Encyclopedia / Cardiovascular Agents / Pharmaceutical Intermediates / Organic Intermediate

Candesartan

CAS：139481-59-7
MW:440.454
MF：C24H20N6O3

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. Candesartan Preparation Products And Raw materials Raw materials View more+

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Names and ldentifier
Properties
Use and Manufacturing
Safety and Handling
Msds
Other Information
Computational chemical data
Related Questions
Realated Product Infomation

1. Names and Identifiers

1.1 Name: Candesartan

1.2 Synonyms: 1-((2'-(1H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylic; 1-((2'-(1H-Tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)Methyl)-2-ethoxy-1H-benzo[d]iMidazole-7-carboxylic acid; 1H-Benzimidazole-7-carboxylic acid, 2-ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-; 1H-Benzimidazole-7-carboxylic acid, 2-ethoxy-1-[[2'-(2H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-; 2-(ethyloxy)-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid; 2-Ethoxy-1-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)-1H-benzimidazole-7-carboxylic Acid; 2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)-4-biphenylyl]methyl}-1H-benzimidazole-7-carboxylic acid; 2-Ethoxy-1-{[2'-(1H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid; 2-Ethoxy-1-{[2'-(2H-tetrazol-5-yl)-4-biphenylyl]methyl}-1H-benzimidazole-7-carboxylic acid; 2-ethoxy-1-{[2'-(2H-tetrazol-5-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid; 2-ETHOXY1-2(1H-TETRAZOL-5YL)1,1-BIPHENYL)-4-YL)-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; 3-[[2'-(1H-Tetrazol-5-yl)biphenyl-4-yl]Methyl]-2-ethoxy-3H-benziMidazole-4- carboxylic Acid; Amias; Atacand; Blopress; Candesartan Cilexetil EP IMpurity G; Candesartan Cilexetil Impurity 7; Candesartan M1; MFCD00864463; Ratacand;

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1.3 CAS No.: 139481-59-7

1.4 CID: 2541

1.5 EINECS: 604-138-8

1.6 Molecular Formula: C24H20N6O3

1.7 Inchi: InChI=1S/C24H20N6O3/c1-2-33-24-25-20-9-5-8-19(23(31)32)21(20)30(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-26-28-29-27-22/h3-13H,2,14H2,1H3,(H,31,32)(H,26,27,28,29)

1.8 InChkey: HTQMVQVXFRQIKW-UHFFFAOYSA-N

1.9 Canonical Smiles: CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5)C(=O)O

1.10 Isomers Smiles: CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NNN=N5)C(=O)O

2. Properties

2.1 Appearance: crystalline solid

2.2 Storage: -20°C Freezer

2.3 Chemical Properties: Crystalline Solid

2.4 Color/Form: Powder

2.5 pKa: 2.06±0.10(Predicted)

2.6 Water Solubility: Insoluble

2.7 Stability: Stable under recommended storage conditions.

2.8 StorageTemp: Inert atmosphere,Store in freezer, under -20°C

3. Use and Manufacturing

3.1 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.

3.2 Description: Crystalline SolidChEBI: 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.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

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3.3 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. Candesartan Preparation Products And Raw materials Raw materials

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3.4 Usage: An angiotensin II type-1 receptor antagonist. Used in treatment of congestive heart failure. Antihypertensive

4. Safety and Handling

4.1 Exposure Standards and Regulations: The Approved Drug Products with Therapeutic Equivalence Evaluations List identifies currently marketed prescription drug products, incl candesartan cilexetil, approved on the basis of safety and effectiveness by FDA under sections 505 of the Federal Food, Drug, and Cosmetic Act. /Candesartan cilexetil/

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4.2 Octanol/Water Partition Coefficient: log Kow = 4.79 (est)

4.3 DisposalMethods: SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

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4.4 Formulations/Preparations: Oral: Tablets: 4 mg Atacand, (AstraZeneca), 8 mg Atacand, (AstraZeneca), 16 mg Atacand, (AstraZeneca), 32 mg Atacand, (AstraZeneca). /Candesartan cilexetil/

4.5 Safety: Hazard Codes:?Xn
Risk Statements: 20/21/22-36/37/38?
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: 26-36
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.?
S36:Wear suitable protective clothing.

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4.6 Specification: ?Candesartan , its cas register number is 139481-59-7. It also can be called?2-Ethoxy-1-(p-(o-1H-tetrazol-5-ylphenyl)benzyl)-7-benzimidazolecarboxylic acid ; 1H-Benzimidazole-7-carboxylic acid, 2-ethoxy-1-((2'-(1H-tetrazol-5-yl)(1,1'-biphenyl)-4-yl)methyl)- .It is a?crystalline solid.

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5. MSDS

2.Hazard identification

2.1 Classification of the substance or mixture

Reproductive toxicity, Category 2

2.2 GHS label elements, including precautionary statements

Pictogram(s)
Signal word	Warning
Hazard statement(s)	H361 Suspected of damaging fertility or the unborn child
Precautionary statement(s)
Prevention	P201 Obtain special instructions before use. P202 Do not handle until all safety precautions have been read and understood. P280 Wear protective gloves/protective clothing/eye protection/face protection.
Response	P308+P313 IF exposed or concerned: Get medical advice/ attention.
Storage	P405 Store locked up.
Disposal	P501 Dispose of contents/container to ...

2.3 Other hazards which do not result in classification

none

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6. Synthesis Route

139481-59-7Total: 13 Synthesis Route

603-11-2 179 Suppliers

139481-59-7 295 Suppliers

57113-90-3 39 Suppliers

139481-59-7 295 Suppliers

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7. Precursor and Product

precursor:

856414-35-2

139481-44-0

57113-90-3

73833-13-3

139481-69-9

603-11-2

21606-04-2

139481-58-6

856414-36-3

139481-38-2

product:

170791-09-0

139481-72-4

145040-37-5

8. Computed Properties

Molecular Weight：440.454g/mol
Molecular Formula：C₂₄H₂₀N₆O₃
Compound Is Canonicalized：True
Exact Mass：4.1
XLogP3-AA：440.15968852
Monoisotopic Mass：440.15968852
Complexity：660
Rotatable Bond Count：7
Hydrogen Bond Donor Count：2
Hydrogen Bond Acceptor Count：7
Topological Polar Surface Area：119
Heavy Atom Count：：33
Defined Atom Stereocenter Count：0
Undefined Atom Stereocenter Count：0
Defined Bond Stereocenter Count：0
Undefined Bond Stereocenter Count：0
Isotope Atom Count：0
Covalently-Bonded Unit Count：1
CACTVS Substructure Key Fingerprint：AAADceB7sAAAAAAAAAAAAAAAAAAAAWLAAAAwYMAAAAAAAFgB/AAAHgAYCAAADAjhnwYz2LcOFgCqAybybACCgC8lEqAd+CE4fNiIbrrAnZGccYhuwAPI2ee8yOCOwAAAQAASACCAAACAACQAQAAAAAAAAA==

9.Other Information

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

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).

Usage: 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%.

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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.

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10. Toltal 264 Suppliers View more

99% Candesartan 139481-59-7 Anti Hypertensive Drugs White Crystalline Powder

Hebei Yanxi Chemical Co.,Ltd

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Tel: Update Time:2024/11/14

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Hebei Crovell Biotech Co. Ltd

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Tel: Update Time:2024/11/15

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Amitychem Corporation

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Tel: Update Time:2023/06/28

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Hangzhou KieRay Chem Co., Ltd.

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Tel: Update Time:2024/08/15

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Wuhan Circle Star Chem-medical Technology Co.,Ltd

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Tel: Update Time:2024/11/15

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11. Related Questions

: What Role Does Candesartan Play in Drug Development?Candesartan is a medication used to treat high blood pressure and heart failure, belonging to the class of angiotensin II receptor antagonists. But what role does Candesartan play in drug development?..; What is Candesartan and its effectiveness in treating primary hypertension?After being diagnosed with primary hypertension or other forms of high blood pressure, it is important to actively seek treatment. The causes and symptoms of different types of high blood pressure may..; What are the characteristics of Candesartan?Seven types of sartans commonly used in clinical antihypertensive treatment include: irbesartan, losartan, valsartan, candesartan, telmisartan, olmesartan, and allisartan. They all belong to angiotens..; How to follow the instructions for Candesartan?Background and overview[1][2] Candesartan is the prodrug of candesartan ester, its chemical name is: (±)-1H-benzimidazole-7-carboxylic acid-2-ethoxy-1-{ [2'-(1H-Tetrazol-5-yl)-[1,1'-bip..

12. Realated Product Infomation