5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol, CAS No. 123318-82-1

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123318-82-1

Catalog No. EBD37492

CAS 123318-82-1

Name 5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol

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Basic Information

Synonyms: clofarabine 5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)oxolan-3-ol 2-CHLORO-2'-ARABINOFLUORO-2'-DEOXYADENOSINE CAFDA 2-chloro-9-(2-deoxy-2-fluoroarabinofuranosyl)adenine 2-chloro-9-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)-9h-purin-6-amin 2-chloro-9-(2-deoxy-2-fluoro-beta-d-arabinofuranosyl)adenine Clolar 2-Chloro-9-(2-Deoxy-2-Fluoro-β-D-Arabinofuranosyl)-9H-Purin-6-Amine 2-chloro-9-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-9H-purin-6-amine (2R,4R,5R)-5-(6-amino-2-chloro-purin-9-yl)-4-fluoro-2-(hydroxymethyl)tetrahydrofuran-3-ol (2R,3R,4S,5S)-5-(4-amino-6-chloro-1H-benzo[d]imidazol-1-yl)-4-fluoro-2-(hydroxymethyl)-tetrahydrofuran-3-ol

Molecular Formula: C10H11ClFN5O3

Molecular Weight: 303.68

MDL Number: MFCD00871077

Categories: Medicinal Chemistry > Biochemicals and Life Science Reagents > Saccharides, Nucleosides, and Nucleotides

Product Description:

This compound, with CAS number 123318-82-1, is a fluorinated purine nucleoside analog. Its chemical structure features a 2-chloro-6-aminopurine base attached to a 2-deoxy-2-fluoro-beta-D-arabinofuranosyl sugar moiety. This specific modification is crucial for its biological activity. Cladribine is the primary active pharmaceutical ingredient (API) for this compound. It is a purine antimetabolite used in the treatment of certain types of cancer, most notably hairy cell leukemia. The 2-chloro and 2-fluoro substitutions render the molecule resistant to degradation by adenosine deaminase, enhancing its stability and cytotoxic effects against lymphocytes. It functions by inhibiting DNA synthesis and inducing apoptosis in rapidly dividing cells. As a nucleoside analog, it also serves as a key building block in biochemical and pharmaceutical research, particularly in studies related to DNA synthesis inhibition and the development of novel anticancer or antiviral agents. Its classification as a sugar and nucleoside/nucleotide derivative is appropriate for its role in life science research.

Physical Properties

Color: white

Melting Point: 228-2310C

Boiling Point: 550 °C at 760 mmHg

Flash Point: 286.4 °C

Density: 2.12 g/cm3

Storage: 2-8°C

Safety Information

Packing Level: III

Hazard Category: 6.1

Transport Codes: 2811

Analytical Data

Appearance: white solid