148256-82-0

Basic information

• Product Name: 4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde
• Synonyms: 4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde;4-chloro-2-(Methylthio)pyriMidine-5-carbaldehyde;5-PyriMidinecarboxaldehyde, 4-chloro-2-(Methylthio)-;4-chloro-2-(Methylsulfanyl)pyriMidine-5- carbaldehyde
• CAS NO: 148256-82-0
• Molecular Formula: C₆H₅ClN₂OS
• Molecular Weight: 189
• EINECS: -0
• Mol File: 148256-82-0.mol
• Article Data: 15

Chemical Properties

• Boiling Point: 315℃
• Flash Point: 144℃
• Appearance: /
• Density: 1.44
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: -2.16±0.29(Predicted)
• CAS DataBase Reference: 4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde(148256-82-0)
• EPA Substance Registry System: 4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde(148256-82-0)

Safety Data

• Hazardous Substances Data: 148256-82-0(Hazardous Substances Data)

Usage

General Description

4-Chloro-2-(methylthio)pyrimidine-5-carboxaldehyde is a chemical compound with the molecular formula C6H5ClN2OS. It is a pyrimidine derivative with a chlorine atom located at the fourth position and a methylthio group attached to the second position of the pyrimidine ring. The compound also features a carboxaldehyde group at the fifth position. It is commonly used in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. The presence of the reactive aldehyde group makes it a key intermediate in the production of various valuable products, including anticancer and antiviral drugs. Additionally, it is utilized as a building block in the preparation of diverse heterocyclic compounds and has proven to be a versatile and important reagent in organic chemistry.

Upstream product

• 74840-34-9 4-chloro-2-(methylsulfanyl)pyrimidine-5-carboxylic acid 
• 5909-24-0 4-chloro-2-methanesulfanylpyrimidine-5-carboxylic acid ethyl ester 
• 1044145-59-6 [4-chloro-2-(methylsulfanyl)pyrimidin-5-yl]methanol 
• 49844-90-8 4-Chloro-2-methylthiopyrimidine 

Downstream Products

• 55084-74-7 6-methylsulfanyl-1⁽²⁾H-pyrazolo[3,4-d]pyrimidine 
• 1192309-52-6 1-{4-Chloro-3-[2-(2-dimethylamino-ethylamino)-8-methoxy-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl]-phenyl}-3-(3-chloro-4-methoxy-phenyl)-urea 
• 1192310-22-7 6-(2-chloro-5-nitrophenyl)-8-methoxy-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one 
• 1192310-23-8 6-(2-chloro-5-nitrophenyl)-2-(2-(dimethylamino)ethylamino)-8-methoxypyrido[2,3-d]pyrimidin-7(8H)-one 
• 1192310-18-1 6-(5-amino-2-chlorophenyl)-2-(2-(dimethylamino)ethylamino)-8-methoxypyrido[2,3-d]pyrimidin-7(8H)-one 
• 1192310-28-3 6-(2-chloro-4-nitrophenyl)-8-methoxy-2-(methylsulfonyl)pyrido[2,3-d]pyrimidin-7(8H)-one 
• 1192310-29-4 6-(2-chloro-4-nitrophenyl)-2-(2-(dimethylamino)ethylamino)-8-methoxypyrido[2,3-d]pyrimidin-7(8H)-one 
• 1192310-24-9 6-(4-amino-2-chlorophenyl)-2-(2-(dimethylamino)ethylamino)-8-methoxypyrido[2,3-d]pyrimidin-7(8H)-one 
• 2260886-64-2 N-((1S,4S)-4-(3-(2-chlorophenyl)-7-((3-methyl-4-(4-methylpiperazin-1-yl)phenyl)amino)-2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidin-1(2H)-yl)cyclohexyl)propionamide 

Relevant articles and documents

CYCLIN-DEPENDENT KINASE INHIBITORS

Described herein are compounds and their pharmaceutically acceptable salts, pharmaceutical compositions thereof, methods of treatment, and medical uses. The compounds described herein are modulators of cyclin-dependent kinases, and are useful in the treatment or alleviation of protein kinase associated disorders, including cancer, infectious diseases, autoimmune diseases, or cardiovascular diseases.

2-Oxo-3,4-dihydropyrimido[4,5-d] pyrimidines as new reversible inhibitors of EGFR C797S (Cys797 to Ser797) mutant

Extensive structure-activity relationships (SARs) study of JND3229 was conducted to yield a series of new reversible 2-oxo-3,4-dihydropyrimido[4,5-d]pyrimidine privileged scaffold as EGFRC797S inhibitors. One of the most potent compound 6i potently suppressed EGFRL858R/T790M/C797S kinase with an IC50 value of 3.1 nmol/L, and inhibited the proliferation of BaF3 cells harboring EGFRL858R/T790M/C797S and EGFR19D/T790M/C797S mutants with IC50 values of 290 nmol/L and 316 nmol/L, respectively. Further, 6i dose-dependently induced suppression of the phosphorylation of EGFRL858R/T790M/C797S and EGFR19D/T790M/C797S in BaF3 cells. Compound 6i may serve as a promising lead compound for further drug discovery overcoming the acquired resistance of non-small cell lung cancer (NSCLC) patients.

Synthetic method of cyclopentyl pyrimido pyrroles compound

The invention discloses a synthetic method of a cyclopentyl pyrimido pyrroles compound, which belongs to the field of organic chemical synthesis. Through steps of reduction, oxidation, aldol condensation, aminolysis and nucleophilic substitution, the cyclopentyl pyrimido pyrroles compound is synthesized. The raw materials have the advantages of low cost and easy acquisition, a related intermediate is easily separated and purified, operation is simple, the method is friendly to environment, the purity of the product is high, and the product has good industrial prospect. The prepared cyclopentyl pyrimido pyrroles compound, especially 7-cyclopentyl-N,N-dimethyl-2-((5-(piperazine-1-yl)pyridine-2-yl)amino)-7H-pyrrolo[2,3-d]pyrimidine-6-methanamide has inhibition effect on cyclin-dependent kinase CDK4/6, and has good clinical treatment effect on melanoma and breast cancer.