106691-21-8

Basic information

• Product Name: 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE
• Synonyms: AKOS 92593;4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE;4-chloro-6-methylthieno[2,3-d]pyrimidine(SALTDATA: FREE);4-Chloro-6-Methylthieno[2...
• CAS NO: 106691-21-8
• Molecular Formula: C₇H₅ClN₂S
• Molecular Weight: 184.65
• Mol File: 106691-21-8.mol
• Article Data: 7

Chemical Properties

• Melting Point: 88-91℃ (sublm)
• Boiling Point: 301.3 °C at 760 mmHg
• Flash Point: 136 °C
• Appearance: /
• Density: 1.445±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 0.0019mmHg at 25°C
• Refractive Index: 1.682
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• CAS DataBase Reference: 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE(106691-21-8)
• EPA Substance Registry System: 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE(106691-21-8)

Safety Data

• Statements: 36
• Safety Statements: 26
• WGK Germany: 3
• Hazardous Substances Data: 106691-21-8(Hazardous Substances Data)

Usage

General Description

4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE is a chemical compound with the molecular formula C6H4ClN3S. It is a heterocyclic compound containing a thiophene ring fused to a pyrimidine ring, with chlorine and methyl groups attached to the thiophene ring. 4-CHLORO-6-METHYLTHIENO[2,3-D]PYRIMIDINE is used in the pharmaceutical industry as a building block for the synthesis of various biologically active compounds and drugs. It has been studied for its potential antiviral, anticancer, and antimicrobial activities, making it a valuable intermediate in drug discovery and development. Additionally, it is used in the synthesis of agrochemicals and other specialty chemicals.

InChI:InChI=1/C7H5ClN2S/c1-4-2-5-6(8)9-3-10-7(5)11-4/h2-3H,1H3

Upstream product

• 2926-29-6 Langlois reagent 
• 108831-66-9 6-Methylthieno<2,3-d>pyrimid-4-one 
• 4815-32-1 ethyl 2-amino-5-methylthiophene-3-carboxylate 

Downstream Products

• 106691-22-9 6-methylthieno<2,3-d>pyrimidine 
• 108099-55-4 6-Bromomethyl-4-chlorothieno<2,3-d>pyrimidine 
• 890014-20-7 [(6-methylthieno[2,3-d]pyrimidin-4-yl)thio]acetic acid 
• 439692-69-0 C₇H₈N₄S 
• 106691-23-0 3-Benzoyl-3,4-dihydro-6-methylthieno<2,3-d>pyrimidine-4-carbonitrile 

Relevant articles and documents

SYNTHESIS OF MONO- AND DIBROMOMETHYL DERIVATIVES OF THIENOPYRIMIDINES

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Stimulation of cortical bone formation with thienopyrimidine based inhibitors of Notum Pectinacetylesterase

A group of small molecule thienopyrimidine inhibitors of Notum Pectinacetylesterase are described. We explored both 2-((5,6-thieno[2,3-d]pyrimidin-4-yl)thio)acetic acids and 2-((6,7-thieno[3,2-d]pyrimidin-4-yl)thio)acetic acids. In both series, highly potent, orally active Notum Pectinacetylesterase inhibitors were identified.

Synthesis and biological evaluation of substituted (thieno[2,3-d]pyrimidin- 4-ylthio)carboxylic acids as inhibitors of human protein kinase CK2

A novel series of substituted (thieno[2,3-d]pyrimidin-4-ylthio)carboxylic acids has been synthesized and tested in vitro towards human protein kinase CK2. It was revealed that the most active compounds inhibiting CK2 are 3-{[5-(4-methylphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid and 3-{[5-(4-ethoxyphenyl)thieno[2,3-d]pyrimidin-4-yl]thio}propanoic acid (IC 50 values are 0.1 μM and 0.125 μM, respectively). Structure-activity relationships of 28 tested thienopyrimidine derivatives have been studied and binding mode of this chemical class has been predicted. Evaluation of the inhibitors on seven protein kinases revealed considerable selectivity towards CK2.