6529-94-8

Basic information

• Product Name: 7-METHOXY-2H-1,4-BENZOXAZIN-3(4H)-ONE
• Synonyms: 7-METHOXY-2H-1,4-BENZOXAZIN-3(4H)-ONE;7-Methoxy-3,4-dihydro-2H-1,4-benzoxazin-3-one;7-Methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one
• CAS NO: 6529-94-8
• Molecular Formula: C₉H₉NO₃
• Molecular Weight: 179.17
• Mol File: 6529-94-8.mol
• Article Data: 3

Chemical Properties

• Melting Point: 158-160 °C(Solv: ethyl acetate (141-78-6); hexane (110-54-3))
• Boiling Point: 374.0±42.0 °C(Predicted)
• Appearance: /
• Density: 1.245±0.06 g/cm3(Predicted)
• Storage Temp.: Sealed in dry,Room Temperature
• PKA: 12.12±0.20(Predicted)
• CAS DataBase Reference: 7-METHOXY-2H-1,4-BENZOXAZIN-3(4H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7-METHOXY-2H-1,4-BENZOXAZIN-3(4H)-ONE(6529-94-8)
• EPA Substance Registry System: 7-METHOXY-2H-1,4-BENZOXAZIN-3(4H)-ONE(6529-94-8)

Safety Data

• Hazardous Substances Data: 6529-94-8(Hazardous Substances Data)

Usage

General Description

7-Methoxy-2H-1,4-benzoxazin-3(4H)-one is a naturally occurring chemical compound that belongs to the benzoxazinoid family. It is found in various plants, particularly in the Poaceae family, and is known for its allelopathic and defensive properties. 7-Methoxy-2H-1,4-benzoxazin-3(4h)-one has been studied for its potential as a natural herbicide and pesticide due to its ability to inhibit the growth and development of competing plants and pests. Additionally, it has been reported to possess anti-inflammatory, antifungal, and antioxidant properties, which make it a potential candidate for medical and agricultural applications. Its unique chemical structure and biological activities have garnered significant interest in the scientific community for further research and potential applications.

Upstream product

• 72001-30-0 4-acetoxy-7-methoxy-(2H)-1,4-benzoxazin-3(4H)-one 
• 72594-77-5 N-(tert-butoxycarbonyl)-L-tyrosine ethyl ester 
• 72001-37-7 7-methoxy-4-(1-methyl-4-oxo-2,5-cyclohexadien-1-yl)-2H-1,4-benzoxazin-3(4H)-one 
• 31366-46-8 4-methoxy-2H-1,4-benzoxazin-3(4H)-one 
• 108-95-2 phenol 

Downstream Products

• 92963-37-6 4-benzoyl-7-methoxy-3,4-dihydro-2H-benzo[1,4]oxazine 
• 6238-86-4 [2-(3,4-Dichloro-benzoylamino)-5-methoxy-phenoxy]-acetic acid 
• 1027218-05-8 (7-oxiranylmethoxy-2,3-dihydro-benzo[1,4]oxazin-4-yl)-phenyl-methanone 
• 258524-52-6 4-benzoyl-7-hydroxy-3,4-dihydro-2H-1,4-benzoxazine 
• 104535-37-7 7-hydroxy-3,4-dihydro-2H-1,4-benzoxazine 
• 6548-55-6 [2-(4-Chloro-benzoylamino)-5-methoxy-phenoxy]-acetic acid 
• 93735-22-9 7-methoxy-3,4-dihydro-2H-benzo-[b][1,4]oxazine 

Relevant articles and documents

A multi-centered electrophile formed from a unique bioactive cyclic hydroxamic acid, 4-hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one

4-Hydroxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (HMBOA) is a compound of considerable interest because of its pharmacological, agrochemical, and antimicrobial properties. A plausible bioactive metabolite of HMBOA is 4-acetoxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (AMBOA). Electrophilic reactions of AMBOA with phenols, anilines, thiols, heteroaromatics, amino acid derivatives and nucleic acids were investigated in relation to the chemical mechanisms of the biological effects elicited by the compound. The results suggest that HMBOA acts as an alkylating agent of proteins and nucleic acids in vivo after metabolic O-acylation.

REACTION OF 4-ACETOXY-1,4-BENZOXAZIN-3-ONE WITH AMINO ACID DERIVATIVES

A reaction of 4-acetoxy-7-methoxy-2H-1,4-benzoxazin-3(4H)-one (2) with t-butoxycarbonyl-L-tyrosine ethyl ester (Boc-L-Tyr-OEt), t-butoxycarbonyl-L-histidine methyl ester (Boc-L-His-OMe) and t-butoxycarbonyl-L-tryptophan methyl ester (Boc-L-Trp-OMe) was described.The 4 and 6 positions in the benzoxazinone ring were attacked by the amino acids.The reaction with Boc-L-Trp-OMe gave hexahydropyrroloindoles.