Description

4-Chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine (CAS No. 57564-94-0) is a high-purity heterocyclic compound with the molecular formula C₇H₆ClN₃S. This specialized chemical serves as a versatile building block in organic synthesis, particularly in pharmaceutical and agrochemical research. The compound features a pyrrolo[2,3-d]pyrimidine core substituted with a chloro group at the 4-position and a methylthio moiety at the 2-position, offering dual reactivity for further functionalization. With a molecular weight of 199.66 g/mol, it is supplied as an off-white to light yellow crystalline powder under strict quality control (typically ≥95% purity by HPLC). Precautions include storage at 2-8°C in a tightly sealed container under inert atmosphere to prevent degradation. This product is intended for research purposes only and is not for human or veterinary use.

Properties

• CAS Number: 57564-94-0
• Complexity: 169
• IUPAC Name: 4-chloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine
• InChI: InChI=1S/C7H6ClN3S/c1-12-7-10-5(8)4-2-3-9-6(4)11-7/h2-3H,1H3,(H,9,10,11)
• InChI Key: WEGGBXZHIWVHOI-UHFFFAOYSA-N
• Exact Mass: 198.9970961
• Molecular Formula: C7H6ClN3S
• Molecular Weight: 199.66
• SMILES: CSC1=NC2=C(C=CN2)C(=N1)Cl
• Topological: 66.9
• Monoisotopic Mass: 198.9970961
• Synonyms: 4-chloro-2-(methylthio)-7H-pyrrolo[2,3-d]pyrimidine, 57564-94-0, 4-chloro-2-methylsulfanyl-7H-pyrrolo[2,3-d]pyrimidine, 5-CHLORO-3-METHYLSULFANYL-2,4,9-TRIAZABICYCLO[4.3.0]NONA-2,4,7,10-TETRAENE, MFCD09025769, 4-chloro-2-methylthiopyrrolo[2,3-d]pyrimidine, NSC70903, 1H-Pyrrolo[2,3-d]pyrimidine, 4-chloro-2-(methylthio)-, SCHEMBL2564796, SCHEMBL3877175, DTXSID90415907, WEGGBXZHIWVHOI-UHFFFAOYSA-N, NSC-70903, SC1201, AKOS006291556, AKOS028109008, CS-W019391, PB29575, BP-20050, DS-10844, SY103878, DB-028077, 4-chloro-2-methylthiopyrrolo[2,3-d]-pyrimidine, 4-chloro-2-methylthiopyrrolo[2,3-d] -pyrimidine, 4-chloro-2-methylmercapto-7H-pyrrolo[2,3-d]pyrimidine, 7H-pyrrolo[2,3-d]pyrimidine, 4-chloro-2-(methylthio)-, 4-Chloro-2-(methylthio)-7H-pyrrolo[2 pound not3-d]pyrimidine, InChI=1/C7H6ClN3S/c1-12-7-10-5(8)4-2-3-9-6(4)11-7/h2-3H,1H3,(H,9,10,11

Application

This compound is primarily employed as a key intermediate in the synthesis of nucleoside analogs and kinase inhibitors. Researchers utilize its reactive chloro and methylthio groups for Suzuki couplings, nucleophilic substitutions, and cross-coupling reactions. It has shown potential in developing antiviral and anticancer agents targeting purine-binding enzymes. The pyrrolopyrimidine scaffold is also explored in agrochemical applications as a precursor for herbicidal compounds.

Safety and Hazards

GHS Hazard Statements

• H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

Precautionary Statements

• P264, P270, P301+P316, P321, P330, P405, and P501

Hazard Classes and Categories

• Acute Tox. 3 (100%)

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Disclaimer: Sold exclusively for laboratory research. Prohibited for commercial use, diagnostics, or human/animal applications. Buyers assume all compliance liability.