| Identification | More | [Name]
Candesartan | [CAS]
139481-59-7 | [Synonyms]
2-ETHOXY-1-[[2'-(1H-TETRAZOL-5-YL)(1,1'-BIPHENYL)-4-YL]METHYL]-1H-BENZIMIDAZOLE-7-CARBOXYLIC ACID
2-ethoxy-3-[[4-[2-(1h-tetrazol-5-yl)phenyl]phenyl]methyl]-3h-benzoimidazole-4-carboxylic acid
CANDESARTAN
CILEXITIL
CV-11974
Candesartan[CandesartanCilexetilIntermediates]
Candesartan ( For Candesartan Cilexetil )
2-Ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic Acid, CV-11974
2-Ethoxy-1-[2'-(1-triphenylmethyltetrazol-5-yl)-biphenyl-4-yl-methyl]benzimidazole-7-carboxylicacidcyclohexyl-1-chloroethylcarbonate
2-ethoxy-1-[[(2-(1Htetrazol-5-yl)biphenyl-4-yl-) methyl]
2-Ethoxy-3-[[4-[2-(1H-tetrazol-5-yl)phenyl]phenyl]
(±)-2-Ethoxy-1-[[2’-(1H-tetrazol-5-y1)[1，l'-biphenyl]-4-y1]methyl]-1H-benzimidazole-7-earboxylic acid
Atacend
2-Ethoxy-1-[[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]benzimidazol-7-carboxylic acid | [EINECS(EC#)]
604-138-8 | [Molecular Formula]
C24H20N6O3 | [MDL Number]
MFCD00864463 | [Molecular Weight]
440.45 | [MOL File]
139481-59-7.mol |
| Chemical Properties | Back Directory | [Appearance]
Crystalline Solid | [Melting point ]
183-185°C | [Boiling point ]
754.8±70.0 °C(Predicted) | [density ]
1.41±0.1 g/cm3(Predicted) | [RTECS ]
DD6671000 | [storage temp. ]
Inert atmosphere,Store in freezer, under -20°C | [solubility ]
Soluble in DMSO (up to 40 mg/ml) | [form ]
solid | [pka]
2.06±0.10(Predicted) | [color ]
White | [Water Solubility ]
Soluble in ethyl acetate, methanol, water (<1 mg/ml at 25°C), DMSO (88 mg/ml at 25°C), and ethanol (1 mg/ml at 25°C). | [Usage]
An angiotensin II type-1 receptor antagonist. Used in treatment of congestive heart failure. Antihypertensive | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months. | [CAS DataBase Reference]
139481-59-7(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [HS Code ]
29339900 | [Hazardous Substances Data]
139481-59-7(Hazardous Substances Data) |
| Hazard Information | Back Directory | [Description]
Candesartan (CAS 139481-59-7) is an angiotensin II receptor I (AT1) antagonist, IC50s=1.12 and 2.86 nM for bovine adrenal cortex and rabbit aorta respectively.1?Selectively inhibits angiotensin II-induced contraction of rabbit aortic strips with no effect on contraction induced by other agents such as norepinephrine, KCl, serotonin, PGF2αor endothelin. Prevents astrocyte and microglial activation and neuroinflammation and improves hippocampal neurogenesis.2?Attenuates angiogenesis in hepatocellular carcinoma.3?Clinically useful antihypertensive agent. Ameliorates brain inflammation associated with Alzheimer’s disease.4?Active?in vivo?and orally active. | [Chemical Properties]
Crystalline Solid | [Uses]
An angiotensin II type-1 receptor antagonist. Used in treatment of congestive heart failure. Antihypertensive | [Uses]
antihypertensive, angiotensin II inhibitor | [Uses]
Candesartan is a selective AT1 (angiotensin II receptor 1) antagonist. Antagonism of angiotensin receptors inhibits vasoconstriction and the production of aldosterone, leading to a decrease in water and sodium concentration in blood plasma. Exhibits antihypertensive effects in animal models. Used in treatment of congestive heart failure, as antihypertensive. Candesartan does not affect cell viability or proliferation but increases the expression of VEGF and interleukin-8 in the cultured medium of KU-19-19 cells. Candesartan (0.1 nM) could reduce the maximal contractile response to angiostensin II by approximately 50%. | [Definition]
ChEBI: A benzimidazolecarboxylic acid that is 1H-benzimidazole-7-carboxylic acid substituted by an ethoxy group at position 2 and a ({2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl}methyl) group at position 1. It is a angiotensin
eceptor antagonist used for the treatment of hypertension. | [Brand name]
Atacand (AstraZeneca). | [General Description]
Candesartan, (+)-1-[[(cyclohexyloxy)carbonyl]-oxy]ethyl 2- ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylate(Atacand), like losartan, possesses the acidic tetrazole system,which most likely plays a role in binding to the angiotensin IIreceptor similarly to the acidic groups of angiotensin II. Also,the imidazole system has been replaced with a benzimidazolepossessing an ester at position. This ester must be hydrolyzedto the free acid. Fortunately, this conversion takesplace fairly easily because of the carbonate in the ester sidechain. This facilitates hydrolysis of the ester so much thatconversion to the free acid takes place during absorption fromthe gastrointestinal tract. | [storage]
Store at -20°C | [References]
1) Shibouta?et al.?(1993),?Pharmacological profile of a highly potent and long-acting angiotension II receptor antagonist, 2-ethoxy-1-[[2’-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazol-7-carboxylic acid (CV-11974), and its prodrug, (+/-)-1-(cyclohexyloxycarbonyloxy)-ethyl 2-ethoxy-1-[[2’-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl]-1H-benzimidazole-7-carboxylate (TCV-116); J. Pharmacol. Exp. Therap.,?266?114
2) Bhat?et al. (2017),?Angiotensin receptor Blockade by Inhibiting Glial Activation Promotes Hippocampal Neurogenesis Via Activation of Wnt/B-Catenin signaling in hypertension; Mol. Neurobiol.,?55 5282
3) Fan?et al.?(2016),?Candesartan attenuates angiogenesis in hepatocellular carcinoma via downregulating AT1R/VEGF pathway; Biomed. Pharmacother.,?83?704
4) Torika?et al.?(2018),?Candesartan ameliorates brain inflammation associated with Alzheimer’s disease; CNS Neurosci. Ther.?24?231 |
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