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

HUBEI MICRO PHARMACEUTICAL
Tel
18627055345
Email
info@micropharm.cn
Country
China
ProdList
67
Advantage
58
Shanghai Boyle Chemical Co., Ltd.
Tel
Fax
86-21-57758967
Email
sales@boylechem.com
Country
China
ProdList
2922
Advantage
55
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
94657
Advantage
76
INTATRADE GmbH
Tel
+49 3493/605464
Fax
+49 3493/605470
Email
sales@intatrade.de
Country
Germany
ProdList
3572
Advantage
66
Chembest Research Laboratories Limited
Tel
+86-21-20908456
Fax
021-58180499
Email
sales@BioChemBest.com
Country
China
ProdList
6005
Advantage
61
Beijing HwrkChemical Technology Co., Ltd
Tel
010-89508211 18501085097
Fax
010-89508210
Email
sales.bj@hwrkchemical.com
Country
China
ProdList
8418
Advantage
55
Beijing Ouhe Technology Co., Ltd
Tel
010-82967028 13552068683
Fax
+86-10-82967029
Email
2355560935@qq.com
Country
China
ProdList
12390
Advantage
60
Jia Xing Isenchem Co.,Ltd
Tel
0573-85285100 18627885956
Fax
0573-85285100
Email
isenchem@163.com
Country
China
ProdList
9413
Advantage
66
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
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2123
Advantage
70
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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:


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