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Azilsartan

Also known as TAK 536, 1H-Benzimidazole-7-carboxylic acid, 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-, 2-ethoxy-3-[[4-[2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid

Azilsartan chemical structure, C25H20N4O5, CAS 147403-03-0
2D chemical structure

Key facts

What buyers check first

CAS number
147403-03-0
Formula
C25H20N4O5
Appearance
Colorless prisms from ethanol
Melting point
212 to 214
HS code
293499
Category
Impurities and reference standards
Illustrative photo, colourless crystals beside a jumbo bulk bag in a chemical plant
Typical packagingIllustrative packaging image, not the actual product

What is Azilsartan?

Plain description, key identifiers and synonyms

Azilsartan is a benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension. It has a role as an antihypertensive agent and an angiotensin receptor antagonist. It is an aromatic ether, a benzimidazolecarboxylic acid and a 1,2,4-oxadiazole.

Identifiers

Registry numbers, names and line notations, tap to copy

IUPAC name
2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid
CAS number
147403-03-0 CAS number cross-checked
EC number
808-058-6
Molecular formula
C25H20N4O5
UNII
F9NUX55P23
MDL number
MFCD00916395, MFCD20278186
InChIKey
KGSXMPPBFPAXLY-UHFFFAOYSA-N
InChI
InChI=1S/C25H20N4O5/c1-2-33-24-26-20-9-5-8-19(23(30)31)21(20)29(24)14-15-10-12-16(13-11-15)17-6-3-4-7-18(17)22-27-25(32)34-28-22/h3-13H,2,14H2,1H3,(H,30,31)(H,27,28,32)
SMILES (canonical and isomeric)
CCOC1=NC2=CC=CC(=C2N1CC3=CC=C(C=C3)C4=CC=CC=C4C5=NOC(=O)N5)C(=O)O

Synonyms

  • TAK 536
  • 1H-Benzimidazole-7-carboxylic acid, 1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-
  • 2-ethoxy-3-[[4-[2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid
  • 2-ethoxy-1-{[2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl}-1H-benzimidazole-7-carboxylic acid
  • 2-Ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-biphenyl-4-yl)methyl)-1H-benzimidazole-7-carboxylic acid
  • 1H-Benzimidazole-7-carboxylic acid, 1-((2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)(1,1'-biphenyl)-4-yl)methyl)-2-ethoxy-
  • 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzimidazole-7-carboxylic acid
  • 2-ethoxy-3-((4-(2-(5-oxo-2H-1,2,4-oxadiazol-3-yl)phenyl)phenyl)methyl)benzimidazole-4-carboxylic acid
  • 1-[[2'-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl)[1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylic Acid
  • 2-ethoxy-3-[[4-[2-(5-oxo-4H-1,2,4-oxadiazol-3-yl)phenyl]phenyl]methyl]benzimidazole-4-carboxylic acid
  • 2-ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid
  • 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid
  • 1H-Benzimidazole-7-carboxylic acid, 1-((2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol- 3-yl)(1,1'-biphenyl)-4-yl)methyl)-2-ethoxy-
  • 2-ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)-[1,1'-biphenyl]-4-yl)methyl)-1H-benzo[d]imidazole-7-carboxylic acid
  • 2-Ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl]benzimidazole-7-carboxylic acid
  • azilsartan?
  • Azilva (TN)
  • Azilsartan (Standard)
  • Azilsartan Impurity 163
  • Azilsartan (TAK-536)
  • Azilsartan (JAN/USAN/INN)
  • Azilsartan - Bio-X trade mark
  • Azilsartan, >=98% (HPLC)
  • 2-Ethoxy-1-[[2'-(2,5-dihydro-5-oxo-1,2,4-oxadiazol-3-yl)bi
  • 1-[[2'-(2,5-Dihydro-5-oxo-1,2,4-oxadiazol-3-yl) [1,1'-biphenyl]-4-yl]methyl]-2-ethoxy-1H-benzimidazole-7-carboxylic acid
Show all 27 synonyms
  • 2-Ethoxy-1-((2'-(5-oxo-2,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)-1H-benzimidazole-7-carboxylic acid
  • 2-Ethoxy-1-((2'-(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl)methyl)- 1H-benzimidazole-7-carboxylic acid

Physical and chemical properties

Measured values and descriptors computed from the structure

Physical and chemical properties

Measured values, check the supplier specification for your grade

Appearance
Colorless prisms from ethanolexp.
Melting point
212 to 214exp.

Values vary by grade. Ask suppliers for the COA or TDS of the batch you buy.

Computed descriptors

Calculated from the structure, useful for screening and formulation

Molecular weight
456.46 g/molcalc.
Exact mass
456.1434 Dacalc.
LogP (octanol/water)
4.19calc.
Topological polar surface area
123.2 Ųcalc.
Hydrogen bond donors
2calc.
Hydrogen bond acceptors
6calc.
Rotatable bonds
7calc.
Heavy atoms
34calc.
Rings
5calc.
Aromatic rings
5calc.
Fraction sp3 carbons
0.12calc.
Formal charge
0calc.
Stereocentres
0calc.
Lipinski rule of five
Passes (0 violations)calc.

Calculated for screening. Confirm critical figures with the supplier.

Murcko scaffold

The ring system that remains when every side chain is removed

Murcko scaffold of this chemical, O=c1[nH]c(-c2ccccc2-c2ccc(Cn3cnc4ccccc43)cc2)no1

O=c1[nH]c(-c2ccccc2-c2ccc(Cn3cnc4ccccc43)cc2)no1

5 rings, 28 atoms.

15 other chemicals share this scaffold

Safety and hazards

GHS classification summary, not a safety data sheet

GHS signal word
Danger
GHS08: Serious health hazard
Serious health hazard

Hazard statements

  • H360May damage fertility or the unborn child.
  • H361Suspected of damaging fertility or the unborn child.
  • H362May cause harm to breast-fed children.
  • H372Causes damage to organs through prolonged or repeated exposure.
Precautionary statements (10)
  • P203Obtain, read and follow all safety instructions before use.
  • P260Do not breathe dust, fume, gas, mist, vapours or spray.
  • P263Avoid contact during pregnancy and while nursing.
  • P264Wash skin thoroughly after handling.
  • P270Do not eat, drink or smoke when using this product.
  • P280Wear protective gloves, protective clothing, eye protection and face protection.
  • P318If exposed or concerned, get medical advice.
  • P319Get medical help if you feel unwell.
  • P405Store locked up.
  • P501Dispose of contents and container in accordance with local regulations.

GHS classification summary, not a safety data sheet (SDS). Classifications can differ by supplier, grade and concentration. Always check the supplier's SDS.

Full safety data and first aid

Azilsartan suppliers

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Where suppliers are based

91 suppliers in 10 countries

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Azilsartan price

Indicative price range per kg from live supplier offers

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Uses and applications

What the substance is used for, by industry and function

Industries and functions

Roles

  • angiotensin receptor antagonist
  • antagonist
  • antihypertensive agent
  • antimicrobial agent
  • antiviral agent
  • cardiovascular drug
  • hormone antagonist
  • hormone receptor modulator
  • hypoglycemic agent
  • pharmaceutical
  • receptor modulator

Pharmacology

Azilsartan is an Angiotensin 2 Receptor Blocker. The mechanism of action of azilsartan is as an Angiotensin 2 Type 1 Receptor Antagonist. The physiologic effect of azilsartan is by means of Decreased Blood Pressure.

How it is made

Preparation: T. Naka, Y. Inada, European Patent Office patent 0520423, eidem, United States of America patent 5243054 (1992, 1993 both to Takeda).

Regulatory status

Inventories, regulations and trade controls that list this substance

Health and food

  • Active ingredient in FDA approved drug labels

HS code and trade data

Customs classification and reported world trade statistics

Global trade

World import and export statistics for the HS code Azilsartan is traded under.

HS 2934.99Indicative HS code

Nucleic acids and their salts, other heterocyclic compounds, not elsewhere classified in heading 2934

World exports in 2024
$26.7B
+15.0% vs 2023, imports $26.3B
2019 to 2024
Top exporters
  1. Ireland26.3%
  2. China15.7%
  3. Singapore10.3%
Top importers
  1. United States24.5%
  2. Germany23.1%
  3. Japan4.5%
Reported customs values in USD, not prices.Full trade data

The HS code shown for Azilsartan is indicative (it was assigned by structure rules). Confirm the classification with your customs broker before shipping.

Frequently asked questions

Quick answers about Azilsartan, based on the data on this page

What is Azilsartan?

Azilsartan is a benzimidazolecarboxylic acid that is benzimidazole-7-carboxylic acid substituted at position 2 by a methoxy group and at position 1 by a 2'-[(5-oxo-4,5-dihydro-1,2,4-oxadiazol-3-yl)biphenyl-4-yl]methyl group. Used (as the prodrug, azilsartan medoxomil) for treatment of hypertension.

What is the CAS number of Azilsartan?

The CAS registry number of Azilsartan is 147403-03-0.

What is the molecular formula and weight of Azilsartan?

The molecular formula of Azilsartan is C25H20N4O5 and its molar mass is 456.46 g/mol.

What is Azilsartan used for?

Known uses and roles of Azilsartan include antihypertensives in pharmaceuticals, angiotensin receptor antagonist, antagonist, antihypertensive agent, antimicrobial agent and 7 more.

Is Azilsartan hazardous?

Azilsartan carries the GHS signal word "Danger". Main hazards: may damage fertility or the unborn child, suspected of damaging fertility or the unborn child, may cause harm to breast-fed children. This summary is not an SDS, always read the supplier safety data sheet.

What is the HS code of Azilsartan?

Azilsartan is usually classified under HS code 293499 (Nucleic acids and their salts, whether or not chemically defined, other heterocyclic…). This is indicative, confirm it with your customs broker before shipping.

Where can I buy Azilsartan?

CompoundList lists 91 suppliers of Azilsartan in China, United States, India, Japan and 6 more. Send one free request to get and compare quotes. Your contact details stay private until you accept a quote.

Where can I buy Azilsartan in India?

13 suppliers in India list Azilsartan on CompoundList. Filter the suppliers list by country and send a request to compare prices, grades and delivery times.

What is the price of Azilsartan?

Suppliers quote Azilsartan on request because prices depend on grade, purity, quantity and destination. A free request on CompoundList gets you several quotes to compare.

Guides for buyers

Practical guides that help when you source, ship or handle Azilsartan

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Data last updated 7 Oct 2026. Details may have changed, please confirm them with the supplier. Report an error on this page
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