Clevudine

Base Information

Chemical Name:Clevudine
CAS No.:69256-17-3
Molecular Formula:C10H13 F N2 O5
Molecular Weight:260.222
Hs Code.:2934999090
UNII:37F7D05ANB
Nikkaji Number:J61.760A
Wikipedia:Clevudine
Wikidata:Q76005817
NCI Thesaurus Code:C95210
ChEMBL ID:CHEMBL475717
Mol file:69256-17-3.mol

Synonyms:1-(2-deoxy-2-fluoro-beta-D-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione,;1-(2-deoxy-2-fluoro-beta-L-arabinofuranosyl)-5-methyl-2,4(1H,3H)-pyrimidinedione;1-(2-fluoro-2-deoxy-beta-arabinofuranosyl)thymine;1-(2-fluoro-2-deoxy-beta-D-arabinofuranosyl)thymine;1-(2-fluoro-5-methyl-beta,L-arabinofuranosyl)uracil;1-(2-fluoro-beta-L-arabinofuranosyl)thymine;2'-deoxy-2'-fluoroarabinofuranosylthymine;2'-fluoro-5-methyl-1-beta-D-arabinofuranosyluracil;2'-fluoro-5-methylarabinosyluracil;2'-fluoro-5-methylarabinosyluracil, 2-(14)C-labeled;5-methyl-2'-fluoroarauracil;Clevudine;D-FMAU;FMAU;L-FMAU

Suppliers and Price of Clevudine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil
25mg
$ 195.00

TRC
2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil
50mg
$ 360.00

TRC
2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil
10mg
$ 105.00

CSNpharm
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
10mg
$ 75.00

CSNpharm
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
25mg
$ 150.00

Chemenu
1-((2R,3S,4R,5R)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4(1H,3H)-dione 98%
100mg
$ 916.00

Biosynth Carbosynth
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
50 mg
$ 300.00

Biosynth Carbosynth
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
25 mg
$ 165.00

Biosynth Carbosynth
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
10 mg
$ 85.00

Biosynth Carbosynth
1-(2-Deoxy-2-fluoro-b-D-arabinofuranosyl)-5-methyluracil
250 mg
$ 950.00

Total 31 raw suppliers

Chemical Property of Clevudine

Chemical Property:

PKA:9.55±0.10(Predicted)
PSA：104.55000
Density:1.55 g/cm3
LogP:-1.56630
Storage Temp.:2-8°C
XLogP3:-0.9
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:2
Exact Mass:260.08084968
Heavy Atom Count:18
Complexity:413

Purity/Quality:

99% ^*data from raw suppliers

2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:CC1=CN(C(=O)NC1=O)C2C(C(C(O2)CO)O)F
Isomeric SMILES:CC1=CN(C(=O)NC1=O)[C@H]2[C@H]([C@@H]([C@H](O2)CO)O)F
Recent ClinicalTrials:ANRS HB 05 Multicenter Study Evaluating Efficacy and Safety of Clevudine Monotherapy Versus Tenofovir Monotherapy Versus Combination Therapy of Clevudine and Tenofovir for 96 Weeks in HBeAg Negative Patients With Chronic Hepatitis B, na?ve to Anti-VHB Therapy
Recent EU Clinical Trials:A randomized, double blind, multicenter study evaluating efficacy and safety of Clevudine monotherapy versus Tenofovir monotherapy versus combination therapy of Clevudine and Tenofovir for 96 weeks in HBeAg negative patients with chronic hepatitis B, na?ve to anti-VHB therapy
Description 2'-Fluoro-5-methyl-1-beta-D-arabinofuranosyluracil is the impurity of antiviral drug Clevudine (C574150), which is used for the treatment of Hepatitis B.
Uses 2''-Fluoro-5-methyl-1-β-D-arabinofuranosyluracil is the impurity of antiviral drug Clevudine (C574150), which is used for the treatment of Hepatitis B.

Technology Process of Clevudine

There total 18 articles about Clevudine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

: 97614-47-6
1-(3',5'-di-O-benzoyl-2'-deoxy-2'-fluoro-β-D-arabinofuranosyl)thymine

: 69256-17-3,163252-36-6,2923-73-1
1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 2h;
DOI:10.1021/acs.orglett.6b03626

Reference yield:

: 22224-41-5
1,3,5-tri-O-benzoyl-α-D-ribofuranoside

: 69256-17-3,163252-36-6,2923-73-1
1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 83 percent / [bis(2-methoxyethyl)amino]sulfur trifluoride / CH₂Cl₂ / 50 °C

2.1: 90 percent / HBr / CH₂Cl₂ / 24 h / 20 °C

3.1: CCl₄ / 72 h / 77 °C

3.2: NH₄OH / methanol / 24 h / 20 °C

With hydrogen bromide; (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrachloromethane; dichloromethane;
DOI:10.1081/NCN-120022961

Reference yield:

: 97614-43-2
1,3,5-tri-O-benzoyl-2-deoxy-2-fluoro-α-D-arabinofuranose

: 69256-17-3,163252-36-6,2923-73-1
1-(2-deoxy-2-fluoro-β-D-arabinofuranosyl)thymine

Guidance literature:: Multi-step reaction with 2 steps

1.1: 90 percent / HBr / CH₂Cl₂ / 24 h / 20 °C

2.1: CCl₄ / 72 h / 77 °C

2.2: NH₄OH / methanol / 24 h / 20 °C

With hydrogen bromide; In tetrachloromethane; dichloromethane;
DOI:10.1081/NCN-120022961