Description

4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine (CAS: 84955-31-7) is a high-purity heterocyclic compound with the molecular formula C₆H₅ClN₄. This specialized chemical serves as a versatile building block in medicinal chemistry, particularly in the synthesis of nucleoside analogs and kinase inhibitors. Its unique pyrrolo[2,3-d]pyrimidine scaffold makes it valuable for pharmaceutical research, including anticancer and antiviral drug development. Available in ≥98% purity (HPLC), this product is rigorously tested for consistency and stability. Packaged under inert gas to prevent degradation, it is ideal for high-throughput screening and structure-activity relationship studies.

Key Features:

• CAS: 84955-31-7 | Molecular Weight: 168.58 g/mol
• Purity: ≥98% (HPLC-grade, confirmed by LC-MS)
• Storage: -20°C under argon, light-sensitive
• Packaging: 100mg, 500mg, and 1g sealed amber vials
• Applications: Nucleotide analog synthesis, kinase inhibitor design

Properties

• CAS Number: 84955-31-7
• Complexity: 154
• IUPAC Name: 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine
• InChI: InChI=1S/C6H5ClN4/c7-4-3-1-2-9-5(3)11-6(8)10-4/h1-2H,(H3,8,9,10,11)
• InChI Key: VIVLSUIQHWGALQ-UHFFFAOYSA-N
• Exact Mass: 168.0202739
• Molecular Formula: C6H5ClN4
• Molecular Weight: 168.58
• SMILES: C1=CNC2=C1C(=NC(=N2)N)Cl
• Topological: 67.6
• Monoisotopic Mass: 168.0202739
• Synonyms: 84955-31-7, 4-chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine, DTXSID30415906, 7H-pyrrolo[2,3-d]pyrimidin-2-amine, 4-chloro-, 4-chloro-7H-pyrrolo(2,3-d)pyrimidin-2-amine, 7H-pyrrolo(2,3-d)pyrimidin-2-amine, 4-chloro-, DTXCID60366755, 640-149-4, inchi=1/c6h5cln4/c7-4-3-1-2-9-5(3)11-6(8)10-4/h1-2h,(h3,8,9,10,11, 2-amino-4-chloropyrrolo[2,3-d]pyrimidine, 6-Chloro-7-deazaguanine, 2-Amino-4-chloro-7H-pyrrolo[2,3-d]pyrimidine, MFCD07369229, 651035-58-4, CHEMBL4079705, 4-CHLORO-7H-PYRROLO[2,3-D]PYRIMIDIN-2-YLAMINE, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine sodium salt, 4-chloro-1H-pyrrolo[2,3-d]pyrimidin-2-amine, 1H-Pyrrolo[2,3-d]pyrimidin-2-amine, 4-chloro-, SCHEMBL760829, SCHEMBL1335301, 6-CHLORO-7-DEAZAQUININE, BCP27471, STR09506, BBL101341, BDBM50257907, SBB088214, STL555137, AKOS005258691, AKOS028109134, CS-W019601, FC06299, PB32491, PS-3942, AC-24695, SY013816, 2-amino-4-chloro-pyrrolo[2,3-d]pyrimidine, 4-chloropyrrolo[2,3-d]pyrimidine-2-ylamine, 2-amino-4-chloro-1H-pyrrolo[2,3-d]pyrimidine, EN300-225495, F12176, 2-amino-4-chloro-7 h-pyrrolo[2,3-d]pyrimidine, 2-amino-4-chloro-7H-pyrrolo[2,3 -d]pyrimidine, 2-amino-4-chloro-7H-pyrrolo[2,3-d ]pyrimidine, 4-Chloro-7H-pyrrolo[2,3-d]pyrimidin-2-amine, AldrichCPR

This compound is primarily used as an intermediate in the synthesis of modified nucleosides for antiviral and antitumor research. It serves as a precursor for ATP-competitive kinase inhibitors due to its ability to mimic purine bases. Researchers employ it in fragment-based drug discovery for targeting protein-protein interactions. Its chloro-amine functional groups allow for further derivatization via cross-coupling reactions.

Safety and Hazards

GHS Hazard Statements

• H319 (100%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]

Precautionary Statements

• P264+P265, P280, P305+P351+P338, and P337+P317

Hazard Classes and Categories

• Eye Irrit. 2A (100%)

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