Pharmacodynamics
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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

Clearsynth Labs Limited
Tel
+91-22-26355700
Fax
+91-22-26355701
Email
info@clearsynth.com
Country
India
ProdList
9679
Advantage
58
Parth Antibiotics Pvt Ltd.
Tel
--
Fax
--
Country
India
ProdList
173
Advantage
50
Pharma Affiliates
Tel
--
Fax
--
Email
@pharmaffiliates.com
Country
India
ProdList
6754
Advantage
58
SynZeal Research Pvt Ltd
Tel
--
Fax
--
Email
standards@synzeal.com
Country
India
ProdList
6514
Advantage
58
Aspen Biopharma Labs Private Limited
Tel
--
Fax
--
Country
India
ProdList
17
Advantage
58
Medicine House
Tel
--
Fax
--
Country
India
ProdList
2
Advantage
58
Triveni Interchem Private Limited (Group Of Triveni...
Tel
--
Fax
--
Country
India
ProdList
497
Advantage
58
Pharmaffiliates Analytics and Synthetics P. Ltd
Tel
--
Fax
--
Email
mktg@pharmaffiliates.com
Country
India
ProdList
6739
Advantage
58
A.J Chemicals
Tel
--
Fax
--
Email
sales@ajchem.in
Country
India
ProdList
6100
Advantage
58
AUROBINDO PHARMA LTD
Tel
--
Fax
--
Email
info@aurobindo.com
Country
India
ProdList
209
Advantage
58
WISDOM PHARMACEUTICAL CO LTD
Tel
--
Fax
--
Country
India
ProdList
17
Advantage
58
CADILA HEALTHCARE LTD
Tel
--
Fax
--
Email
dhavalsoni@zyduscadila.com
Country
India
ProdList
110
Advantage
58
VIVAN Life Sciences Pvt. Limited.
Tel
--
Fax
--
Email
info@vivanls.com
Country
India
ProdList
138
Advantage
50
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View Lastest Price from Entecavir manufacturers

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
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
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

142217-69-4, EntecavirRelated Search:


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