258524-53-7

Basic information

• Product Name: 4-benzoyl-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazine
• CAS NO: 258524-53-7
• Molecular Weight: 255.273
• Mol File: 258524-53-7.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 4-benzoyl-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-benzoyl-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazine(258524-53-7)
• EPA Substance Registry System: 4-benzoyl-6-hydroxy-3,4-dihydro-2H-1,4-benzoxazine(258524-53-7)

Safety Data

• Hazardous Substances Data: 258524-53-7(Hazardous Substances Data)

Upstream product

• 102-56-7 2,5-dimethoxyaniline 
• 28226-20-2 2-((2,5-dimethoxyphenyl)amino)ethane-1-ol 
• 26021-57-8 3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine 
• 93-97-0 benzoic acid anhydride 

Relevant articles and documents

Synthesis of oxypropanolamine derivatives of 3,4-dihydro-2H-1,4- benzoxazine, β-adrenergic affinity, inotropic, chronotropic and coronary vasodilating activities

A series of oxypropanolamine derivatives of 3,4-dihydro-2H-1,4- benzoxazine were synthesized and evaluated for inotropic, chronotropic and coronary vasodilating activities in the canine heart, affinity to β1- adrenergic receptor in turkey erythrocytes and affinity to the β2- adrenergic receptor in the rat lung. Among these compounds, 4-acetyl-6-(3- tert-butylamino-2-hydroxy)propoxy-3,4-dihydro-2H-1,4-benzoxazine showed 2.1- fold more potent affinity to the β1 receptor than propranolol and 7-(3- tert-butylamino-2-hydroxy)propoxy-N-butyryl-3,4-dihydro-2H-1,4-benzoxazine showed 2.5-fold more potent affinity to the β2 receptor and furthermore 4 386-fold more potent selectivity to the β2 receptor than propranolol. In addition, 4-acetyl-6-[3-(3,4-dimethoxybenzyl)amino-2-hydroxy]propoxy-3,4- dihydro-2H-1,4-benzoxazine showed 1.1-fold more potent affinity to the β1 receptor than propranolol and also 1 147-fold more potent selectivity to the β1 receptor. With a few exceptions, negative inotropic and chronotropic actions of these compounds were dependent on the size of the 4-substituent obeying the order: unsubstituted 1-adrenoceptor nor coronary vasodilator action related with affinity to β2-adrenoceptor were observed. 4-acetyl-7- [3-(3,4-dimethoxybenzyl)amino-2-hydroxy]propoxy-3,4-dihydro-2H-1,4- benzoxazine exerted potent positive inotropic, chronotropic and coronary vasodilating actions. The inotropic and chronotropic actions of the latter compound may be attributed to the release of intrinsic catecholamines, as concluded by the absence of β1-adrenoceptor affinity and disappearance of activity in the presence of a β-blocker.