31698-14-3 Usage
Description
Ancitabine is an organic heterotricyclic compound that is a prodrug, metabolized to the antineoplastic agent cytarabine. It is formed by the formal condensation of the oxo group of cytidine to the 2' position with the loss of water, resulting in a cyclic ether. Ancitabine is used to maintain a more constant antineoplastic action.
Uses
Used in Oncology:
Ancitabine is used as an antineoplastic agent for the treatment of various types of cancer. It is particularly effective against solid tumors due to its strong synergistic interaction with irofulven, another antitumor agent. This combination enhances the overall therapeutic effect and helps in managing cancer progression.
Used in Drug Metabolism:
As a prodrug, Ancitabine is metabolized to cytarabine, which is the active antineoplastic agent. This metabolic conversion allows for a more consistent and sustained antineoplastic effect, improving the treatment outcomes for cancer patients.
Therapeutic Function
Antineoplastic
Check Digit Verification of cas no
The CAS Registry Mumber 31698-14-3 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 3,1,6,9 and 8 respectively; the second part has 2 digits, 1 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 31698-14:
(7*3)+(6*1)+(5*6)+(4*9)+(3*8)+(2*1)+(1*4)=123
123 % 10 = 3
So 31698-14-3 is a valid CAS Registry Number.
InChI:InChI=1/C9H11N3O4/c10-5-1-2-12-8-7(16-9(12)11-5)6(14)4(3-13)15-8/h1-2,4,6-8,10,13-14H,3H2/t4-,6-,7+,8-/m1/s1
31698-14-3Relevant articles and documents
Nucleosides. 116. 1-(β-D-Xylofuranosyl)-5-fluorocytosines with a Leaving Group on the 3' Position. Potential Double-Barreled Masked Precursors of Anticancer Nucleosides
Watanabe, K. A.,Reichman, U.,Chu, C. K.,Hollenberg, D. H.,Fox, J. J.
, p. 1088 - 1094 (2007/10/02)
Syntheses of five pairs of cytosine and 5-fluorocytosine xylofuranosyl nucleosides in which the 3'-hydroxyl group is replaced by Cl, Br, I, OMs, or OTs are described.Those xylosyl nucleosides with a good leaving group at the 3' position exhibit good inhibitory activity against L5178Y and P815 mouse leukemic cells in vitro at rather low concentrations, and like that of ara-C this cytotoxicity is reversed by 2'-deoxycytidine but not by thymidine.Xylosylcytosines are not active against ara-C resistant lines of L5178Y and P815 cells; however the corresponding 5-fluorocytosine analogues exhibit significant cytotoxicity against these ara-C resistant leukemic cell lines, and this activity is reversed by thymidine but not by deoxycytidine.These data support the "double-barreled" masked precursor hypothesis in that xylosyl-5-fluorocytosines substituted at the 3' position by a good leaving group exhibit activity akin to that of ara-C in the ara-C in the ara-C sensitive lines, while these nucleosides act as 5-fluoropyrimidines in the ara-C resistant lines.
On the reaction of Vilsmeier-Haack reagent with nucleoside: a convenient synthesis of 2,2'-cyclocytidine.
Kikugawa,Ichino
, p. 867 - 870 (2007/10/04)
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