboxylate is employed as a valuable tool in chemical biology and drug discovery efforts, aiding researchers in identifying new therapeutic agents and understanding biological processes.

Upstream product

• 1246223-40-4 C₉H₈N₂O₂S₂ 
• 16234-10-9 3H-thieno[3,2-d]pyrimidin-4-one 
• 31169-25-2 7-bromothieno[3,2-d]pyrimidine-4(3H)-one 
• 1269667-38-0 methyl 4-hydroxythieno[3,2-d]pyrimidine-7-carboxylate 

Downstream Products

• 1269667-40-4 methyl 4-((2,4-dimethoxybenzyl)amino)thieno[3,2-d]pyrimidine-7-carboxylate 
• 1269667-69-7 4-chloro-N-(2-chloro-6-fluoro-3-(N-(4-methoxybenzyl)propylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide 
• 1269667-70-0 N-(2-chloro-6-fluoro-3-(N-(4-methoxybenzyl)propylsulfonamido)phenyl)-4-methylthieno[3,2-d]pyrimidine-7-carboxamide 
• 1269667-55-1 4-chloro-N-(2,6-difluoro-3-(N-(4-methoxybenzyl)ethylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide 
• 1269667-39-1 4-((2,4-dimethoxybenzyI)amino)thieno[3,2-d]pyrimidine-7-carboxylic acid 
• 1269667-56-2 4-amino-N-(2,6-difluoro-3-(N-(4-methoxybenzyl)ethylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide 
• 1269666-15-0 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid (3-ethanesulfonylamino-2,6-difluorophenyl)amide 
• 1269667-57-3 4-chlorothieno[3,2-d]pyrimidine-7-carboxylic acid 
• 1269666-21-8 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [2-chloro-6-fluoro-3-(2-methylpropane-1-sulfonylamino)phenyl]amide 
• 1269667-60-8 4-chloro-N-(2,6-dichloro-3-(propylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide 
• 1269666-22-9 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [2,6-dichloro-3-(propane-1-sulfonylamino)phenyl]amide 
• 1269666-24-1 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid (3-benzenesulfonylamino-2,6-difluoro-phenyl)amide 
• 1269667-61-9 4-chloro-N-(6-chloro-2-fluoro-3-(3-fluoropropylsulfonamido)phenyl)thieno[3,2-d]pyrimidine-7-carboxamide 
• 1269666-26-3 4-aminothieno[3,2-d]pyrimidine-7-carboxylic acid [6-chloro-2-fluoro-3-(3-fluoro-propane-1-sulfonylamino)phenyl]amide 

Relevant articles and documents

Potent and selective aminopyrimidine-based B-Raf inhibitors with favorable physicochemical and pharmacokinetic properties

Recent clinical data provided proof-of-concept for selective B-Raf inhibitors in treatment of B-RafV600E mutant melanoma. Pyrazolopyridine-type B-Raf inhibitors previously described by the authors are potent and selective but exhibit low solubility requiring the use of amorphous dispersion-based formulation for achieving efficacious drug exposures. Through structure-based design, we discovered a new class of highly potent aminopyrimidine-based B-Raf inhibitors with improved solubility and pharmacokinetic profiles. The hinge binding moiety possesses a basic center imparting high solubility at gastric pH, addressing the dissolution limitation observed with our previous series. In our search for an optimal linker-hinge binding moiety system, amide-linked thieno[3,2-d]pyrimidine analogues 32 and 35 (G945), molecules with desirable physicochemical properties, emerged as lead compounds with strong efficacy in a B-RafV600E mutant mouse xenograft model. Synthesis, SAR, lead selection, and evaluation of key compounds in animal studies will be described.

The efficient one-step chlorination of methylsulfanyl group on pyrimidine ring system with sulfuryl chloride

A facile one-step transformation of methylsulfanyl and arylsulfanyl groups on pyrimidine ring system into the corresponding chloride group was achieved using sulfuryl chloride in acetonitrile/dichloromethane.