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135598-68-4

135598-68-4 Structure

135598-68-4 Structure
IdentificationBack Directory
[Name]

CNDAC
[CAS]

135598-68-4
[Synonyms]

DFP-10917
2'-Cyano-2'-deoxy-1-(b-D-arabinofuranosyl)cytosine
2(1H)-Pyrimidinone, 4-amino-1-(2-cyano-2-deoxy-β-D-arabinofuranosyl)-
4-Amino-1-(2-cyano-2-deoxy-beta-D-arabinofuranosyl)-2(1H)-pyrimidinone
[Molecular Formula]

C10H12N4O4
[MOL File]

135598-68-4.mol
[Molecular Weight]

252.23
Chemical PropertiesBack Directory
[Boiling point ]

596.9±60.0 °C(Predicted)
[density ]

1.75±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

Soluble in DMSO
[pka]

12.78±0.70(Predicted)
Hazard InformationBack Directory
[Uses]

CNDAC is a metabolite of the orally active agent Sapacitabine.html" class="link-product" target="_blank">Sapacitabine (HY-16445), and a nucleoside analog. CNDAC induces DNA damage and apoptosis[1][2].
[Definition]

ChEBI: CNDAC is a pyrimidine 2'-deoxyribonucleoside that is 2'-deoxycytidine having a cyano group in the 2'-position. It is the active metabolite of the anti-cancer drug, sapacitabine which is currently in clinical development for the treatment of hematologic malignancies and solid tumors. It has a role as an antineoplastic agent, a drug metabolite and a DNA synthesis inhibitor. It is a pyrimidine 2'-deoxyribonucleoside and a nitrile.
[in vivo]

CNDAC (20mg/kg; i.p.; daily for 10 days) shows antitumor activity in mice[4].

Animal Model:CDF1 mice, P388 tumor model[4]
Dosage:20 mg/kg
Administration:Intraperitoneal injection, daily for 10 days
Result:Greatly increased the survival time and survival rate.
[References]

[1] Liu XJ, et al. Sapacitabine, the prodrug of CNDAC, is a nucleoside analog with a unique action mechanism of inducing DNA strand breaks. hin J Cancer. 2012 Aug;31(8):373-80. DOI:10.5732/cjc.012.10077
[2] Jagan S, et al. Bone Marrow and Peripheral Blood AML Cells Are Highly Sensitive to CNDAC, the Active Form of Sapacitabine. Adv Hematol. 2012;2012:727683. DOI:10.1155/2012/727683
[3] Serova M, et al. Antiproliferative effects of sapacitabine (CYC682), a novel 2'-deoxycytidine-derivative, in human cancer cells. Br J Cancer. 2007 Sep 3;97(5):628-36. DOI:10.1038/sj.bjc.6603896
[4] Azuma A, et al. Nucleosides and nucleotides. 122. 2'-C-cyano-2'-deoxy-1-beta-D-arabinofuranosylcytosine and its derivatives. A new class of nucleoside with a broad antitumor spectrum. J Med Chem. 1993 Dec 24;36(26):4183-9. DOI:10.1021/jm00078a006
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