CAS 145040-37-5|Amias|Atacand|Candesartan cilexetil|1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-benzodiazole-4-carboxylate|Blopress|1-...

General Information

Structure

Molecular Formula

C₃₃H₃₄N₆O₆

Molecular Mass

610.65966

Exact Mass

610.25398284

Charge

InChI

InChI=1S/C33H34N6O6/c1-3-42-32-34-28-15-9-14-27(31(40)43-21(2)44-33(41)45-24-10-5-4-6-11-24)29(28)39(32)20-22-16-18-23(19-17-22)25-12-7-8-13-26(25)30-35-37-38-36-30/h7-9,12-19,21,24H,3-6,10-11,20H2,1-2H3,(H,35,36,37,38)

InChIKey

GHOSNRCGJFBJIB-UHFFFAOYSA-N

Canonic Smiles

CCOc1nc2c(n1Cc1ccc(cc1)c1ccccc1c1n[nH]nn1)c(ccc2)C(=O)OC(OC(=O)OC1CCCCC1)C

Isomeric Smiles

c1(n(c2c(n1)cccc2C(=O)OC(C)OC(=O)OC1CCCCC1)Cc1ccc(cc1)c1c(cccc1)c1n[nH]nn1)OCC

Calculated Properties

Provided by Enamine

CLogP

7.08

H Donor

Polar Surface Area

143.34

Rotatable Bonds

JChem

Polar Surface Area

143.34

H Donor

H Acceptors

Rotatable Bonds

Lipinski's Rule of Five

false

Log P

7.53

LogD (pH = 5.5)

6.40

LogD (pH = 7.4)

5.93

Acid pKa

4.23

Molar Refractivity

177.42

Polarizability

66.25

LOG S

-8.44

Data Source

Names and Identifiers

Synonyms

AmiasAtacandCandesartan cilexetilBlopress1-(((Cyclohexyloxy)carbonyl)oxy)ethyl 1-((2'-(2H-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl)methyl)-2-ethoxy-1H-benzo[d]imidazole-7-carboxylateTCV 1162-Ethoxy-1-[[2'-(1H-tetrazol-5-yl)[1,1'-biphenyl]-4-yl]methyl]-1H-benzimidazole-7-carboxylic Acid 1-[[(Cyclohexyloxy)carbonyl]oxy]ethyl Ester

IUPAC Traditional name

1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-3-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-benzodiazole-4-carboxylate 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-3-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1,3-benzodiazole-4-carboxylate 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-3-{[2'-(1H-1,2,3,4-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]methyl}-1,3-benzodiazole-4-carboxylate

IUPAC name

1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-1-({4-[2-(1H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylate 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-1-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-1H-1,3-benzodiazole-7-carboxylate 1-{[(cyclohexyloxy)carbonyl]oxy}ethyl 2-ethoxy-1-{[2'-(1H-1,2,3,4-tetrazol-5-yl)-[1,1'-biphenyl]-4-yl]methyl}-1H-1,3-benzodiazole-7-carboxylate

API Name

Candesartan Cilexetil

Names and Identifiers

Registration numbers

MDL Number

CAS Number

PubChem CID

PubChem SID

DrugBank ID

Registration numbers

Properties

Product Information

Purity

95+%

Certificate of Analysis

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Physical Property

168-170°C

DMSO

Methanol

White Solid

Properties

Related Proteins

No Data Available

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Molecular Spectra

No Data Available

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Molecule Details

Selleck Chemicals

S2037

Research Area: Cardiovascular Disease
Biological Activity:
Candesartan cilexetil (Atacand) is a specific nonpeptide Ang II receptor (ATR) antagonist and the prodrug of candesartan which is an ATR antagonist with an IC50 of 15 µg/kg. Candesartan cilexetil (Atacand) efficacy is entirely due to its active metabolite candesartan (CV-11794) and is dose-dependent over the range of 1–8 mg and its clinical antihypertensive dose is stated to be around 4 mg/day.Candesartan cilexetil (Atacand) is administered as a pro-drug that undergoes activation during gastrointestinal absorption. In clinical trials, candesartan cilexetil (Atacand) has produced a dose-dependent effect when given in dosages of 2-32 mg/day. Observed trough-to-peak blood pressure ratios support a once-daily dosage regimen. The antihypertensive effect of candesartan cilexetil (Atacand) 4-16 mg/day was as great as that of enalapril 10-20 mg/day and amlodipine 5 mg/day and larger than that of losartan potassium 50 mg/day. Adding candesartan cilexetil (Atacand) to hydrochlorothiazide 12.5-25 mg/day and amlodipine 5 mg/day led to enhanced blood-pressure reductions and was well tolerated. [1][2]

TRC

C175580

Ester prodrug; hydrolized in vivo to the active carboxylic acid. Used in treatment of congestive heart failure. Antihypertensive.

Molecule Details

References

PubChem Literature

From Data Sources

• http://en.wikipedia.org/wiki/Candesartan

• Ogihara, T., et al.: Clin. Ther., 16, 74 (1994)

• Shibouta, Y., et al.: J. Pharmacol. Exp. Ther., 266, 114 (1993)

References

Bioactivity