5-(Hydroxymethyl)-2'-deoxyuridine

5-(Hydroxymethyl)-2'-deoxyuridine is a nucleoside analog with anticancer and antiviral activities. It inhibits the replication of murine S180 lung carcinoma cells and Ehrlich ascites mammary carcinoma cells (ED50s = 8.5 and 4 µM, respectively) and multiple human leukemia cell lines (IC50s = 1.7-5.8 µM). 5-(Hydroxymethyl)-2'-deoxyuridine acts synergistically with 5-fluorouracil (5-FU, Cay-14416) against HT-29, HCT116, PANC-1, and EKVX cancer cells with no effect on WI38 embryonic lung fibroblasts. It inhibits herpes simplex virus type 1 (HSV-1) pyrimidine 2'-deoxyribonucleoside kinase (Ki = 3.5 µM) and reduces HSV-1 viral titer to 0.05% of the control at a concentration of 200 µM. 5-(Hydroxymethyl)-2'-deoxyuridine is also a DNA adduct, formed in response to oxidative stress, that is found in hepatic DNA of rats treated with gamma irradiation, diethylnitrosamine, 2-acetylaminofluorene, and ciprofibrate (Cay-18515).Formal Name: alpha-hydroxy-thymidine. CAS Number: 5116-24-5. Molecular Formula: C10H14N2O6. Formula Weight: 258.2. Purity: >98%. Formulation: (Request formulation change), A crystalline solid. Solubility: DMF: 20 mg/ml, DMSO: 20 mg/ml, Ethanol: 25 mg/ml, PBS (pH 7.2): 10 mg/ml. lambdamax: 208, 266 nm. SMILES: O=C(NC(C(CO)=C1)=O)N1[C@H]2C[C@H](O)[C@@H](CO)O2. InChi Code: InChI=1S/C10H14N2O6/c13-3-5-2-12(10(17)11-9(5)16)8-1-6(15)7(4-14)18-8/h2,6-8,13-15H,1,3-4H2,(H,11,16,17)/t6-,7+,8+/m0/s1. InChi Key: IPAVKOYJGUMINP-XLPZGREQSA-N.