Clevudine

ChemicalBook > CAS DataBase List > Clevudine

Product Name: Clevudine
CAS No.: 163252-36-6
Chemical Name: Clevudine
Synonyms: L-FMAU;Levovir;CLEVUDINE;Clevudine CAS;2'-F-2'-ara-dT;Clevudine(Levovir);Clevudine USP/EP/BP;2'-Fluoro-5-methylarabinosyluracil;1-(2''-DEOXY-2''-FLUORO--L-ARABINOFURANOSYL)-5-METHYLURACIL;1-(2'-DEOXY-2'-FLUORO-BETA-L-ARABINOFURANOSYL)-5-METHYLURACIL
CBNumber: CB0839271
Molecular Formula: C10H13FN2O5
Formula Weight: 260.22
MOL File: 163252-36-6.mol

Less

Clevudine Property

Melting point:: 184-185°
alpha: D25 -111.77° (c = 0.23 in methanol)
Density: 1.55±0.1 g/cm3(Predicted)
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMSO (Slightly), Methanol (Slightly)
form: Solid
pka: 9.55±0.10(Predicted)
color: White
CAS DataBase Reference: 163252-36-6

Less

Safety

Toxicity: LD50 in mice, rats (mg/kg): >5000, >3000 orally (Painter)

Less

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H332Harmful if inhaled

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P310Immediately call a POISON CENTER or doctor/physician.

Less

N-Bromosuccinimide Price

TRC

Product number: C574150
Product name: Clevudine
Packaging: 1g
Price: $895
Updated: 2021/12/16

Adipogen Life Sciences

Product number: AG-CR1-3736-M010
Product name: Clevudine
Purity: ≥98%(HPLC)
Packaging: 10mg
Price: $45
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NC09470
Product name: Clevudine
Packaging: 50mg
Price: $55
Updated: 2021/12/16

ChemScene

Product number: CS-2835
Product name: Clevudine
Purity: 99.95%
Packaging: 100mg
Price: $84
Updated: 2021/12/16

Biosynth Carbosynth

Product number: NC09470
Product name: Clevudine
Packaging: 100mg
Price: $85
Updated: 2021/12/16

Less

Clevudine Chemical Properties,Usage,Production

Description

Clevudine is a fluorinated b-L-nucleoside analog launched for the oral treatment of chronic HBV infection. It is the fifth nucleoside or nucleotide analog to be marketed for this indication. The previous drugs from this class include lamivudine, adefovir, entecavir, and telbivudine. In HBV-expressing human hepatoma cell line 2.2.15, clevudine inhibits HBV DNA synthesis with an EC₅₀ of 0.1 μM, and does not show cytotoxicity up to 200 μM. It is phosphorylated by cellular kinases to the active triphosphate derivative, which subsequently inhibits HBV DNA polymerase and HBV replication. 466 Shridhar Hegde and Michelle Schmidt Clevudine-5′-triphosphate has an intracellular half-life of 16.5 h. Interestingly, it is a non-competitive inhibitor of viral polymerase, and inhibits HBV replication without being incorporated into the DNA. The pharmacokinetic profile of clevudine was linear with a plasma half-life of approximately 60 h. Clevudine was undetectable in plasma after 4 weeks following the cessation of dosing.The most common adverse events reported with clevudine treatment include infection, asthenia, dyspepsia, abdominal pain, headache, and diarrhea.
Clevudine is chemically derived from L-ribose by first incorporating acyl protective groups to produce 1-O-acetyl-2,3,5-tri-O-benzoyl-b-L-ribofuranose intermediate, which is then converted to 1,3,5-tri-O-benzoyl-a-L-ribofuranose in two steps by treating To Market, To Market 2007 467 with hydrogen chloride and subsequent hydrolysis and acyl migration. The remaining steps leading to clevudine include conversion of the C2-hydroxy group to C2-fluoro group with triethylamine trihydrofluoride, formation of the corresponding ribofuranosyl bromide intermediate with hydrogen bromide and acetic acid, condensation with silylated thymine, and removal of benzoyl protective groups with methanolic ammonia.

Chemical Properties

White Solid

Originator

University of Georgia/ Yale University (US)

Uses

Antiviral drug, used for the treatment of Hepatitis B.

Definition

ChEBI: Clevudine is a pyrimidine 2'-deoxyribonucleoside.

brand name

Levovir

Synthesis

The synthesis is depicted in the scheme. L-Arabinose (27) was treated with acetic anhydride and pyridine at room temperature for four hours to give acetylated arabinose, which was then brominated using 30% HBr in AcOH/Ac2O at room temperature for 36 hours to afford bromo-sugar 28 as a white solid in 57% yield after crystallization in ethyl ether. Bromo-sugar 28 was then treated with Zn dust, CuSO4 and NaOAc in AcOH/H2O, followed by chromatographic separation to give L-arabinal 29 in 60% yield. L-arabinal 29 was converted to the fluoro derivative in 70% crude yield by reaction with Selectfluor® (FTEDA- BF4) in refluxing nitromethane/H2O, and the resulting fluoroalcohol was deacetylated with NaOMe in MeOH to give compound 30 in 100% crude yield. Compound 30 was then treated with H2SO4 in refluxing MeOH to afford methyl furanoside 31 in 80% crude yield. Furanoside 31 was benzoylated with benzoyl chloride in pyridine to give a mixture of isomers, from which the |á-anomer was isolated by chromatography and then brominated with 30% HBr/AcOH in CH2Cl2 to provide the crude bromo-sugar 32 which was dissolved in chloroform and used without further purification in the next step. Compound 34 was obtained by treatment of thymine (33) with HMDS and ammonium sulfate in refluxing chloroform for 16 hours. The sugar 32 was condensed with silylated pyrimidine derivative 34 in refluxing chloroform to afford 3,5-di-O-benzoylclevudine in 42% yield after recrystallization from ethanol. The benzoyl groups were removed upon treatment with n-butylamine in refluxing methanol to give clevudine (IV) in 82% yield.

Clevudine Preparation Products And Raw materials

Raw materials

Preparation Products

Less

Clevudine Suppliers

Canada 1 China 135 Germany 1 India 1 United Kingdom 5 United States 18 Global 161

Suzhou Tianhong Medicine Chemical Technology Co.,Ltd.

Tel: 18949937116
Email: dongye.huaxue@126.com
Country: China
ProdList: 145
Advantage: 58

J & K SCIENTIFIC LTD.

Tel: 010-82848833 400-666-7788
Fax: 86-10-82849933
Email: jkinfo@jkchemical.com
Country: China
ProdList: 94657
Advantage: 76

Chembest Research Laboratories Limited

Tel: +86-21-20908456
Fax: 021-58180499
Email: sales@BioChemBest.com
Country: China
ProdList: 6005
Advantage: 61

Wuhu Huaren Science and Technology Co., Ltd.

Tel: 0553-0553-0553-5842013-801-801 18155347026
Fax: 086-553-5843138
Email: jinhuaren@huarensh.com
Country: China
ProdList: 295
Advantage: 64

Wuhan Wei Shunda Technology Development Co., Ltd.

Tel: 86-027-88774375
Fax: 86-027-88416321
Email: mwmwhot@163.com
Country: China
ProdList: 233
Advantage: 65

Chemsky（shanghai）International Co.,Ltd.

Tel: 021-50135380
Email: shchemsky@sina.com
Country: China
ProdList: 32321
Advantage: 50

Shanghai Sunway Pharmaceutical Technology Co., Ltd

Tel: 021-51613915-820 13611835272
Fax: 021 51613951
Email: mmwang@sunwaypharm.cn
Country: China
ProdList: 9734
Advantage: 57

ZhengZhou HuaWen Chemical Co.Ltd

Tel: 0370-2785118 17550508557
Fax: QQ：3470079902
Email: 675141927@qq.com
Country: China
ProdList: 3203
Advantage: 55

Dalian Meilun Biotech Co., Ltd.

Tel: 0411-62910999 13889544652
Email: meilunui@163.com
Country: China
ProdList: 4727
Advantage: 58

Haoyuan Chemexpress Co., Ltd.

Tel: 021-58950125
Fax: (86) 21-58955996
Email: info@chemexpress.com
Country: China
ProdList: 7552
Advantage: 61

Shanghai Aladdin Bio-Chem Technology Co.,LTD

Tel: 400-400-6206333 18521732826
Fax: 021-50323701
Email: market@aladdin-e.com
Country: China
ProdList: 25003
Advantage: 65

TargetMol Chemicals Inc.

Tel: 021-021-33632979 15002134094
Fax: 021-33632979
Email: marketing@targetmol.com
Country: China
ProdList: 7783
Advantage: 58

Bide Pharmatech Ltd.

Tel: 400-164-7117 13681763483
Fax: +86-21-61629029
Email: product02@bidepharm.com
Country: China
ProdList: 41462
Advantage: 60

Finetech Industry Limited

Tel: 027-87465837 19945049750
Fax: 027-8777-2287
Email: sales@finetechnology-ind.com
Country: China
ProdList: 9648
Advantage: 58

Shanghai HuanChuan Industry Co.,Ltd.

Tel: 021-61478794
Fax: 021-61478794
Email: sales@hcshhai.com
Country: China
ProdList: 9793
Advantage: 50

Hotechem Shanghai Co., Ltd.,

Tel: 021-34621078 13120882795
Fax: 021-34622517
Email: 465106944@qq.com
Country: China
ProdList: 856
Advantage: 56

LETOPHARM LIMITED

Tel: +86-21-5821 5861
Fax: +86-21-5106 2861
Email: sales@letopharm.com
Country: China
ProdList: 2384
Advantage: 58

Shanghaizehan biopharma technology co., Ltd.

Tel: 021-61350663 13052117465
Fax: 021-61350662
Email: sales@zehanbiopharma.com
Country: China
ProdList: 1009
Advantage: 55

Wuhu Nuowei Chemical Technology Co., Ltd

Tel: 0553-8233716 18055326116
Email: sales@nuowei-chem.com
Country: China
ProdList: 951
Advantage: 55

Codow Chemical Co.,Ltd.

Tel: 18620099427
Fax: +86-20-62619665
Email: amy@howeipharm.com
Country: China
ProdList: 17687
Advantage: 55

Pharmacodia (Beijing) Co.,Ltd

Tel: +86-400-851-9921
Fax: +86-10-82826195
Email: sales@pharmacodia.com
Country: China
ProdList: 2317
Advantage: 55

Guangzhou QiYun Biotechnology Co., Ltd.

Tel: 020-61288194 61288195
Fax: 020-61288700
Email: 505721671@qq.com
Country: China
ProdList: 3866
Advantage: 58

Shanghai YuanYe Biotechnology Co., Ltd.

Tel: 021-61312847; 18021002903
Fax: QQ:3008007432
Email: 3008007409@qq.com
Country: China
ProdList: 27313
Advantage: 60

Raw material medicin reagent co.,Ltd

Tel
Email: sales@njromanme.com
Country: China
ProdList: 4529
Advantage: 58

Chengdu Dianchun Technology Co., Ltd

Tel: 400-1166-196 18502815961
Fax: QQ：800101999
Email: cdhxsj@163.com
Country: China
ProdList: 14603
Advantage: 60

Beijing Solarbio Science & Tecnology Co., Ltd.

Tel: 010-50973130 4009686088
Email: 3193328036@qq.com
Country: China
ProdList: 29785
Advantage: 68

Amadis Chemical Company Limited

Tel: 571-89925085
Fax: 0086-571-89925065
Email: sales@amadischem.com
Country: China
ProdList: 131957
Advantage: 58

Beijing Jin Ming Biotechnology Co., Ltd.

Tel: 010-60605840 18892239720
Fax: 010-60605840
Email: psaitong@jm-bio.com
Country: China
ProdList: 12306
Advantage: 58

Hubei widely chemical technology Co., Ltd.

Tel: 027-59402396 13419635609
Fax: 027-83989310
Email: 13419635609@163.com
Country: China
ProdList: 1973
Advantage: 55

Anhui kuer Bioengineering Co., Ltd

Tel: 0551-65171243 13856024262
Email: kuer@kuerhuaxue.com
Country: China
ProdList: 2997
Advantage: 55

Lynnchem

Tel: 86-(0)29-85992781 17792393971
Email: info@lynnchem.com
Country: China
ProdList: 4587
Advantage: 58

Zhengzhou Huiju Chemical Co., Ltd.

Tel: 0371-55900031 18137872243
Fax: QQ：2853979815
Email: 2853979815@qq.com
Country: China
ProdList: 10008
Advantage: 55

Wellman Pharmaceutical Group Limited

Tel: 027-027-83778875 15807197853
Fax: 027-83991220
Email: 15807197853@163.com
Country: China
ProdList: 4014
Advantage: 58

Taian Jiaye Biotechnology Co.Ltd

Tel: 13127280945
Email: 285424065@qq.com
Country: China
ProdList: 9976
Advantage: 55

Shanghai BaiShun Biological Technology Co., Ltd

Tel: 021-37581181
Fax: 021-57456066
Email: sales@chem-mall.com
Country: China
ProdList: 10330
Advantage: 58

Shenzhen Regent Biochemical Technology Co., Ltd.

Tel: 0755-0755-85201366 18938635012
Fax: 0755-85201366
Email: sales@regentsciences.com
Country: China
ProdList: 9355
Advantage: 58

Capot Chemical Co.,Ltd.

Tel: +86-（0）57185586718 +86-13336195806
Fax: +86-571-85864795
Email: sales@capot.com
Country: China
ProdList: 29791
Advantage: 60

XinYao(Shenzhen) Biological Technology Co., Ltd.

Tel: 0755-89880280
Fax: 0755-89880280
Email: 3004662104@qq.com
Country: China
ProdList: 1829
Advantage: 58

Aikon International Limited

Tel: 025-66113011 18112977050
Fax: (5)02557626880
Email: cb6@aikonchem.com
Country: China
ProdList: 15494
Advantage: 58

Wuhan FengyaoTonghui Chemical Products Co., Ltd.

Tel: 027-87466105 15377573527
Email: 2678564200@qq.com
Country: China
ProdList: 17987
Advantage: 58

Shanghai Haohong Pharmaceutical Co., Ltd.

Tel: 400-8210725 18016230971
Fax: 021-58955996
Email: malulu@leyan.com
Country: China
ProdList: 24969
Advantage: 58

Maanshan geneyan biotech Co.,LTD

Tel: 18913822354
Email: market@geneyan-bio.com
Country: China
ProdList: 299
Advantage: 58

Shanghai Jizhi Biochemical Technology Co. Ltd.

Tel: 4009004166/18616739031 18616739031
Email: 3007523370@qq.com
Country: China
ProdList: 52693
Advantage: 58

Shenzhen Polymeri Biochemical Technology Co., Ltd.

Tel: +86-400-002-6226 +86-13028896684;
Email: sales@rrkchem.com
Country: China
ProdList: 57412
Advantage: 58

Guangzhou Tomums Life Science Co., Ltd.

Tel: 020-31155029 18902330969
Fax: 020-31155029
Email: sales@tomums.cn
Country: China
ProdList: 4696
Advantage: 58

Shanghai Akasaka Biotechnology Co., Ltd.

Tel: 15121162054
Country: CHINA
ProdList: 635
Advantage: 58

Hangzhou Synstar pharmaceutical Technology CO.,Ltd

Tel: 0571-85361029
Fax: 0571-85361029
Email: synstar518@163.com
Country: China
ProdList: 1990
Advantage: 58

Taizhou Crene Biotechnology Co. Ltd.

Tel: +86-0576-88813233 +86-13396860566
Email: sales@pharm-intermediates.com
Country: China
ProdList: 1990
Advantage: 58

Finetech Industry Limited

Tel: +86-27-87465837 +8618971612321
Fax: 86 27 87772287
Email: info@finetechnology-ind.com
Country: China
ProdList: 9639
Advantage: 58

NewCan Biotech Limited

Tel: +86-0571-86912261 +8613735419629
Email: sales@newcanbio.com
Country: China
ProdList: 9980
Advantage: 58

Less

View Lastest Price from Clevudine manufacturers

Sinoway Industrial co., ltd.

Product: Clevudine 163252-36-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 20tons
Release date: 2024-10-11

Henan Aochuang Chemical Co.,Ltd.

Product: Clevudine 163252-36-6
Price: US $0.00-0.00/kg
Min. Order: 1kg
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-09-23

Honest Joy Holdings Limited

Product: Clevudine 163252-36-6
Price: US $0.00/KG
Min. Order: 1KG
Purity: 98.9%
Supply Ability: 100 tons
Release date: 2022-02-08

163252-36-6, ClevudineRelated Search:

CHLOROPHOSPHONAZO III Uracil Abacavir Adefovir Potassium pyrophosphate Dimethyl fumarate Emtricitabine Thymosin Adefovir dipivoxil Sofosbuvir Tenofovir disoproxil Tenofovir Zidovudine Dideoxyinosine 2'-Deoxy-L-thymidine Fluorine Clevudine 1-(2'-FLUORO-2'-DEOXY-BETA-L-ARABINOFURANOSYL)-5-METHYLURACIL, [5-3H]-

1-[(2S,3R,4S,5S)-3-fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-dione

CLEVUDINE

1-(2'-DEOXY-2'-FLUORO-BETA-L-ARABINOFURANOSYL)-5-METHYLURACIL

1-[(2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)oxolan-2-yl]-5-methylpyrimidine-2,4-dione

2'-Fluoro-5-methylarabinosyluracil

Levovir

1-(2''-DEOXY-2''-FLUORO--L-ARABINOFURANOSYL)-5-METHYLURACIL

CLEVUDINE: 1-(2''-DEOXY-2''-FLUORO-BETA-L-ARABINOFURANOSYL)-5-METHYLURACIL

CLEVUDINE: 1-(2''-DEOXY-2''-FLUORO-SS-L-ARABINOFURANOSYL)-5-METHYLURACIL

CLEVUDINE, 1-(2'-DEOXY-2'-FLUORO-β-L-ARABINOFURANOSYL)-5-METHYLURACIL

1-[(2S,3R,4S,5S)-3-fluoro-4-hydroxy-5-methylol-tetrahydrofuran-2-yl]-5-methyl-pyrimidine-2,4-quinone

1-(2-Deoxy-2-fluoro-β-L-arabinofuranosyl)-5-Methyl-2,4(1H,3H)-pyriMidinedione

L-FMAU

Clevudine(Levovir)

1-((2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxyMethyl)tetrahydrofuran-2-yl)-5-MethylpyriMidine-2,4(1H,3H)-dione

1-((2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-2,4

1-((2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl)-5-methylpyrimidine-

2'-F-2'-ara-dT

2,4(1H,3H)-Pyrimidinedione, 1-(2-deoxy-2-fluoro-β-L-arabinofuranosyl)-5-methyl-

Clevudine USP/EP/BP

1-[(2S,3R,4S,5S)-3-Fluoro-4-hydroxy-5-(hydroxymethyl)-2-tetrahydrofuryl]-5-methylpyrimidine-2,4(1H,3H)-dione

Clevudine CAS

163252-36-6

Inhibitors

API

Bases & Related Reagents

Intermediates & Fine Chemicals

Nucleotides

Pharmaceuticals