Fiacitabine
Modify Date: 2024-01-04 18:42:40
Fiacitabine structure
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Common Name | Fiacitabine | ||
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| CAS Number | 69123-90-6 | Molecular Weight | 371.104 | |
| Density | 2.4±0.1 g/cm3 | Boiling Point | 524.6±60.0 °C at 760 mmHg | |
| Molecular Formula | C9H11FIN3O4 | Melting Point | N/A | |
| MSDS | N/A | Flash Point | 271.1±32.9 °C | |
Use of FiacitabineFiacitabine(NSC 382097; FIAC; FOAC) is a selective inhibitior of DNA replication of herpes simplex virus(HSV) with IC50 values of 2.5 nM and 12.6 nM for HSV1 and HSV2, respectively. IC50 value: 2.5/12.6 nM (HSV1/2) [2]Target: HSVFIAC suppressed by 90% the replication of various strains of herpes simplex virus types 1 and 2 at concentrations of 0.0025 to 0.0126 microM. Cytotoxicity was minimal, as determined by trypan blue dye exclusion with norman Vero, WI-38, and NC-37 cell proliferation; the 50% inhibitory dose was 4 to 10 microM in a 4-day assay. FIAC 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. FIAC was about 8,000 times more active against the replication of wild-type herpes simplex virus type 1 than against a mutant strain lacking the expression of virus-specified thymidine kinase [2]. |
| Name | 4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one |
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| Synonym | More Synonyms |
| Description | Fiacitabine(NSC 382097; FIAC; FOAC) is a selective inhibitior of DNA replication of herpes simplex virus(HSV) with IC50 values of 2.5 nM and 12.6 nM for HSV1 and HSV2, respectively. IC50 value: 2.5/12.6 nM (HSV1/2) [2]Target: HSVFIAC suppressed by 90% the replication of various strains of herpes simplex virus types 1 and 2 at concentrations of 0.0025 to 0.0126 microM. Cytotoxicity was minimal, as determined by trypan blue dye exclusion with norman Vero, WI-38, and NC-37 cell proliferation; the 50% inhibitory dose was 4 to 10 microM in a 4-day assay. FIAC 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. FIAC was about 8,000 times more active against the replication of wild-type herpes simplex virus type 1 than against a mutant strain lacking the expression of virus-specified thymidine kinase [2]. |
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| Related Catalog | |
| References |
| Density | 2.4±0.1 g/cm3 |
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| Boiling Point | 524.6±60.0 °C at 760 mmHg |
| Molecular Formula | C9H11FIN3O4 |
| Molecular Weight | 371.104 |
| Flash Point | 271.1±32.9 °C |
| Exact Mass | 370.977814 |
| PSA | 110.60000 |
| LogP | -0.27 |
| Vapour Pressure | 0.0±3.1 mmHg at 25°C |
| Index of Refraction | 1.791 |
| Storage condition | 2-8℃ |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATAMUTATION DATA
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Fiacitabine CAS#:69123-90-6 |
| Literature: Tetrahedron, , vol. 68, # 26 p. 5145 - 5151 |
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Fiacitabine CAS#:69123-90-6 |
| Literature: Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156 |
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Fiacitabine CAS#:69123-90-6 |
| Literature: Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156 |
|
~%
Fiacitabine CAS#:69123-90-6 |
| Literature: Tetrahedron, , vol. 68, # 26 p. 5145 - 5151 |
|
~%
Fiacitabine CAS#:69123-90-6 |
| Literature: Tetrahedron, , vol. 68, # 26 p. 5145 - 5151 |
|
~%
Fiacitabine CAS#:69123-90-6 |
| Literature: Tetrahedron, , vol. 68, # 26 p. 5145 - 5151 |
|
~%
Fiacitabine CAS#:69123-90-6 |
| Literature: Journal of Medicinal Chemistry, , vol. 26, # 2 p. 152 - 156 |
| Precursor 7 | |
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| DownStream 3 | |
![4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-methyloxolan-2-yl]pyrimidin-2-one structure](https://www.chemsrc.com/caspic/474/105281-07-0.png)
CAS#:105281-07-0![4-amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-methyloxolan-2-yl]-5-iodopyrimidin-2-one structure](https://www.chemsrc.com/caspic/479/105309-31-7.png)
CAS#:105309-31-7
CAS#:56632-83-8| 1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodocytosine |
| 2'-Fluoro-5-iodo-1-b-D-arabinofuranosylcytosine |
| 4-Amino-1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone |
| FIAC |
| 2'-Fluoro-5-iodo-aracytosine |
| 2'-fluoro-5-iodoarabinosylcytosine |
| Fluorviodoaracytidine |
| DRG-0077 |
| 4-Amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-2(1H)-pyrimidinone |
| 4-Amino-1-(2-deoxy-2-fluor-β-D-arabinofuranosyl)-5-iodpyrimidin-2(1H)-on |
| 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo- |
| 4-Amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodopyrimidin-2(1H)-one |
| Fluoroiodoaracytidine |
| Fiacitabine |