ChemicalBook > CAS DataBase List > Fiacitabine

Fiacitabine

Product Name
Fiacitabine
CAS No.
69123-90-6
Chemical Name
Fiacitabine
Synonyms
FOAC;FIAC;NSC382097;NSC 382097;NSC -82097;Fiacitabine;NSC-382097;FIAC;FICA, NSC382097, FOAC;Fiacitabine (NSC-382097;FOAC|||FIAC|||NSC 382097
CBNumber
CB31178749
Molecular Formula
C9H11FIN3O4
Formula Weight
371.1
MOL File
69123-90-6.mol
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Fiacitabine Property

Boiling point:
524.6±60.0 °C(Predicted)
Density 
2.44±0.1 g/cm3(Predicted)
storage temp. 
Store at -20°C
solubility 
DMSO: ≥ 37 mg/mL (99.70 mM)
pka
12.84±0.70(Predicted)
form 
Powder
color 
White to off-white
InChI
InChI=1/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-/s3
InChIKey
GIMSJJHKKXRFGV-BBGMGYHKNA-N
SMILES
[C@H]1(O[C@H](CO)[C@@H](O)[C@@H]1F)N1C=C(C(N)=NC1=O)I |&1:0,2,5,7,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

ChemScene
Product number
CS-0323
Product name
Fiacitabine
Purity
98.93%
Packaging
5mg
Price
$420
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009201
Product name
FIACITABINE
Purity
95.00%
Packaging
5MG
Price
$505.97
Updated
2021/12/16
ChemScene
Product number
CS-0323
Product name
Fiacitabine
Purity
98.93%
Packaging
10mg
Price
$600
Updated
2021/12/16
Biorbyt Ltd
Product number
orb611704
Product name
Fiacitabine
Packaging
10mg
Price
$615.4
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0009201
Product name
FIACITABINE
Purity
95.00%
Packaging
10MG
Price
$798
Updated
2021/12/16
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Fiacitabine Chemical Properties,Usage,Production

Description

Fiacitabine is a pyrimidine nucleoside analog with activity against various herpesviruses. It is converted to its triphosphate form in vivo and inhibits viral DNA polymerase. It has been used in trials studying the treatment of HIV Infections and Cytomegalovirus Infections.

Uses

Fiacitabine is an antiviral compound and a selective inhibitior of DNA replication of herpes simplex virus(HSV).

Preparation

The preparation method for Fecitabine involves using 2-deoxy-2-fluoro-tribenzoyl-α-D-arabinofuranose as the raw material. The arabinofuranose is brominated with the hydrobromic acetic acid solution under normal room temperature conditions to obtain 2-deoxy-2-fluoro-tribenzoyl-α-D-brominated arabinofuranose. Next, cytosine is used as the raw material for iodination and is Bz-protected to obtain -(5-Iodo-2-oxo-1,2-dihydropyrimidin-4-yl)benzamide, which serves as the final intermediate. After the reaction, deprotection is carried out to obtain Fecitabine with a total yield as high as 43%.?

IC 50

HSV-1; HSV-2

Mode of action

Fiacitabine is an antimicrobial agent that inhibits microbial growth by binding to the ribosomal 30S subunit and blocking protein synthesis. It is a prodrug that is converted to 5-fluorocytosine (5FC) in the liver, where it inhibits the activity of the enzyme dihydropyrimidine dehydrogenase, thereby interfering with DNA replication.

Fiacitabine Preparation Products And Raw materials

Raw materials

Preparation Products

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69123-90-6, FiacitabineRelated Search:


  • Fiacitabine
  • 2(1H)-Pyrimidinone, 4-amino-1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodo-
  • 4-aMino-1-(2-deoxy-2-fluoro-b-D-arabinofuranosyl)-5-iodo-
  • FIAC
  • FOAC
  • NSC 382097
  • NSC382097
  • 4-Amino-1-[(2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-iodopyrimidin-2-one
  • NSC-382097;FIAC
  • Fiacitabine (NSC-382097
  • 1-(2-Deoxy-2-fluoro-β-D-arabinofuranosyl)-5-iodocytosine
  • 5-Iodo-2'-deoxy-2'-fluoro-beta-D-arabinocytidine
  • NSC 382097; FIAC; FOAC;NSC382097; NSC -82097
  • NSC -82097
  • 5-Iodo-2’-deoxy-2’-fluoro-beta-D-arabinocytidine, Fiacitabine
  • 5-Iodo-2’-deoxy-2’-fluoro-β-D-arabinocytidine
  • FICA, NSC382097, FOAC
  • 1-(2-Deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-iodocytosine
  • Fiacitabine,NSC-382097,NSC382097,Herpes simplex virus,HSV,inhibit,Inhibitor
  • 5-Iodo-2’-deoxy-2’-fluoro-beta-D-arabino cytidine
  • FOAC|||FIAC|||NSC 382097
  • Fiacitabine, 10 mM in DMSO
  • 69123-90-6
  • C9H11FIN3O4