Entecavir

Pharmacodynamics

Product Name: Entecavir
CAS No.: 142217-69-4
Chemical Name: Entecavir
Synonyms: Etv;Baraclude;entikawei;2-amino-9-((1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl)-1H-purin-6(9H)-one;CS-863;CS-1236;Entecavi;SQ 34676;Enticavir;ENTECAVIR
CBNumber: CB0506719
Molecular Formula: C12H15N5O3
Formula Weight: 277.28
MOL File: 142217-69-4.mol

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Entecavir Property

Melting point:: 249-252°C
Boiling point:: 661.4±65.0 °C(Predicted)
Density: 1.81±0.1 g/cm3(Predicted)
storage temp.: -20°C
solubility: DMSO (Slightly), Methanol (Sparingly)
form: powder
pka: 14.22±0.60(Predicted)
color: white to beige
optical activity: [α]/D +25 to +40°, c = 0.2 in H2O
Stability:: Hygroscopic
CAS DataBase Reference: 142217-69-4(CAS DataBase Reference)

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Safety

Safety Statements: 24/25
WGK Germany: 3
HS Code: 29339900
Hazardous Substances Data: 142217-69-4(Hazardous Substances Data)

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H320Causes eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P330Rinse mouth.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML1103
Product name: Entecavir
Purity: ≥98% (HPLC)
Packaging: 10MG
Price: $61
Updated: 2023/06/20

Sigma-Aldrich

Product number: SML1103
Product name: Entecavir
Purity: ≥98% (HPLC)
Packaging: 50MG
Price: $247
Updated: 2023/06/20

Tocris

Product number: 6234
Product name: Entecavir
Purity: ≥98%(HPLC)
Packaging: 10
Price: $50
Updated: 2021/12/16

Tocris

Product number: 6234
Product name: Entecavir
Purity: ≥98%(HPLC)
Packaging: 50
Price: $198
Updated: 2021/12/16

TRC

Product number: E558900
Product name: Entecavir
Packaging: 250mg
Price: $130
Updated: 2021/12/16

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Entecavir Chemical Properties,Usage,Production

Pharmacodynamics

Entecavir is a guanosine nucleoside analogue with selective activity against hepatitis B virus (HBV). It is designed to selectively inhibit the Hepatitis B virus, blocking all three steps in the replication process. Entecavir is more efficient than an older Hepatitis B drug, lamivudine.

Description

Entecavir is a cyclopentyl guanosine analog launched for the once-daily oral treatment of chronic hepatitis B virus (HBV) infection, and it is the third nucleoside or nucleotide analog to be marketed for this indication. Lamivudine, a deoxythiacytosine analog, and adefovir dipivoxil, a nucleotide analog, have been marketed since 1998 and 2002, respectively. Entecavir and adefovir are specifically indicated for HBV, whereas lamivudine is indicated for both HBV and HIV infections.

Chemical Properties

White to Off-White/Yellow Crystalline Powder

Originator

BMS (US)

Uses

Entecavir is a new generation of guanine nucleoside analogues oral medicine for treatment of hepatitis B virus infection in, mainly for the treatment of adult patients with viral replication activity and serum transaminase continued to increase, or liver tissue for pathological activity of chronic hepatitis B, is currently down virus the fastest and the most powerful, the mutation rate lowest nucleoside analogues.

Definition

ChEBI: Guanine substituted at the 9 position by a 4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl group. A synthetic analogue of 2'-deoxyguanosine, it is a nucleoside reverse transcriptase inhibitor with selective antiviral activity against hepatitis B virus Entecavir is phosphorylated intracellularly to the active triphosphate form, which competes with deoxyguanosine triphosphate, the natural substrate of hepatitis B virus reverse transcriptase, inhibiting every stage of the enzyme's activity, although it ha no activity against HIV. It is used for the treatment of chronic hepatitis B.

Trade name

Baraclude (BMS)

Mechanism of action

Entecavir is a nucleoside analog, or more specifically, a deoxyguanosine analogue that belongs to a class of carbocyclic nucleosides and inhibits reverse transcription, DNA replication and transcription in the viral replication process.

Pharmacokinetics

Entecavir had a mean terminal half-life ranging from 128 to 149 hours and an effective half-life of approximately 24 hours. Elimination was predominantly through renal excretion, with mean urinary recovery ranging from 62% to 73%.

Clinical Use

Treatment of chronic hepatitis B virus infection in patients >16 years of age.
Entecavir comes as a tablet and solution (liquid) to take by mouth. It is usually taken once a day on an empty stomach, at least 2 hours after a meal and at least 2 hours before the next meal. Take entecavir at around the same time every day.

Side effects

The most common side effects of entecavir: the increase of ALT, fatigue, dizziness, nausea, abdominal pain, abdominal discomfort, abdominal discomfort, liver, muscle, insomnia, rubella and indigestion, also be found in neutrophils decreased slightly.
These adverse reactions were mild to moderate. It also found that, as the same type of antiviral drugs, entecavir and the first generation of antiviral drugs have similar side effects, such as acid poisoning, hepatomegaly, liver fatty degeneration in the withdrawal will appear rebound phenomenon.

Synthesis

Entecavir is synthesized from 4-trimethylsilyl-3-butyn-2-one and acrolein. The key features of its preparation are: (1) a stereoselective boron–aldol reaction to afford the acyclic carbon skeleton of the methylenecylopentane moiety; (2) its cyclization by a Cp2TiCl-catalyzed intramolecular radical addition of an epoxide to an alkyne; and (3) the coupling with a purine derivative by a Mitsunobu reaction.

storage

Store at -20°C

Entecavir Preparation Products And Raw materials

Raw materials

Preparation Products

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Entecavir Suppliers

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View Lastest Price from Entecavir manufacturers

HangZhou RunYan Pharma Technology Co.,LTD.

Product: Entecavir 142217-69-4
Price: US $0.00-0.00/g
Min. Order: 1g
Purity: 99% HPLC
Supply Ability: 1000kg
Release date: 2024-11-19

Sinoway Industrial co., ltd.

Product: Entecavir 142217-69-4
Price: US $0.00/Kg/Bag
Min. Order: 2Kg/Bag
Purity: 96% up
Supply Ability: 20 tons
Release date: 2024-04-09

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Entecavir 142217-69-4
Price: US $0.00/g
Min. Order: 1g
Purity: 99%min
Supply Ability: 1000g
Release date: 2021-09-16

142217-69-4, EntecavirRelated Search:

methylol cellulose CHLOROPHOSPHONAZO III CARBOXYMETHYLCELLULOSE SODIUM SALT Trimethylolpropane Tris(hydroxymethyl)aminomethane Tris(hydroxymethyl)nitromethane 1,1,1-Tris(hydroxymethyl)ethane 6-Aminocaproic acid Glycine 2-Hydroxyethyl methacrylate Guanine entecavir hydrate,ENTECAVIR MONOHYDRATE ALTRENOGEST Entacapone Sodium hydroxymethylglycinate 2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-(benzyloxy)-3-(benzyloxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one Docetaxel Imatinib mesylate

Entecavir USP Impurity B

Aids098045

Aids-098045

Etv

Enticavir

EntikaweiPian

2-Amino-9-((1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl)-3H-purin-6(9H)-one ,99.7%

(1S,3R,4S)-9-[4-Hydroxy-3-(hydroxyMethyl)-2-Methylenecyclopentyl]guanine

Entecavir Anhydrous

20MG/100MG/100G

Entecavir Tablets

2-amino-9-((1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl)-1H-purin-6(9H)-one

2-amino-9-[(1R,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-3H-purin-6-one hydrate

entikawei

CS-863

CS-1236

Entecavir, BMS200475

Entecavir (as hydrate)

Entecavir,99%e.e.

Entecavi

ENTECAVIR, 98-102%

entecavir Baraclude

2-Amino-9-[4-hydroxy-3-(hydroxymethyl)-2-methylidene-cyclopentyl]-3H-purin-6-one,Baraclude

ENTECAVIR

2-Amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]-6H-purin-6-one

2-Amino-9-[4-hydroxy-3-(hydroxymethyl)-2-methylidene-cyclopentyl]-3H-purin-6-one

Baraclude

SQ 34676

6-H-Purin-6-one-,2-amino-1,9-dihydro-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylenecyclopentyl]

Entecavir（SQ 34676

Entecavir/Entecavir Monohydrate

Entecavir USP/EP/BP

2-Amino-9-(4-hydroxy-3-hydroxymethyl-2-methylene-cyclopentyl)-3,9-dihydro-purin-6-one

2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylidenecyclopentyl]-1,9-dihydro-6H-purin-6-one

2-amino-9-[(1S,3R,4S)-4-hydroxy-3-(hydroxymethyl)-2-methylene-cyclopentyl]-1H-purin-6-one

142217-69-4

209216-23-6

12477-69-4

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142217-69-4