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CNDAC hydrochloride
- DFP-10917 hydrochloride - TAS-109 hydrochloride
Axon 3970
- Parent CAS: 135598-68-4
- Optical Purity: 99% e.e.
- Soluble in water and DMSO
- MF: C10H12N4O4.HCl
- MW: 288.69
Description
CNDAC is an orally available deoxycytosine nucleoside analog with potential antineoplastic activity. Upon administration, CNDAC is phosphorylated to generate its nucleotide form, functioning as a deoxycytosine mimic and is incorporated into DNA in tumor cells. This causes DNA strand breaks during polymerization due to beta-elimination during the fidelity checkpoint, resulting in G2/M phase-arrest and tumor cell apoptosis.
More Information
| Parent CAS No. | 135598-68-4 |
|---|---|
| Chemical Name | (2R,3S,4S,5R)-2-(4-Amino-2-oxopyrimidin-1(2H)-yl)-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-3-carbonitrile |
| extra_info | Sold in collaboration with Chemietek |
| SMILES | [C@@H]1(C#N)[C@H](N2C=CC(N)=NC2=O)O[C@H](CO)[C@H]1O.Cl |&1:0,3,13,16,r| |
| MFCD | N.A. |
| InChi | InChI=1S/C10H12N4O4.ClH/c11-3-5-8(16)6(4-15)18-9(5)14-2-1-7(12)13-10(14)17;/h1-2,5-6,8-9,15-16H,4H2,(H2,12,13,17);1H/t5-,6+,8-,9+;/m0./s1 |
| InChiKey | PKGUOXDXRLGZBN-KUAPJGQRSA-N |
| CID | 3035200 |
| Short Description | DNA damage and apoptosis inducer |
References
- XJ Liu et al. Sapacitabine, the prodrug of CNDAC, is a nucleoside analog with a unique action mechanism of inducing DNA strand breaks. Chin J Cancer. 2012 Aug;31(8):373-80.
- S Jagan et al. Christopherson KW 2nd. Bone Marrow and Peripheral Blood AML Cells Are Highly Sensitive to CNDAC, the Active Form of Sapacitabine. Adv Hematol. 2012;2012:727683.
- M Serova 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.
- A Azuma 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.
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