Cytosine β-D-arabinofuranoside , 98% , 147-94-4

Synonym(s):
Cytarabine;Arabinosylcytosine;Ara-C;Cytosine arabinoside;(β-D-Arabinofuranosyl)cytosine

CAS NO.：147-94-4

Empirical Formula: C9H13N3O5

Molecular Weight: 243.22

MDL number: MFCD00066487

EINECS: 205-705-9

PRODUCT Properties

• Melting point: 214 °C
• alpha: D24 +153° (c = 0.5 in water)
• Boiling point: 386.09°C (rough estimate)
• Density: 1.3686 (rough estimate)
• refractive index: 1.5100 (estimate)
• storage temp.: 2-8°C
• solubility: H₂O: 50 mg/mL, clear, colorless
• form: crystalline
• pka: pKa 4.3 (Uncertain)
• color: Prisms from EtOH (aq)
• Water Solubility: almost transparency
• λmax: 272nm(H2O)(lit.)
• Merck: 14,2784
• BRN: 89175
• Stability: Stable for 1 year as supplied from date of purchase. Solutions in DMSO or water may be stored at -20°C for up to 1 month.
• InChIKey: UHDGCWIWMRVCDJ-STUHELBRSA-N
• LogP: -1.808 (est)

Description and Uses

Cytarabine (147-94-4) is a nucleoside analog that interferes with DNA synthesis and transcription, particularly in tumor cells.1,2 Cellular enzymes convert it to its nucleotide form, Ara-CTP, which disrupts DNA and RNA synthesis when polymerases attempt to incorporate it.3,4 For the same reasons, it is also employed as an antiviral.5 It inhibits proliferation of a variety of leukemic cell lines (IC50s 16-72 nM), but is used primarily against acute myeloid leukemia (AML).6

antineoplastic, antiviral, antimetabolite

Safety

• Symbol(GHS): GHS07,GHS08
• Signal word: Warning
• Hazard statements: H317-H361fd
• Precautionary statements: P202-P261-P272-P280-P302+P352-P308+P313
• Hazard Codes: Xn,Xi
• Risk Statements: 43-63-36/37/38-20/21/22
• Safety Statements: 36/37-37/39-36-26
• WGK Germany: 3
• RTECS: HA5425000
• F: 10-23
• HS Code: 29349990
• Toxicity: LD50 oral in rat: > 5gm/kg