C1768

Cytarabine

≥90% (HPLC), crystalline, DNA replication inhibitor

• Synonym(s): (β-D-Arabinofuranosyl)cytosine, Ara-C, Arabinocytidine, Arabinosylcytosine, Cytarabine, Cytosine arabinoside
• Empirical Formula (Hill Notation): C₉H₁₃N₃O₅
• CAS Number: 147-94-4
• Molecular Weight: 243.22
• Beilstein: 89175
• EC Number: 205-705-9
• MDL number: MFCD00066487
• UNSPSC Code: 12352200
• PubChem Substance ID: 24892435
• NACRES: NA.77

Properties

• product name: Cytosine β-D-arabinofuranoside, crystalline, ≥90% (HPLC)
• Assay: ≥90% (HPLC)
• form: crystalline
• storage temp.: 2-8°C
• SMILES string: NC1=NC(=O)N(C=C1)[C@@H]2O[C@H](CO)[C@@H](O)[C@@H]2O
• InChI: 1S/C9H13N3O5/c10-5-1-2-12(9(16)11-5)8-7(15)6(14)4(3-13)17-8/h1-2,4,6-8,13-15H,3H2,(H2,10,11,16)/t4-,6-,7+,8-/m1/s1
• InChI key: UHDGCWIWMRVCDJ-CCXZUQQUSA-N
• Gene Information: human ... POLA1(5422) , POLA2(23649) , POLB(5423) , POLD1(5424) , POLD2(5425) , POLD3(10714) , POLD4(57804) , POLE(5426) , POLE2(5427) , POLE3(54107) , PRIM1(5557) , PRIM2(5558) ; mouse ... Cda(72269)

Description

Biochem/physiol Actions

Ara-C incorporates into DNA and inhibits DNA replication by forming cleavage complexes with topoisomerase I resulting in DNA fragmentation; does not inhibit RNA synthesis. Anti-leukemia agent.

Features and Benefits

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Safety Information

• Pictograms: GHS08,GHS07
• Signal Word: Warning
• Hazard Statements: H317,H361fd
• Precautionary Statements: P202 - P261 - P272 - P280 - P302 + P352 - P308 + P313
• Hazard Classifications: Repr. 2 - Skin Sens. 1
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves