Cytarabine Hydrochloride

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  • #LGM Pharma offers this active ingredient but not the finished dosage forms.

Product Details:

  • CAS No: 69-74-9
  • AHFC code: 10:00.0
  • Synonyms: 1-beta-D-Arabinofuranosylcytosine hydrochloride, 1-beta-D-Arabinofuranosylcytosine monohydrochloride, 1beta-D-Arabinofuranosylcytosine hydrochloride, 1beta-D-Arabinofuranosylcytosine monohydrochloride, 2(1H)-Pyrimidinone, 4-amino-1-beta-D-arabinofuranosyl-, monohydrochloride, AC 1075, AI3-52344, Alexan, Ara-C hydrochloride, Arabinofuranosylcytosine hydrochloride, Arabinosyl cytosine hydrochloride, Arabinosylcytosine hydrochloride, Arabitin hydrochloride, Aracytidine hydrochloride, Aracytin hydrochloride, CCRIS 4774, Cylocide, Cytarabin hydrochloride, Cytarabine HCl, Cytarabine hydrochloride, Cytosar hydrochloride, Cytosine arabinoside hydrochloride, Cytosine, 1-beta-D-arabinofuranosyl-, hydrochloride, Cytosine, 1-beta-D-arabinofuranosyl-, monhydrochloride, Cytosine, 1beta-D-arabinofuranosyl-, monohydrochloride, EINECS 200-713-9, Iretin, NSC 63878, Spongocytidine hydrochloride, U-19920A, UNII-33K3DB6591
  • ATC Code: L01BC01
  • Chemical Formula: C9-H13-N3-O5.Cl-H
  • Molecular Weight: 279.679
  • Assay/Purity: Typically NLT 98%
  • DrugBank: DB00987 (APRD00499)
  • SMILES: n1([C,,H]2O[C,H](CO)[C,H]([C,,H]2O)O)c(nc(N)cc1)=O.Cl
  • InChl: 1S/C9H13N3O5.ClH/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);1H/t4-,6-,7+,8-;/m1./s1
  • PubChem: 6253
  • IUPAC: 1-beta-D-Arabinofuranosylcytosine hydrochloride 2(1H)-Pyrimidinone, 4-amino-1-beta-D-arabinofuranosyl-, monohydrochloride Cytarabine hydrochloride Cytosine, 1-beta-D-arabinofuranosyl-, monohydrochloride

Additional Details

Indication:
For the treatment of acute non-lymphocytic leukemia, acute lymphocytic leukemia and blast phase of chronic myelocytic leukemia.
Pharmacodynamics:
Cytarabine is an antineoplastic anti-metabolite used in the treatment of several forms of leukemia including acute myelogenous leukemia and meningeal leukemia. Anti-metabolites masquerade as purine or pyrimidine – which become the building blocks of DNA. They prevent these substances becoming incorporated in to DNA during the "S" phase (of the cell cycle), stopping normal development and division. Cytarabine is metabolized intracellularly into its active triphosphate form (cytosine arabinoside triphosphate). This metabolite then damages DNA by multiple mechanisms, including the inhibition of alpha-DNA polymerase, inhibition of DNA repair through an effect on beta-DNA polymerase, and incorporation into DNA. The latter mechanism is probably the most important. Cytotoxicity is highly specific for the S phase of the cell cycle.
Mode of Action:
Cytarabine acts through direct DNA damage and incorporation into DNA. Cytarabine is cytotoxic to a wide variety of proliferating mammalian cells in culture. It exhibits cell phase specificity, primarily killing cells undergoing DNA synthesis (S-phase) and under certain conditions blocking the progression of cells from the G1 phase to the S-phase. Although the mechanism of action is not completely understood, it appears that cytarabine acts through the inhibition of DNA polymerase. A limited, but significant, incorporation of cytarabine into both DNA and RNA has also been reported.
Metabolism:
Hepatic
Toxicity:
Cytarabine syndrome may develop – it is characterized by fever, myalgia, bone pain, occasionally chest pain, maculopapular rash, conjunctivitis, and malaise.
General Reference:
Products currently covered by valid US Patents are offered for R&D use in accordance with 35 USC 271(e)+A13(1). Any patent infringement and resulting liability is solely at buyer risk.

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