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Fiacitabine

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Category Herpes simplex Virus (HSV)
CAS 69123-90-6
Description Fiacitabine is a selective inhibitior of DNA replication of herpes simplex virus(HSV). It was active at much lower concentrations than arabinosylcytosine, iododeoxyuridine, and arabinosyladenine. It was slightly more active against herpes simplex virus type 1 than acycloquanosine and slightly more toxic to normal cells.
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Product Information

Synonyms 1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodocytosine; 5-Iodo-2'-deoxy-2'-fluoro-beta-D-arabinocytidine; FICA; DRG-0077; DRG 0077; DRG0077; FOAC; Fluoroiodoaracytidine; Fluorviodoaracytidine; 4-Amino-1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-iodopyrimidin-2(1H)-one; 1-β-D-2'-Fluoroarabino-5-iodocytosine; 2'-Fluoro-5-iodo-1-β-D-arabinofuranosylcytosine; NSC 382097
IUPAC Name 4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
Molecular Weight 371.10
Molecular Formula C9H11FIN3O4
Canonical SMILES C1=C(C(=NC(=O)N1C2C(C(C(O2)CO)O)F)N)I
InChI InChI=1S/C9H11FIN3O4/c10-5-6(16)4(2-15)18-8(5)14-1-3(11)7(12)13-9(14)17/h1,4-6,8,15-16H,2H2,(H2,12,13,17)/t4-,5+,6-,8-/m1/s1
InChIKey GIMSJJHKKXRFGV-BYPJNBLXSA-N
Boiling Point 524.6±60.0 °C at 760 mmHg
Flash Point 271.1±32.9 °C
Purity ≥95%
Density 2.44±0.1 g/cm3 (Predicted)
Solubility Soluble in DMSO
Appearance White to off-white solid
Application Antineoplastic Agents
Storage Store at -20 °C
Complexity 430
Exact Mass 370.97783
Index Of Refraction 1.791
PSA 110.60000
Target HSV
Vapor Pressure 0.0±3.1 mmHg at 25°C
XLogP3-AA -0.7

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