Tasosartan
Identification
- Name
- Tasosartan
- Accession Number
- DB01349
- Description
Tasosartan is a long-acting angiotensin II (AngII) receptor blocker. Its long duration of action has been attributed to its active metabolite enoltasosartan. It is used to treat patients with essential hypertension.
- Type
- Small Molecule
- Groups
- Experimental
- Structure
Structure for Tasosartan (DB01349)
- Weight
- Average: 411.4591
Monoisotopic: 411.180758329 - Chemical Formula
- C23H21N7O
- Synonyms
- Tasosartan
- External IDs
- ANA-756
- WAY-ANA-756
Pharmacology
- Indication
Tasosartan is infrequently in the treatment of hypertension and heart failure.
- Contraindications & Blackbox Warnings
Learn about our commercial Contraindications & Blackbox Warnings data.
Learn More- Pharmacodynamics
By blocking the angiotensin II (AT1) receptor, the drug ultimately causes vasodilation, reduced secretion of vasopressin (ADH), reduced production and secretion of aldosterone, amongst other actions leading to the combined effect of a reduction of blood pressure.
- Mechanism of action
Tasosartan is a selective, potent, orally active and long-acting nonpeptide Angiotensin II type 1 (AT1) receptor antagonist. Tasosartan blocks the renin-angiotensin-aldosterone system (RAAS) at the level of the AT1 receptor that mediates most, if not all, of the important actions of Ang II. Tasosartan binds reversibly to the AT1 receptors in vascular smooth muscle and the adrenal gland. As angiotensin II is a vasoconstrictor, which also stimulates the synthesis and release of aldosterone, blockage of its effects results in decreases in systemic vascular resistance. AT1 receptor antagonists avoid the nonspecificity of the Ang I converting enzyme (ACE) inhibitors.
Target Actions Organism AType-1 angiotensin II receptor antagonistHumans UType-2 angiotensin II receptor antagonistHumans - Absorption
- Not Available
- Volume of distribution
- Not Available
- Protein binding
- Not Available
- Metabolism
- Not Available
- Route of elimination
- Not Available
- Half-life
- Not Available
- Clearance
- Not Available
- Adverse Effects
Learn about our commercial Adverse Effects data.
Learn More- Toxicity
- Not Available
- Affected organisms
- Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.
Drug Interaction Unlock Additional DataAbametapir The serum concentration of Tasosartan can be increased when it is combined with Abametapir. Acebutolol The risk or severity of hyperkalemia can be increased when Acebutolol is combined with Tasosartan. Aceclofenac The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Tasosartan is combined with Aceclofenac. Acemetacin The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Tasosartan is combined with Acemetacin. Acetylsalicylic acid The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Tasosartan is combined with Acetylsalicylic acid. Alclofenac The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Tasosartan is combined with Alclofenac. Aliskiren The risk or severity of hyperkalemia can be increased when Aliskiren is combined with Tasosartan. Amiloride The risk or severity of hyperkalemia can be increased when Tasosartan is combined with Amiloride. Aminophenazone The risk or severity of renal failure, hyperkalemia, and hypertension can be increased when Tasosartan is combined with Aminophenazone. Amiodarone The risk or severity of hyperkalemia can be increased when Amiodarone is combined with Tasosartan. Additional Data Available- Extended DescriptionExtended Description
Extended description of the mechanism of action and particular properties of each drug interaction.
Learn more - Severity
- Evidence Level
- ActionAction
An effect category for each drug interaction. Know how this interaction affects the subject drug.
Learn more
- Food Interactions
- Not Available
Products
Categories
- ATC Codes
- C09CA05 — Tasosartan
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Benzene and substituted derivatives
- Sub Class
- Biphenyls and derivatives
- Direct Parent
- Biphenyls and derivatives
- Alternative Parents
- Phenyltetrazoles and derivatives / Pyridopyrimidines / Pyrimidines and pyrimidine derivatives / Pyridines and derivatives / Imidolactams / Tertiary carboxylic acid amides / Heteroaromatic compounds / Lactams / Azacyclic compounds / Organopnictogen compounds show 4 more
- Substituents
- Aromatic heteropolycyclic compound / Azacycle / Azole / Biphenyl / Carbonyl group / Carboxamide group / Carboxylic acid derivative / Heteroaromatic compound / Hydrocarbon derivative / Imidolactam show 14 more
- Molecular Framework
- Aromatic heteropolycyclic compounds
- External Descriptors
- Not Available
Chemical Identifiers
- UNII
- 48G92V856H
- CAS number
- 145733-36-4
- InChI Key
- ADXGNEYLLLSOAR-UHFFFAOYSA-N
- InChI
- InChI=1S/C23H21N7O/c1-14-18-11-12-21(31)30(23(18)25-15(2)24-14)13-16-7-9-17(10-8-16)19-5-3-4-6-20(19)22-26-28-29-27-22/h3-10H,11-13H2,1-2H3,(H,26,27,28,29)
- IUPAC Name
- 2,4-dimethyl-8-({4-[2-(2H-1,2,3,4-tetrazol-5-yl)phenyl]phenyl}methyl)-5H,6H,7H,8H-pyrido[2,3-d]pyrimidin-7-one
- SMILES
- CC1=NC(C)=C2CCC(=O)N(CC3=CC=C(C=C3)C3=CC=CC=C3C3=NNN=N3)C2=N1
References
- General References
- Not Available
- External Links
- Human Metabolome Database
- HMDB0015439
- PubChem Compound
- 60919
- PubChem Substance
- 46504809
- ChemSpider
- 54890
- BindingDB
- 50040439
- ChEBI
- 135666
- ChEMBL
- CHEMBL432162
- ZINC
- ZINC000013444037
- Therapeutic Targets Database
- DAP001258
- PharmGKB
- PA164769057
- Wikipedia
- Tasosartan
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
- Not Available
- Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Solid
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 0.0325 mg/mL ALOGPS logP 3.07 ALOGPS logP 4.18 ChemAxon logS -4.1 ALOGPS pKa (Strongest Acidic) 7.4 ChemAxon pKa (Strongest Basic) 2.79 ChemAxon Physiological Charge 0 ChemAxon Hydrogen Acceptor Count 6 ChemAxon Hydrogen Donor Count 1 ChemAxon Polar Surface Area 100.55 Å2 ChemAxon Rotatable Bond Count 4 ChemAxon Refractivity 130.61 m3·mol-1 ChemAxon Polarizability 44.34 Å3 ChemAxon Number of Rings 5 ChemAxon Bioavailability 1 ChemAxon Rule of Five Yes ChemAxon Ghose Filter No ChemAxon Veber's Rule No ChemAxon MDDR-like Rule No ChemAxon - Predicted ADMET Features
Property Value Probability Human Intestinal Absorption + 1.0 Blood Brain Barrier + 0.9849 Caco-2 permeable + 0.5626 P-glycoprotein substrate Substrate 0.5771 P-glycoprotein inhibitor I Inhibitor 0.7645 P-glycoprotein inhibitor II Inhibitor 0.5378 Renal organic cation transporter Inhibitor 0.524 CYP450 2C9 substrate Non-substrate 0.7978 CYP450 2D6 substrate Non-substrate 0.9116 CYP450 3A4 substrate Substrate 0.7408 CYP450 1A2 substrate Non-inhibitor 0.864 CYP450 2C9 inhibitor Inhibitor 0.6924 CYP450 2D6 inhibitor Inhibitor 0.5465 CYP450 2C19 inhibitor Inhibitor 0.8163 CYP450 3A4 inhibitor Inhibitor 0.5112 CYP450 inhibitory promiscuity High CYP Inhibitory Promiscuity 0.8338 Ames test Non AMES toxic 0.5066 Carcinogenicity Non-carcinogens 0.8061 Biodegradation Not ready biodegradable 1.0 Rat acute toxicity 2.8079 LD50, mol/kg Not applicable hERG inhibition (predictor I) Weak inhibitor 0.6971 hERG inhibition (predictor II) Non-inhibitor 0.5487
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
Spectrum Spectrum Type Splash Key Predicted GC-MS Spectrum - GC-MS Predicted GC-MS Not Available Predicted MS/MS Spectrum - 10V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Positive (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 10V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 20V, Negative (Annotated) Predicted LC-MS/MS Not Available Predicted MS/MS Spectrum - 40V, Negative (Annotated) Predicted LC-MS/MS Not Available
Targets
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Yes
- Actions
- Antagonist
- General Function
- Protein heterodimerization activity
- Specific Function
- Receptor for angiotensin II. Mediates its action by association with G proteins that activate a phosphatidylinositol-calcium second messenger system.
- Gene Name
- AGTR1
- Uniprot ID
- P30556
- Uniprot Name
- Type-1 angiotensin II receptor
- Molecular Weight
- 41060.53 Da
References
- Elokdah HM, Friedrichs GS, Chai SY, Harrison BL, Primeau J, Chlenov M, Crandall DL: Novel human metabolites of the angiotensin-II antagonist tasosartan and their pharmacological effects. Bioorg Med Chem Lett. 2002 Aug 5;12(15):1967-71. [PubMed:12113820]
- Unger T: Pharmacology of AT1-receptor blockers. Blood Press Suppl. 2001;(3):5-10. [PubMed:11683476]
- Maillard MP, Rossat J, Brunner HR, Burnier M: Tasosartan, enoltasosartan, and angiotensin II receptor blockade: the confounding role of protein binding. J Pharmacol Exp Ther. 2000 Nov;295(2):649-54. [PubMed:11046101]
- Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352]
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Antagonist
- General Function
- Receptor antagonist activity
- Specific Function
- Receptor for angiotensin II. Cooperates with MTUS1 to inhibit ERK2 activation and cell proliferation.
- Gene Name
- AGTR2
- Uniprot ID
- P50052
- Uniprot Name
- Type-2 angiotensin II receptor
- Molecular Weight
- 41183.45 Da
References
- Unger T: Pharmacology of AT1-receptor blockers. Blood Press Suppl. 2001;(3):5-10. [PubMed:11683476]
Enzymes
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- Actions
- Substrate
- General Function
- Vitamin d3 25-hydroxylase activity
- Specific Function
- Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation react...
- Gene Name
- CYP3A4
- Uniprot ID
- P08684
- Uniprot Name
- Cytochrome P450 3A4
- Molecular Weight
- 57342.67 Da
References
- Rendic S: Summary of information on human CYP enzymes: human P450 metabolism data. Drug Metab Rev. 2002 Feb-May;34(1-2):83-448. [PubMed:11996015]
Drug created on June 30, 2007 12:15 / Updated on June 12, 2020 10:51
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