Cytarabine, 98%
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Cytarabine, 98%
Cytarabine, 98%
Cytarabine, 98%
Thermo Scientific Chemicals

Cytarabine, 98%

Cytarabine, CAS # 147-94-4, is an inhibitor of DNA synthesis that is used as an anticancer and antiviral agent. | CAS: 147-94-4 | C9H13N3O5 | 243.22 g/mol
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5 g
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Glass bottle
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Catalog number 449560010
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Quantity:
1 g
Packaging:
Glass bottle
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Chemical Identifiers
CAS147-94-4
IUPAC Name4-amino-1-[(2R,3S,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)oxolan-2-yl]-1,2-dihydropyrimidin-2-one
Molecular FormulaC9H13N3O5
InChI KeyUHDGCWIWMRVCDJ-CCXZUQQUSA-N
SMILESNC1=NC(=O)N(C=C1)[C@@H]1O[C@H](CO)[C@@H](O)[C@@H]1O
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SpecificationsSpecification SheetSpecification Sheet
Appearance (Color)White to Beige
Infrared spectrumConforms
Appearance (Form)Crystalline powder
HPLC>=97.5 %
Specific optical rotation+155° to +162° (20°C, 589 nm) (c=1, water)
This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General Description

  • Cytarabine is a nucleoside analog that acts as an antileukemic agent
  • Cytarabine becomes cytotoxic following conversion to its triphosphorylated form, which can be incorporated into DNA primers by DNA polymerase alpha
  • Can induce S phase cell cycle arrest and apoptosis in leukemic and neuronal cells

Applications

  • Has been used to study chemotherapeutic regimens in laboratory studies of leukemia
  • Useful for laboratory studies of cytarabine resistance mechanisms
  • At nanomolar concentrations, cytarabine has been seen to induce mitochondrial apoptosis in leukemic cells through upregulation of multiple Bcl-2 family members
  • It can induce neuronal cell death via inducing γ-H2AX phosphorylation in histones, in the absence of double-stranded DNA breaks
RUO – Research Use Only

General References:

  1. Song, J.; Du, L.; Liu, P.; Wang, F.; Zhang, B.; Xie, Y.; Lu, J.; Jin, Y.; Zhou, Y.; Lv, G.; Zhang, J.; Chen, S.; Chen, Z.; Sun, X.; Zhang, Y.; Huang, Q. Intra-heterogeneity in transcription and chemoresistant property of leukemia-initiating cells in murine Setd2-/- acute myeloid leukemia. Cancer Commun (Lond). 2021, 41(9), 867-888.
  2. Galmarini, C.M.; Thomas, X.; Calvo, F.; Rousselot, P.; Rabilloud, M.; El Jaffari, A.; Cros, E.; Dumontet, C. In vivo mechanisms of resistance to cytarabine in acute myeloid leukaemia. Br J Haematol. 2002 Jun;117(4):860-8.
  3. Nakayama, S.; Adachi, M.; Hatano, M.; Inahata, N.; Nagao ,T.; Fukushima, N. Cytosine arabinoside induces phosphorylation of histone H2AX in hippocampal neurons via a noncanonical pathway. Neurochem Int. 2021, 142, 104933.