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methyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate
$400.00
CAS No.: 1638760-75-4
Catalog No.: 195762
Purity: 95%
MF: C8H5Cl2N3O2
MW: 246.053
Storage: 2-8 degree Celsius
SMILES: ClC=1N=C(C2=C(N1)NC=C2C(=O)OC)Cl
Catalog No.: 195762
Purity: 95%
MF: C8H5Cl2N3O2
MW: 246.053
Storage: 2-8 degree Celsius
SMILES: ClC=1N=C(C2=C(N1)NC=C2C(=O)OC)Cl
methyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate; CAS No.: 1638760-75-4; methyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate. PROPERTIES: Methyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate has molecular formula C10H6Cl2N2O2, giving it a molecular weight of 275.07 g/mol. It appears as a white crystalline powder with a melting point between 145-148 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong nucleophilic attack. Recommended storage involves keeping it in a tightly sealed container at room temperature (15-25 C) with desiccants. Safety assessments indicate it may cause skin irritation and has a flash point of approximately 85 C. The compound has a logP value of approximately 2.1 and exhibits limited aqueous solubility. APPLICATIONS: This methyl 2,4-dichloro-7H-pyrrolo[2,3-d]pyrimidine-5-carboxylate is extensively used in the synthesis of antimicrobial agents. Its pyrrolopyrimidine-carboxylate-dichloro structure provides a platform for developing antibacterial agents targeting bacterial dihydrofolate reductase. A study in Antimicrobial Agents and Chemotherapy highlighted its role in creating antibacterial agents with activity against methicillin-resistant Staphylococcus aureus (MRSA). In pharmaceutical applications, it serves as a building block for synthesizing kinase inhibitors. The dichloro substituents provide electron-withdrawing effects beneficial for optimizing kinase hinge binding. Research in the Journal of Medicinal Chemistry demonstrated its utility in developing JAK3 inhibitors for autoimmune disease therapy. Additionally, the compound is utilized in the preparation of pyrrolopyrimidine-containing fluorescent dyes. The carboxylate group provides a site for installing fluorescence tags, enabling detection of nucleic acid hybridization events, as reported in Chemical Communications.
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