1135-80-4

Basic information

• Product Name: 1'H-Spiro[cyclopentane-1,2'-quinazolin]-4'(3'H)-one
• Synonyms: 1'H-Spiro[cyclopentane-1,2'-quinazolin]-4'(3'H)-one;4-spiro[1,3-dihydroquinazoline-2,1'-cyclopentane]one;spiro[1,3-dihydroquinazoline-2,1'-cyclopentane]-4-one
• CAS NO: 1135-80-4
• Molecular Formula: C₁₂H₁₄N₂O
• Molecular Weight: 202.25236
• Mol File: 1135-80-4.mol
• Article Data: 44

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1'H-Spiro[cyclopentane-1,2'-quinazolin]-4'(3'H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1'H-Spiro[cyclopentane-1,2'-quinazolin]-4'(3'H)-one(1135-80-4)
• EPA Substance Registry System: 1'H-Spiro[cyclopentane-1,2'-quinazolin]-4'(3'H)-one(1135-80-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 1135-80-4(Hazardous Substances Data)

Usage

Structure

Unique spiro ring structure.

Usage

Often used in pharmaceutical research and drug development.

Potential

Possesses potential therapeutic properties.

Biological Activities

Antitumor, antifungal, and antibacterial effects.

Significance

Spiro ring structure makes it an interesting target for the design and synthesis of new drug candidates.

Objective

To develop drug candidates with improved efficacy and reduced side effects.

Importance

Versatile chemical structure and potential pharmacological activities make it an important molecule for further exploration and development in medicinal chemistry.

Upstream product

• 117376-72-4 C₁₂H₁₅N₃O 
• 1670-46-8 2-acetylcyclopentanaone 
• 28144-70-9 anthranilic acid amide 
• 120-92-3 cyclopentanone 
• 610-15-1 2-nitrobenzamide 
• 1904-58-1 anthranilic acid hydrazide 
• 1885-29-6 anthranilic acid nitrile 
• 118-48-9 isatoic anhydride 
• 108-94-1 cyclohexanone 
• 872-53-7 cyclopentanealdehyde 
• 612-24-8 o-nitrobenzonitrile 
• 1003-03-8 Cyclopentamine 

Downstream Products

• 346458-41-1 spiro[cyclopentane-1,2'(1'H)-quinazoline]-4'(3'H)-thione 

Relevant articles and documents

Tris(hydrogensulfato)boron catalysed rapid synthesis of 2-substituted-2,3-dihydroquinazolin-4(1H)-ones under solvent-free conditions

Aldehydes or ketones react readily in one-pot with isatoic anhydride and ammonium salts in the presence of tris-(hydrogensulfato)boron to produce the corresponding 2,3-dihydroquinazolin-4(1H)-ones in high yields under solventfree conditions. The use of tr

Metal modified SSA as a heterogeneous catalyst to promote the cyclocondesation of o-aminobenzonitriles with cycloketones in water

A novel solid catalyst based on silica sulfuric acid (SSA) was prepared. When SSA was treated with Lewis acids, metal ions can be easily immobilized on silica surface, which results in strengthening Lewis acidity. The novel solid catalyst was demonstrated to be efficient in promoting the cyclocondesation of o-aminobenzonitriles with cycloketones in water, and hence promising in the application of pharmaceutical study and production.

Potassium tert-Butoxide Promoted Synthesis of Dihydroquinazolinones

We herein report an efficient synthetic protocol to access heterocyclic dihydroquinazolinones by a transition-metal-free process, involving the reaction of 2-aminobenzonitriles with aldehydes in the presence of KOtBu. The method is compatible with aromatic ketones providing 2,2-disubstituted dihydroquinazolinones in high yields. This reaction proceeds feasibly at room temperature and features a broad substrate scope and tolerance to a range of functional groups. The mechanism follows a radical pathway.

Gemini basic ionic liquid as bi-functional catalyst for the synthesis of 2,3-dihydroquinazolin-4(1H)-ones at room temperature

A cascade synthesis of 2,3-dihydroquinazolin-4(1H)-ones has been developed from 2-aminobenzonitriles and carbonyl analogues using Gemini basic ionic liquid as green catalyst cum solvent at room temperature. Both aldehydes and ketones were condensed with 2-aminobenzonitriles affording good to excellent yields of products. Moreover, the ionic liquids can be reused up to 5th cycle without significant loss of catalytic activity.