Gemcitabine Elaidate

Gemcitabine elaidate is a lipophilic prodrug form of the nucleoside analog gemcitabine (Cay-11690, Cay-9003096) that contains an elaidic acid (Cay-90250) moiety. Gemcitabine elaidate inhibits growth of gemcitabine-sensitive L1210/L5, BCLO, and A2780 cells (IC50s = 0.0033, 0.0042, and 0.0025 µM, respectively) but not cytarabine-resistant L4A6 and Bara-C cells (IC50s = 16 and 13 µM, respectively) or gemcitabine-resistant AG6000 cells (IC50 = 91 µM). It inhibits growth of THX, LOX, MOLT-4, and MOLT-4/C8 cells in a manner independent of nucleoside transport. Gemcitabine elaidate reduces tumor growth in EKVX non-small cell lung cancer and MHMX sarcoma mouse xenograft models but not in an H-146 small cell lung cancer mouse xenograft model when administered at a dose of 40 mg/kg every three days.Formal Name: 2'-deoxy-2',2'-difluoro-cytidine, 5'-(9E)-9-octadecenoate. CAS Number: 210829-30-4. Synonyms: CP 4126. Molecular Formula: C27H43F2N3O5. Formula Weight: 527.6. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 30 mg/ml, DMSO: 30 mg/ml, Ethanol: 30 mg/ml, Ethanol:PBS (pH 7.2) (1:2): 0.33 mg/ml. lambdamax: 244, 273 nm. SMILES: O[C@H]1C(F)(F)[C@H](N2C(N=C(N)C=C2)=O)O[C@@H]1COC(CCCCCCC/C=C/CCCCCCCC)=O. InChi Code: InChI=1S/C27H43F2N3O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-23(33)36-20-21-24(34)27(28,29)25(37-21)32-19-18-22(30)31-26(32)35/h9-10,18-19,21,24-25,34H,2-8,11-17,20H2,1H3,(H2,30,31,35)/b10-9+/t21-,24-,25-/m1/s1. InChi Key: HESSNRGIEVBPRB-QDDPNBLJSA-N.