4425-23-4

Basic information

• Product Name: 7,8,9,10-tetrahydroazepino(2,1-b)quinazolin-12(6H)-one
• Synonyms: 2,3-Pentanoquinazoline-4(3H)-one;6,7,8,9,10,12-Hexahydroazepino[2,1-b]quinazoline-12-one;PD-139530;RLX;VASICINONE HCl (Deoxydihomo-'c'-);7,8,9,10-Tetrahydro-6H-azepino[2,1-b]quinazolin-12-one
• CAS NO: 4425-23-4
• Molecular Formula: C₁₃H₁₄N₂O
• Molecular Weight: 214.2631
• Mol File: 4425-23-4.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 372.2°Cat760mmHg
• Flash Point: 178.9°C
• Appearance: /
• Density: 1.26g/cm³
• Vapor Pressure: 1.17E-05mmHg at 25°C
• Refractive Index: 1.652
• CAS DataBase Reference: 7,8,9,10-tetrahydroazepino(2,1-b)quinazolin-12(6H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8,9,10-tetrahydroazepino(2,1-b)quinazolin-12(6H)-one(4425-23-4)
• EPA Substance Registry System: 7,8,9,10-tetrahydroazepino(2,1-b)quinazolin-12(6H)-one(4425-23-4)

Safety Data

• Hazardous Substances Data: 4425-23-4(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14ClNO2/c1-9-6-13(7-10(2)14(9)18)17-15(19)11-4-3-5-12(16)8-11/h3-8,18H,1-2H3,(H,17,19)

Upstream product

• 19347-73-0 6-chlorohexanoyl chloride 
• 28144-70-9 anthranilic acid amide 
• 111-49-9 hexamethylene imine 
• 529-23-7 o-aminobenzaldehyde 
• 56404-26-3 5,5a,6,7,8,9,10,12-octahydro-azepino[2,1-b]quinazoline 
• 118-92-3 anthranilic acid 
• 34897-85-3 o-azidobenzoyl chloride 
• 105-60-2 caprolactam 
• 64001-48-5 2-(sulfinylamino)benzoyl chloride 
• 134-20-3 2-carbomethoxyaniline 
• 118-48-9 isatoic anhydride 
• 7203-09-0 7,8,9,10-tetrahydro-6H,12H-azepino<2,1-b>quinazolin 
• 131043-44-2 N-(2-azidobenzoyl)-ε-caprolactam 
• 13883-82-4 N-(2-Nitrobenzoyl)-2-azacycloheptanone 

Downstream Products

• 133566-61-7 5-benzoyl-5a,6,7,8,9,10-hexahydroazepino[2,1-b]quinazoline-12(5H)-one 
• 119712-68-4 5-benzyl-5a,6,7,8,9,10-hexahydroazepino[2,1-b]quinazoline-12(5H)-one 
• 891197-40-3 2,4-dihydroxy-6,7,8,9,10,12-hexahydroazepino[2,1-b]quinazolin-12-one 
• 850656-09-6 2,4-dimethoxy-6,7,8,9,10,12-hexahydroazepino[2,1-b]quinazolin-12-one 
• 61938-71-4 2-nitro-6,7,8,9,10,12-hexahydroazepino<2,1-b>quinazolin-12-one 
• 61938-69-0 2-bromo-7,8,9,10-tetrahydroazepino<2,1-b>quinazolin-12(6H)-one 
• 19668-00-9 N-(o-aminobenzyl)azepane 
• 131043-49-7 1,5-diazabenzocycloundecane 
• 107954-52-9 Z-tetrahydro-7-(phenylmethylene)azepino<2,1-b>quinazolin-12(6H)-one 
• 107954-51-8 E-tetrahydro-7-(phenylmethylene)azepino<2,1-b>quinazolin-12(6H)-one 

Relevant articles and documents

SYNTHETIC ANALOGS OF Peganum ALKALOIDS VI. PHOTOCHEMICAL OXIDATION OF 2,3-POLYMETHYLENEQUINAZOLINE DERIVATIVES

The rates of the photochemical oxidation of quinazoline alkaloids - deoxypeganine, peganine, pentamethylenequinazoline, and peganol - to the corresponding oxo derivatives have been studied.It has been shown by HPLC that the oxidation of deoxypeganine proceeds through a stage of the formation of a carbinolamine (peganol); in the case of its hydrochloride, the reaction takes place by the same scheme but four times more slowly.Tetra- and pentamethylenequinazolines have been synthesized and information on their melting points in the literature has been corrected.In the series trimethylenequinazoline-pentamethylenequinazoline -tetramethylenequinazoline the stability falls from left to right.

On the Synthesis and Reactivity of 2,3-Dihydropyrrolo[1,2- a ]quinazolin-5(1 H)-ones

An improved, scalable synthetic route to the quinazolinone natural product 2,3-dihydropyrrolo[1,2-a]quinazolin-5(1H)-one is reported. The applicability of this method to analogue synthesis and the synthesis of related natural products is explored. Finally, reactivity of the scaffold to a variety of electrophilic reagents, generating products stereoselectively, is reported.

Reversible P(III)/P(V) redox: Catalytic aza-Wittig reaction for the synthesis of 4(3H)-quinazolinones and the natural product vasicinone

The catalytic aza-Wittig reaction based on a phosphine/phosphine oxide catalytic cycle is reported. The by-product triphenylphosphine oxide (Ph 3PO) was reduced in situ to triphenylphosphine (Ph3P) with good chemselectivity so that the aza-Wittig reaction can be accomplished by using merely a catalytic amount of triphenylphosphine. The reaction has been demonstrated in an efficient synthesis of 4(3H)-quinazolinones and the natural product (S)-vasicinone in high yields, by using a catalytic amount of triphenylphosphine (5%) and the tetramethyldisiloxane/titanium tetraisopropoxide [TMDS/Ti(O-i-Pr)4] reductant system (81-95% yields and >99% ee).