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CAS No.: | 144689-63-4 |
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Name: | Olmesartan medoxomil |
Article Data: | 49 |
Molecular Structure: | |
Formula: | C29H30N6O6 |
Molecular Weight: | 558.594 |
Synonyms: | Olmetec (TN);Cs 866;Benicar (TN);Benicar;Olmetec;1H-Imidazole-5-carboxylic acid,4-(1-hydroxy-1-methylethyl)-2-propyl- 1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]- methyl]-,(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-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylate;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;Olmesartan(144689-63-4);1H-Imidazole-5-carboxylic acid; |
EINECS: | 604-433-1 |
Density: | 1.38 g/cm3 |
Melting Point: | 180 °C |
Boiling Point: | 804.2 °C at 760 mmHg |
Flash Point: | 440.2 °C |
Appearance: | White to off-white crystalline powder |
Hazard Symbols: | Xi |
Risk Codes: | R36/38; R41; R38 |
PSA: | 162.16000 |
LogP: | 4.17000 |
trityl olmesartan medoxomil
olmesartan medoxomil
Conditions | Yield |
---|---|
With acetic acid In water at 25℃; for 1h; | 100% |
With hydrogenchloride In water; toluene at 20℃; for 2.5h; | 98.6% |
With TRILITE SCR-10 gel type In methanol for 6h; Product distribution / selectivity; Reflux; | 94% |
olmesartan medoxomil
Conditions | Yield |
---|---|
With trifluoroacetic acid In dichloromethane at 25℃; for 6h; Time; | 98% |
trityl olmesartan medoxomil
A
triphenylmethyl alcohol
B
olmesartan medoxomil
Conditions | Yield |
---|---|
Stage #1: trityl olmesartan medoxomil With sulfuric acid; water In acetone at 40℃; for 2 - 4h; Stage #2: With sodium hydrogencarbonate at 20℃; for 1h; | A n/a B 90% |
With water In acetone for 14h; Product distribution / selectivity; Heating / reflux; | A n/a B 73% |
With water In acetonitrile for 14h; Product distribution / selectivity; Heating / reflux; | A n/a B 71% |
4-chloromethyl-5-methyl-1,3-dioxol-2-one
ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate
olmesartan medoxomil
Conditions | Yield |
---|---|
Stage #1: ethyl 4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2'-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate With sodium hydroxide In N,N-dimethyl acetamide at 10 - 15℃; for 8h; Stage #2: 4-chloromethyl-5-methyl-1,3-dioxol-2-one With potassium carbonate In N,N-dimethyl acetamide at 0 - 65℃; for 10h; | 90% |
olmesartan medoxomil
Conditions | Yield |
---|---|
With hydrogenchloride In water; toluene at 20℃; for 3h; | 89% |
olmesartan medoxomil
Conditions | Yield |
---|---|
With trifluoroacetic acid at 25℃; for 72h; Temperature; | 83% |
(5-methyl-2-oxo-1,3-dioxolen-4-yl)methyl4-(1-hydroxy-1-methylethyl)-2-propyl-1-[2′-(2-triphenylmethyl-2H-tetrazol-5-yl)biphenyl-4-yl]methyl-1H-imidazole-5-carboxylate
olmesartan medoxomil
Conditions | Yield |
---|---|
With acetic acid at 80℃; for 2.5h; | 81% |
With sulfuric acid In water; acetone at 50 - 55℃; for 2h; | 80% |
With acetic acid In water at 55 - 60℃; for 2 - 3h; Product distribution / selectivity; | |
With hydrogenchloride In methanol; dichloromethane at 0 - 5℃; for 1 - 2h; |
ethyl 4-(2-hydroxypropan-2-yl)-2-propyl-1-({2'-[1-(triphenylmethyl)-1H-1,2,3,4-tetrazol-5-yl]-[1,1'-biphenyl]-4-yl}methyl)-1H-imidazole-5-carboxylate
olmesartan medoxomil
Conditions | Yield |
---|---|
71% | |
Multi-step reaction with 2 steps 1.1: diisopropylamine; sodium hydroxide / toluene; ISOPROPYLAMIDE / 4 h / 25 - 45 °C 1.2: 8 h / 40 - 70 °C 1.3: 25 - 35 °C / pH ~ 6 - 7 2.1: hydrogenchloride; water / methanol / 1 h / 0 - 35 °C 2.2: 25 - 35 °C / pH ~ 3 - 4 View Scheme | |
Multi-step reaction with 3 steps 1.1: potassium carbonate; water / acetone / 16 h / 20 °C 2.1: potassium carbonate; potassium iodide / acetone / 3 h / 50 - 55 °C 3.1: hydrogenchloride; water / toluene / 3 h / 20 °C 3.2: 15 - 20 °C / pH 4.5 - 5.5 View Scheme |
2-propyl-1H-imidazole-4,5-dicarboxylic acid
olmesartan medoxomil
Conditions | Yield |
---|---|
Multi-step reaction with 6 steps 1: 86 percent / HCl / Ambient temperature 2: 95 percent / diethyl ether; CH2Cl2 / 1 h / 10 - 15 °C 3: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h 4: LiOH*H2O / dioxane; H2O / 20 h / Ambient temperature 5: 88 percent / K2CO3 / N,N-dimethyl-acetamide / 4 h / 20 - 50 °C 6: 81 percent / 25percent aq. AcOH / 2.5 h / 80 °C View Scheme |
N-(triphenylmethyl)-5-<4'-(bromomethyl)biphenyl-2-yl>tetrazole
olmesartan medoxomil
Conditions | Yield |
---|---|
Multi-step reaction with 4 steps 1: 1.) t-BuOK / 1.) DMA, 0 deg C, 10 min, 2.) DMA, RT, 1 h 2: LiOH*H2O / dioxane; H2O / 20 h / Ambient temperature 3: 88 percent / K2CO3 / N,N-dimethyl-acetamide / 4 h / 20 - 50 °C 4: 81 percent / 25percent aq. AcOH / 2.5 h / 80 °C View Scheme | |
Multi-step reaction with 4 steps 1: potassium iodide; potassium carbonate / N,N-dimethyl-formamide / 24 h / 20 °C 2: potassium hydroxide; water / N,N-dimethyl-formamide / 22 h / 54 - 56 °C 3: potassium iodide; potassium carbonate / 20 °C 4: sulfuric acid / water; acetone / 2 h / 50 - 55 °C View Scheme |
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Molecular Structure of Olmesartan medoxomil (CAS NO.144689-63-4):
IUPAC Name: (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 5-(2-hydroxypropan-2-yl)-2-propyl-3-[[4-[2-(2H-tetrazol-5-yl)phenyl]phenyl]methyl]imidazole-4-carboxylate
Molecular formula: C29H30N6O6
Molecular Weight: 558.5851
H bond acceptors: 12
H bond donors: 2
Freely Rotating Bonds: 12
Polar Surface Area: 132.48Å2
Index of Refraction: 1.661
Molar Refractivity: 149.19 cm3
Molar Volume: 403.5 cm3
Surface Tension: 53.6 dyne/cm
Density: 1.38 g/cm3
Flash Point: 440.2 °C
Enthalpy of Vaporization: 122.61 kJ/mol
Boiling Point: 804.2 °C at 760 mmHg
Vapour Pressure: 2.63E-27 mmHg at 25°C
Melting point: 180°C
Decomposition: 180 oC
Appearance: White to off-white crystalline powder
InChI
InChI=1/C29H30N6O6/c1-5-8-23-30-25(29(3,4)38)24(27(36)39-16-22-17(2)40-28(37)41-22)35(23)15-18-11-13-19(14-12-18)20-9-6-7-10-21(20)26-31-33-34-32-26/h6-7,9-14,38H,5,8,15-16H2,1-4H3,(H,31,32,33,34)
Smiles
c1(n(Cc2ccc(cc2)c2ccccc2c2nnn[nH]2)c(C(=O)OCc2oc(oc2C)=O)c(n1)C(C)(O)C)CCC
Product Categories: Active Pharmaceutical Ingredients; Aromatics; Bases & Related Reagents; Heterocycles; Intermediates & Fine Chemicals; Nucleotides; Pharmaceuticals; Olmesartan
Olmesartan medoxomil , with CAS number of 144689-63-4, can be called 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 ; Oimesartan ; 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 ; Benicar . Olmesartan medoxomil is an angiotensin II receptor antagonist. It is used as an anti-hypertensive.