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Olmesartan Medoxomil

Olmesartan Medoxomil Structure
CAS No.
144689-63-4
Chemical Name:
Olmesartan Medoxomil
Synonyms
Benicar;Oimesartan;OLMESARTAN MEDOXIMIL;OMST;CS-866;Olmetec;Olmesartan API;Omesartan ester;Olmesartan Medoxomi;OlmesartanC29H30N6O6
CBNumber:
CB8254825
Molecular Formula:
C29H30N6O6
Molecular Weight:
558.59
MOL File:
144689-63-4.mol
Modify Date:
2024/5/6 14:49:57

Olmesartan Medoxomil Properties

Melting point 180°C
Boiling point 804.2±75.0 °C(Predicted)
Density 1.38±0.1 g/cm3(Predicted)
Flash point 180°C
storage temp. 2-8°C
solubility DMSO: soluble20mg/mL, clear
pka 4.15±0.10(Predicted)
form powder
color white to beige
Decomposition 180 ºC
InChIKey UQGKUQLKSCSZGY-UHFFFAOYSA-N
SMILES C1(CCC)N(CC2=CC=C(C3=CC=CC=C3C3=NNN=N3)C=C2)C(C(OCC2=C(C)OC(=O)O2)=O)=C(C(O)(C)C)N=1
CAS DataBase Reference 144689-63-4(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P261-P264-P280-P301+P312-P302+P352+P312-P304+P340+P312
RTECS  NI4014200
HS Code  2934990002
NFPA 704
0
3 0

Olmesartan Medoxomil price More Price(5)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML1391 Olmesartan medoxomil ≥98% (HPLC) 144689-63-4 50MG ₹11539.45 2022-06-14 Buy
Sigma-Aldrich(India) SML1391 Olmesartan medoxomil ≥98% (HPLC) 144689-63-4 250MG ₹45410.88 2022-06-14 Buy
Sigma-Aldrich(India) PHR1851 Olmesartan Medoxomil Pharmaceutical Secondary Standard; Certified Reference Material 144689-63-4 200MG ₹22743.33 2022-06-14 Buy
TCI Chemicals (India) O0510 Olmesartan Medoxomil 144689-63-4 1G ₹6100 2022-05-26 Buy
TCI Chemicals (India) O0510 Olmesartan Medoxomil 144689-63-4 5G ₹9800 2022-05-26 Buy
Product number Packaging Price Buy
SML1391 50MG ₹11539.45 Buy
SML1391 250MG ₹45410.88 Buy
PHR1851 200MG ₹22743.33 Buy
O0510 1G ₹6100 Buy
O0510 5G ₹9800 Buy

Olmesartan Medoxomil Chemical Properties,Uses,Production

Description

Olmesartan medoxomil was launched in the US as benicar(R), an orally administered treatment for hypertension. Olmesartan, is a new selective and competitive nonpeptide angiotensin II type 1 receptor antagonist and potently inhibits the Ang.ll-induced pressor responses. The drug competitively inhibited binding of [125I1]-All to AT1 receptors in bovine adrenal cortical membranes, but had no effect on binding to AT2 receptors in bovine cerebellar membranes. In comparative clinical studies in patients with essential hypertension, olmesartan reduced sitting cuff diastolic blood pressure significantly more than losartan, valdesartan and ibesartan, while reductions in systolic blood pressure were similar for all treatments. Olmesartan medoxomil was also shown to reduce blood pressure significantly more effectively than losartan and the ACE inhibitor captopril and as effectively as the pbloker atenolol.

Chemical Properties

White to off-white crystalline powder

Uses

Olmesartan medoxomil is an angiotensin II receptor antagonist used to treat high blood pressure. Olmesartan works by blocking the binding of angiotensin II to the AT1 receptors in vascular muscle. By blocking the binding rather than the synthesis of angiotensin II, olmesartan inhibits the negative regulatory feedback on renin secretion.
Olmesartan medoxomil is a pro-drug that is de-esterified to the active metabolite, olmesartan. Olmesartan has a dual method of elimination, with about 60% eliminated by the liver and the remainder by the kidney. In situations of impaired renal or hepatic function, the alternative excretion pathway can compensate for the compromised one. Olmesartan is not metabolized by the cytochrome P450 enzyme system and therefore has a low potential for metabolic drug interactions, a feature that may be of importance when treating patients on multiple drug regimens, such as the elderly. Olmesartan is well tolerated and has an excellent safety profile that is comparable to that of placebo. In addition, olmesartan provides 24-h blood pressure control with a once-daily dosing. In head-to-head studies, olmesartan delivered superior blood pressure reduction when compared with other angiotensin-II receptor antagonists at their recommended doses.

General Description

Olmesartan Medoxomil is a synthetic imidazole derivative prodrug with an antihypertensive property. Upon hydrolysis, olmesartan medoxomil is converted to olmesartan. Olmesartan selectively binds to the angiotensin type 1 (AT1) receptor of angiotensin II in vascular smooth muscle and adrenal gland, thereby competing angiotensin II binding to the receptor. This prevents angiotensin II-induced vasoconstriction and decreases aldosterone production, thereby preventing aldosterone-stimulated sodium retention and potassium excretion.

Side effects

Dizziness or lightheadedness may occur as your body adjusts to the medication. If any of these effects persist or worsen, tell your doctor or pharmacist promptly. To reduce the risk of dizziness and lightheadedness, get up slowly when rising from a sitting or lying position.

Synthesis

Olmesartan Medoxomil can be synthesized in 8 steps from diaminomaleonitrile by successive reactions with trialkylorthopropanoate to access 2-propyl-imidazole-45dicarbonitrile, conversion of the two nitrile functions to the corresponding ethyl esters, followed by methylmagnesium bromide addition to give the corresponding 4-(1-hydroxyalkyl)imidazole derivative.
synthesis of Olmesartan Medoxomil
The imidazole ring of olmesartan (18) was constructed with diaminomaleonitrile 155 and trimethylorthobutyrate (156) in CH3CN then xylene to give 157 in 96% yield. Acid hydrolysis of 157 in 6N HCl gave the dicarboxylic acid intermediate. After esterification of the diacid in ethanol in the presence of HCl, diester 158 was treated with MeMgCl to give 4-(1-hydroxyalkyl) imidazole 159 in 95% yield. Alkylation of 159 with biphenyl bromide 160 in the presence of potassium tbutoxide afforded 161 in 80% yield. Ester 161 was then hydrolyzed to free carboxylic acid 162 under basic conditions, and 162 was treated with chloride 163 in the presence of K2CO3 to give ester 164 in 88% yield from 161.Lastly, the trityl group was removed with 25% aqueous acetic acid to give olmesartan (18) in 81% yield.

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Olmesartan Medoxomil Spectrum

(5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl] 4-yl)methyl)-4-( OlMesartan MedoxoMil SynoyM:4-(1-Hydroxy-1-Methylethyl)-2-propyl-1-[[2'-(1H-tetazol-5-yl)[1,1'-biphenyl]-4-yl]Methyl]-1H-iMidazole-5-carboxylic acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl ester OLMESARTAN MEDOXOMIL USP ORGANIC CHEMICA OMST 1H-Imidazole-5-carboxylic acid, 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-, (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester Olmesartan medoxomil for system suitability Olmesartan MedoxomiI Olmesartan Medoxomi (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 1-((2'-(2H-tetrazol-5-yl)biphenyl-4-yl)methyl)-4-(2-hyd 4-(1-hydroxy-1-methylethyl)-2-propyl-1-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl-1H-Imidazole-5-carboxylic acid, (5-methyl -2-oxo-1,3-dioxol-4-yl) methyl ester OlmesartanC29H30N6O6 CS-866, 4-(1-Hydroxy-1-methylethyl)-2-propyl-1-[[2(1H-tetazol-5-yl)[1,1biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic Acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl Ester 4-(1-Hydroxy-1-methylethyl)-2-propyl-1-[[2'-(1H-tetazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylicacid(5-Methyl-2-oxo-1,3-dioxol-4-yl)methylester CS-866 Olmesartan medoxomil Olmetec 5-(1-HYDROXY-1-METHYLETHYL)-2-PROPYL-3-[2''-(1H-TETRAZOL-5-YL)-BIPHENYL-4-YLMETHYL]-3H-IMIDAZOLE-4-CARBOXYLIC ACID 5-METHYL-2-OXO-[1,3]DIOXOL-4-YLMETHYL ESTER 5-(1-Hydroxy-1-methylethyl)-2-propyl-3-[2'-(1H-tet Sanguisorba officinalis L. Olmesartan Medoxomil (100 mg) (5-Methyl-2-oxo-2H-1,3-dioxol-4-yl)Methyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}Methyl)-1H-iMidazole-5-carboxylate OlMesartan MedoxoMil (Benicar) (5-Methyl-2-oxo-1,3-dioxol-4-yl)Methyl 1-((2'-(1H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)Methyl)-4-(2-hydroxypropan-2-yl)-2-propyl-1H-iMidazole-5-carboxylate Olmesartan Medoxomil USP/EP/BP olmesartan medoxomil olmetec 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2’-(1h-tetazol-5-yl)[1,1’-biphenyl]-4-yl]methyl]-1h-imidazole-5-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl esterEuEEuE Olmesartan Medoxomil-USP 4-(1-Hydroxy-1-methylethyl)-2-propyl-1-[[2’-(2H-tetazol-5-yl)[1,1’-biphenyl]-4-yl]methyl]-1H-imidazole-5-carboxylic Acid (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl Ester (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 5-(2-hydroxypropan-2-yl)-2-propyl-3-[[4-[2-(2Htetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylate Good Quality Olmesartan Medoxomil CAS?144689-63-4?Omst for Anti-Hypertensive (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate Olmesartan Medoxomil (CS 866) 5-(2-hydroxypropan-2-yl)-2-propyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]-4-imidazolecarboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl ester Olmesartan medoxomil CRS Olmesartan medoxomil for system suitability CRS Olmesartan Medoxomil RS olmesartan medoxomil olmetec 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[[2'-(1h-tetazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1h-imidazole-5-carboxylic acid (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl esterEuEE Olmesartan medoxomil (Y0001405) Olmesartan MedoxomilQ: What is Olmesartan Medoxomil Q: What is the CAS Number of Olmesartan Medoxomil Q: What is the storage condition of Olmesartan Medoxomil Olmesartan Medoxomil (1478367) Benicar Oimesartan OLMESARTAN MEDOXIMIL Benzenesulfonylchloride,8-(acetylamino)- Olmesartan Medoxomile OLMESARTAN MEDOXOMIL 13.33 % GRANULES OLEMISARTAN MEDAXMIL Olmesartan API Olmesartan Medoxomil (5-Methyl-2-oxo-2H-1,3-dioxol-4-yl)methyl 4-(2-hydroxypropan- 2-yl)-2-propyl-1-({4-[2-(2H-1,2,3,4-tetrazol-5- yl)phenyl]phenyl}methyl)-1H-imidazole-5-carboxylate Olmesartan medoxomil API (5-Methyl-2-oxo-1,3-dioxol-4-yl)methyl 1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-4-(2-hydroxypropan-2-yl)-2-propyl-1H-imidazole-5-carboxylate Omesartan ester 144689-63-4 144689-63-5 C29H30N6O C29H30N6O6 Cardiovascular APIs OMNICEF API