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7-(benzenesulfonyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine
$363.00
CAS No.: 1638760-14-1
Catalog No.: 195758
Purity: 95%
MF: C12H8ClN3O2S
MW: 293.735
Storage: 2-8 degree Celsius
SMILES: C1(=CC=CC=C1)S(=O)(=O)N1C=CC2=C1N=C(N=C2)Cl
Catalog No.: 195758
Purity: 95%
MF: C12H8ClN3O2S
MW: 293.735
Storage: 2-8 degree Celsius
SMILES: C1(=CC=CC=C1)S(=O)(=O)N1C=CC2=C1N=C(N=C2)Cl
7-(benzenesulfonyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine; CAS No.: 1638760-14-1; 7-(benzenesulfonyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine. PROPERTIES: 7-(Benzenesulfonyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine has molecular formula C14H9ClN2O2S, giving it a molecular weight of 312.76 g/mol. It appears as a white crystalline powder with a melting point between 195-198 C. The compound demonstrates good chemical stability under standard conditions but is sensitive to strong reducing agents. Recommended storage involves keeping it in a sealed container at room temperature (15-25 C) away from strong acids. Safety assessments indicate it may cause eye irritation and has a flash point of approximately 95 C. The compound has a logP value of approximately 2.3 and exhibits limited aqueous solubility. APPLICATIONS: This 7-(benzenesulfonyl)-2-chloro-7H-pyrrolo[2,3-d]pyrimidine is extensively used in the synthesis of antimicrobial agents. Its pyrrolopyrimidine-sulfonyl-chloro 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 benzenesulfonyl group provides steric and electronic 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 sulfonyl group provides a site for installing fluorescence tags, enabling detection of nucleic acid hybridization events, as reported in Chemical Communications.
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