158778-58-6

Basic information

• Product Name: DeMethyl Irbesartan
• Synonyms: DeMethyl Irbesartan;Irbesartan Impurity (Demethyl Irbesartan);3-((2'-(1H-Tetrazol-5-Yl)-[1,1'-Biphenyl]-4-Yl)Methyl)-2-Propyl-1,3-Diazaspiro[4.4]Non-1-En-4-One;3-((2-(1H-Tetrazol-5-Yl)-[1,1-Biphenyl]-4-Yl)Methyl)-2-Propyl-1,3-Diazaspiro[4.4]Non-1-En-4-One(WXC02339)
• CAS NO: 158778-58-6
• Molecular Formula: C24H25N6O
• Molecular Weight: 413.4949
• Product Categories: Aromatics, Heterocycles, Pharmaceuticals, Intermediates & Fine Chemicals
• Mol File: 158778-58-6.mol

Chemical Properties

• Melting Point: 110-112 °C
• Boiling Point: 641.6±65.0 °C(Predicted)
• Appearance: /
• Density: 1.32±0.1 g/cm3(Predicted)
• PKA: 4.16±0.10(Predicted)
• CAS DataBase Reference: DeMethyl Irbesartan(CAS DataBase Reference)
• NIST Chemistry Reference: DeMethyl Irbesartan(158778-58-6)
• EPA Substance Registry System: DeMethyl Irbesartan(158778-58-6)

Safety Data

• Hazardous Substances Data: 158778-58-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
DeMethyl Irbesartan is used as an impurity in the production of Irbesartan (I751000) for its antihypertensive properties. It is crucial in the development and manufacturing process of Irbesartan, which is a key component in treating high blood pressure and related cardiovascular conditions.
DeMethyl Irbesartan is used as a component in the synthesis of Irbesartan for the following reasons:
1. It contributes to the overall effectiveness of the antihypertensive drug.
2. It plays a role in the receptor antagonist activity, which helps in blocking the action of angiotensin II, a hormone responsible for narrowing blood vessels and increasing blood pressure.
3. The presence of DeMethyl Irbesartan in the synthesis process ensures the proper functioning and efficacy of the final product, Irbesartan, which is used to manage hypertension and improve cardiovascular health.

Upstream product

• 945267-48-1 1-butyrylamino-cyclopentanecarboxylic acid (2'-cyano-biphenyl-4-ylmethyl)-amide 
• 52-52-8 1-amino-1-cyclopentanecarboxylic acid 
• 16195-83-8 1-aminocyclopentanecarbonitrile hydrochloride 
• 945267-44-7 1-butyrylamino-cyclopentanecarboxylic acid 
• 945540-23-8 C₂₄H₂₇N₃O₂ 
• 945540-19-2 C₂₄H₂₉N₃O₃ 
• 235431-63-7 4'-(2-propyl-4-oxo-1,3-diaza-spiro[4.4]non-1-en-3-ylmethyl)biphenyl-2-carbonitrile 

Relevant articles and documents

Improved methods for the synthesis of irbesartan, an antihypertensive active pharmaceutical ingredient

New methods for the preparation of irbesartan 1 have been described. The dehydration and tetrazole formation in one step from substituted cyclopentane derivative 7 with tributyltin chloride and sodium azide is described. Selective hydrolysis of nitrile 3 with HCl has also been described in the preparation of N-acylaminocyclopentane-2-carboxylic acid 4, which is the key intermediate for the preparation of irbesartan. The impurity profiling of irbesartan has also been discussed. Copyright Taylor & Francis Group, LLC.

A novel approach for the conversion of primary amides into tetrazoles by using tributyltin chloride and sodium azide in the presence of DMF

A novel and efficient one-pot synthesis of tetrazole derivatives such as Irbesartan and its analogues has been described from the primary acid amide derivatives. Thus 2-alkyl-3-[p-(o-ami-dophenyl (benzyl]-1.3-diazaspiro[4.4]non- 1-en-4-one derivatives or 4-[α-(acylamino)cyclopentamidomethyl]-2′- carboxamidobiphenyl derivatives were treated with tributyltin chloride and sodium azide in o-xylene in the presence of DMF to afford irbesartan and its analogues without generation of nitriles. The synthesis of these new starting materials is also described, and two of the derivatives have been used as new intermediates in the preparation of irbesartan. Georg Thieme Verlag Stuttgart.

A new entry to antihypertensive active pharmaceutical ingredient, Irbesartan and its analogues

A new synthesis of Irbesartan, an antihypertensive active pharmaceutical ingredient and its analogues is reported.