176383-56-5

Basic information

• Product Name: ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE
• Synonyms: ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE;Ethyl 6-Methyl-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylate
• CAS NO: 176383-56-5
• Molecular Formula: C₁₂H₁₅NO₃
• Molecular Weight: 221.2524
• Mol File: 176383-56-5.mol

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE(176383-56-5)
• EPA Substance Registry System: ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE(176383-56-5)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 176383-56-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE is used as an active pharmaceutical ingredient for its potential antifungal, antibacterial, and anti-inflammatory properties. It is employed in the development of new drugs and medical applications, where its ability to combat infections and reduce inflammation can contribute to improved therapeutic outcomes.
Used in Polymer and Plastics Industry:
ETHYL 6-METHYL-3,4-DIHYDRO-2H-1,4-BENZOXAZINE-2-CARBOXYLATE is used as a monomer or intermediate in the manufacturing of polymers and plastics. Its structural characteristics and reactivity make it a valuable component in the synthesis of advanced materials with specific properties, such as improved strength, flexibility, or thermal stability.

Upstream product

• 95-84-1 3-amino-4-hydroxytoluene 
• 3674-13-3 2,3-dibromopropionic acid ethyl ester 

Downstream Products

• 534572-11-7 ethyl 4-[3-(benzyloxy)-3-oxopropyl]-6-methyl-3,4-dihydro-2H-1,4-benzoxazine-2-carboxylate 
• 534574-34-0 benzyl 3-[2-(ethoxycarbonyl)-6-methyl-3,4-dihydro-1,4-benzoxazin-4-yl]-3-oxopropanoate 

Relevant articles and documents

Attempted synthesis of ethyl 3,4-dihydro-2H-1, 4-benzoxazine-3-carboxylate and 3-acetate derivatives

Ethyl 3,4-dihydro-2H-1,4-benzoxazine-3-carboxylate derivatives 2 were obtained and isolated in low yields from the condensation of 2-aminophenol and ethyl 2,3-dibromopropanoate. They can be obtained by hydrogenation of ethyl 2H-1,4-benzoxazine-3-carboxyla

Synthesis and biological evaluation of new 2-(4,5-dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives

2-(4,5-Dihydro-1H-imidazol-2-yl)-3,4-dihydro-2H-1,4-benzoxazine derivatives and tricyclic analogues with a fused additional ring on the nitrogen atom of the benzoxazine moiety have been prepared and evaluated for their cardiovascular effects as potential antihypertensive agents. The imidazoline ring was generated by reaction of the corresponding ethyl ester with ethylenediamine. Affinities for imidazoline binding sites (IBS) I1 and I2 and α1 and α2 adrenergic receptors were evaluated as well as the effects on mean arterial blood pressure (MAP) and heart rate (HR) of spontaneously hypertensive rats. With few exceptions the most active compounds on MAP were those with high affinities for IBS and α2 receptor. Among these, compound 4h was the most interesting and is now, together with its enantiomers, under complementary pharmacological evaluation.

A straightforward route to 4H-1,4-benzoxazine-2-carbaldehydes by Swern oxidation

Swern oxidation of saturated (1,4-benzoxazine-2-yl)-methanols 2 furnished 4H-1,4-benzoxazine-2-carbaldehydes 3, which possess an α,β ethylenic bond. The reactivity of these compounds was examined.