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Irbesartan

Antihypertensives Telmisartan Usage and Dosage Drug interaction Overdose Side effects Chemical property Uses Production Method
Irbesartan
Irbesartan structure
CAS No.
138402-11-6
Chemical Name:
Irbesartan
Synonyms
AVAPRO;APROVEL;SR-47436;Irbesarta;Irbesatan;BMS-186295;IRBESARTAN;ebeisaotan;Lrbesartan;Irbersartan
CBNumber:
CB4454663
Molecular Formula:
C25H28N6O
Formula Weight:
428.53
MOL File:
138402-11-6.mol

Irbesartan Properties

Melting point:
180-181°C
Boiling point:
648.6±65.0 °C(Predicted)
Density 
1.30±0.1 g/cm3(Predicted)
storage temp. 
-20°C Freezer
solubility 
DMSO: >25mg/mL
form 
powder
pka
4.16±0.10(Predicted)
color 
white to off-white
Merck 
14,5083
CAS DataBase Reference
138402-11-6(CAS DataBase Reference)
FDA UNII
J0E2756Z7N
EPA Substance Registry System
1,3-Diazaspiro[4.4]non-1-en-4-one, 2-butyl-3-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]- (138402-11-6)
SAFETY
  • Risk and Safety Statements
Hazard Codes  Xn
Risk Statements  22
Safety Statements  26-24/25
WGK Germany  3
RTECS  HM2950270
HS Code  29332900

Irbesartan price More Price(10)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich I2286 Irbesartan ≥98% (HPLC), powder 138402-11-6 10mg $72.1 2019-12-02 Buy
Sigma-Aldrich 1347700 Irbesartan United States Pharmacopeia (USP) Reference Standard 138402-11-6 200mg $352.8 2019-12-02 Buy
TCI Chemical I0859 Irbesartan >98.0%(HPLC)(T) 138402-11-6 1g $73 2020-06-24 Buy
TCI Chemical I0859 Irbesartan >98.0%(HPLC)(T) 138402-11-6 5g $214 2020-06-24 Buy
Cayman Chemical 11952 Irbesartan ≥98% 138402-11-6 10mg $35 2020-06-24 Buy

Irbesartan Chemical Properties,Uses,Production

Antihypertensives

Irbesartan is an angiotensin Ⅱreceptor inhibitor, angiotensin Ⅱ receptors are divided into AT1, AT2, irbesartan can inhibit AngⅠtransform into AngⅡby selectively blocking the AT1 receptor of AngⅡ, specifically antagonize angiotensin converting enzyme 1 receptor (AT1), the antagonism of AT1 is 8500 times than that of AT2, it can inhibit vasoconstriction and aldosterone release by selectively blocking the binding AngⅡ with AT1 receptor and result in the antihypertensive effect. This product does not inhibit angiotensin converting enzyme (ACE), renin, and other hormone receptors, neither suppress the blood pressure regulation and the balance of sodium ion channels. Irbesartan can also reduce electrical remodeling of the myocardium, thereby reduce the mortality rate of patients with hypertension, it is the most effective drug for treatment of hypertension and cardiovascular disease.
Angiotensin antagonists (ARB) is applied to the clinical treatment of hypertension and diabetic nephropathy. At present, domestic drugs for treating high blood pressure are divided into angiotensin converting enzyme inhibitors (ACEI), calcium channel blockers, beta blockers and so on according to different working parts. By contrast, ARB has better antihypertensive effect, while Irbesartan is a new type of angiotensin antagonist which has clear antihypertensive effect, and has an important role in inhibiting left ventricular hypertrophy and protecting the kidneys.
According to foreign reports, it can quickly absorb by oral and the bioavailability is 60-80%, not affected by food. Plasma tmax is 1-1.5 hours, plasma protein combined rate is 90%, elimination half-life is 11-15 hours, reaching steady state in three days. By aldehyde oxidation acidification or glucose metabolism, vitro studies have shown that mainly oxidation by cytochrome enzymes of P450 and 2C9. This product and its metabolites excrete by biliary tract and kidney.
Irbesartan (Emberd) produced by Sanofi-aventis hangzhou minsheng pharmaceutical co., LTD won the approval of the SFDA used in the treatment of hypertension in type 2 diabetic nephropathy on March 8, 2007, and becomes China's first effective antihypertensive drug.

Telmisartan

Telmisartan is a new type of blood pressure drug, is a kind of specific angiotensin Ⅱ receptor (AT Ⅰ) antagonist, used in the treatment of essential hypertension. To instead of high affinity of angiotensin receptor Ⅱwith AT Ⅰ receptor subtypes (known angiotensin Ⅱ loci). Telmisartan has no effects in the AT Ⅰ receptor agonist sites, selectively combined with ATⅠ receptor and the combined effect is durable. Has no affinity with other receptor (including AT2 and other characteristics of less AT receptors). The other receptor function remains to be seen, excessive receptor stimulation effect due to telmisartan angiotensin Ⅱ level is also not known. Telmisartan is not inhibit human plasma renin, and also don't block the ion channel. Don't inhibit angiotensin converting enzymeⅡ, the enzyme can degrade and enhance adverse reactions caused by the excitation peptide inhibition. 80 mg of telmisartan in the human body is almost completely inhibit angiotensin Ⅱ causing increased blood pressure. Inhibition effect is last for a full of 24 hours and can still be detectable in 48 hours. Antihypertensive effect is obvious in 3 hours after the first dose. At 4 weeks after treatment began to gain maximum antihypertensive effect, and can be maintained in the long-term treatment. If the treatment was interrupted suddenly, the blood pressure returns to the treatment level in just a few days, rather than a resilient high blood pressure. In direct comparison of two kinds of high blood pressure drugs in clinical trials, treatment group was significantly lower than that of patients with dry cough angiotensin converting enzyme inhibitors in treatment group.
The above information is edited by the Chemicalbook of Duan Yalan.

Usage and Dosage

Oral: recommended starting dose of 0.15 g, 1 time a day. It can be increased to 0.3 g according to the condition, 1 time a day. Can be used alone, also can be shared with other anti-hypertensive drugs.
Severe hypertension and not satisfied with drop in blood pressure after the drug increment, can add with small dose of diuretic (such as thiazide) or other antihypertensive drugs.

Drug interaction

It has no obvious interactions with hydrochlorothiazide, digoxin, warfarin, nitrate benzene, pyridine.
It should be paid attention to when shared with diuretics due to insufficient blood volume and low sodium which can cause low blood pressure (hypotension). When shared with potassium diuretics (such as ammonia, benzene with organism), should avoid potassium increasing.
Do not affect each other pharmacokinetics when shared with digitalis drugs such as digoxin, beta blockers such as atenolol, calcium antagonists such as benzene, pyridine nitrate.

Overdose

After an overdose of this product can occur hypotension, tachycardia or bradycardia, vomiting, gastric lavage and support therapy should be adopted.

Side effects

Common adverse reactions: headache, dizziness, palpitation, etc., I have a cough, general degree is slight, the majority of patients continue to drugs are tolerated.
Rare urticaria and angioneurotic oedema.
Literature on this product is: the incidence of adverse reactions to more than 1% of indigestion, stomach burning, diarrhea, skeletal muscle pain, fatigue, and upper respiratory tract infection, but with the blank control group no significant difference.
Greater than 1% but less than control group in the incidence of abdominal pain, anxiety, nervousness, nausea, vomiting, chest pain, pharyngitis, skin rashes, tachycardia, etc. Low blood pressure and incidence of orthostatic hypotension is about 0.4%.

Chemical property

Crystallization from 96% ethanol, melting point is 180-181 ℃.

Uses

Antihypertensive drugs. Angiotensin Ⅱ-l (Ⅱ 1 A) receptor antagonist. Used to treat high blood pressure.

Production Method

Methods 1:
1-(fluorene methoxy carbonyl amino) ring e carboxylic acid (I) benzylamine reaction with 4-(2-phenyl cyano) amidation, product (Ⅲ) and water release N to produce compound (Ⅳ). (Ⅳ) and Triethyl orthobutyrate condensation, cyclization to compound (V), then azide to formation tetrazolium with sodium reaction to obtain Telmisartan.
Methods 2:
1-(fluorene methoxyl carbonyl amino) ring e carboxylic acid (I) condensation with compound(Ⅳ), the product remove N protection based to compound (Ⅷ), reacts with Triethyl orthobutyrate, obtain the product.

Description

Avapro was launched in Germany, the UK and the US for hypertension. It can be prepared in six steps starting with cyclopentanone or in three steps from 1- aminocyclopentanecarboxylic acid ethyl ester and pentanimidic ethyl ester. Avapro is an angiotensin Ⅱ receptor antagonist that is non-competitive and selective for AT, subtypes and has no AT2 activity at postsynaptic receptors compared to presynatpic. It has no affinity for various non angiotensin Ⅱ receptor types in binding, no interaction with calcium channels or antiports, and no affinity for α1- and α2--adrenoreceptors, serotonergic receptors, muscarinic m1 and m2 or other receptors. It is as potent as saralasin but with no agonist activity and is 10 times more potent than DuP753 in rats. It is similar in efficacy to enalapril (in those with severe hypertension) and atenolol, while more effective than losartan for mild to moderate hypertension.

Chemical Properties

Crystalline Solid

Originator

Sanofi (France)

Uses

An angiotensin II type 1 (AII1)-receptor antagonist

Uses

antidepressant

Uses

For the treatment of hypertension, as well as diabetic nephropathy with an elevated serum creatinine and proteinuria (>300 mg/day) in patients with type 2 diabetes and hypertension. Irbesartan is also used as a second line agent in the treatment of conges

Definition

ChEBI: A biphenylyltetrazole that is an angiotensin II receptor antagonist used mainly for the treatment of hypertension.

brand name

Avapro (Sanofi Aventis);Aprovel/Avapro.

General Description

Irbesartan, 2-butyl-3-[[29-(1H-tetrazol-5-yl)[1,19-biphenyl]-4-yl]methyl]1,3-diazaspiro[4,4]non-1en-4-one (Avapro), like losartan, possesses the acidic tetrazolesystem, which most likely plays a role, similar to the acidicgroups of angiotensin II, in binding to the angiotensin II receptor.In addition, the biphenyl system that serves to separatethe tetrazole from the aliphatic nitrogen is still present.A major difference in this agent is that it does not possessthe acidic side chain. Even so, irbesartan has good affinityfor the angiotensin II receptor because of hydrogen bondingwith the carbonyl moiety of the amide system. Also, thisparticular agent does not require metabolic activation ascandesartan does.

Veterinary Drugs and Treatments

Although experience in veterinary medicine is minimal irbesartan may be useful in treating canine hypertension associated with renal insufficiency. It may be effective in treating heart failure when dogs are unable to tolerate ACE inhibitors, but documentation for this use is lacking. One study, using very high irbesartan dosages (60 mg/kg PO twice daily) in dogs with subacute mitral regurgitation, demonstrated no improvement in left ventricular function or prevention of left ventricular remodeling (Perry, Wei et al. 2002).

Irbesartan Preparation Products And Raw materials

Raw materials

Preparation Products


Irbesartan Suppliers

Global( 381)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Capot Chemical Co.,Ltd.
+86-571-85586718
+86-571-85864795 sales@capotchem.com China 19929 60
Henan DaKen Chemical CO.,LTD.
+86-371-55531817
info@dakenchem.com CHINA 21821 58
Beijing Cooperate Pharmaceutical Co.,Ltd.
+86-10-60279497 +86(0)15646567669
+86-10-60279497 sales01@cooperate-pharm.com CHINA 1817 55
Henan Tianfu Chemical Co.,Ltd.
0371-55170693
0371-55170693 info@tianfuchem.com CHINA 22626 55
PI & PI BIOTECH INC.
18371201331
020-81716319 Sales@pipitech.com CHINA 3050 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070
product@chemlin.com.cn CHINA 3014 60
Hubei XinRunde Chemical Co., Ltd.
+8615102730682
02783214688 bruce@xrdchem.cn CHINA 568 55
Hefei TNJ Chemical Industry Co.,Ltd.
86-0551-65418684 18949823763
86-0551-65418684 info@tnjchem.com China 2399 55
career henan chemical co
+86-371-86658258
sales@coreychem.com CHINA 30045 58
Chemwill Asia Co.,Ltd.
86-21-51086038
86-21-51861608 chemwill_asia@126.com;sales@chemwill.com;chemwill@hotmail.com;chemwill@gmail.com CHINA 23977 58

View Lastest Price from Irbesartan manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-05-08 Irbesartan
138402-11-6
US $0.00-0.00 / 公斤 1公斤 99.0% 600 MT Shaanxi Dideu Medichem Co. Ltd
2018-08-20 Irbesartan
138402-11-6
US $1.00 / KG 1KG 40%-99% 1000kg career henan chemical co
2018-08-20 Irbesartan
138402-11-6
US $1.00 / KG 1KG 98% 100KG career henan chemical co

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