CAS 55544-90-6

4-hydroxy-2,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one

Description:

4-Hydroxy-2,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one, with the CAS number 55544-90-6, is a chemical compound belonging to the class of benzoxazinoids, which are known for their diverse biological activities. This compound features a benzoxazine ring structure, characterized by a fused benzene and oxazine moiety, along with hydroxyl and methoxy substituents that contribute to its chemical reactivity and potential pharmacological properties. It is typically a solid at room temperature and may exhibit solubility in organic solvents. The presence of hydroxyl and methoxy groups can influence its interactions with biological systems, potentially imparting antioxidant or anti-inflammatory properties. Additionally, compounds of this class are often studied for their roles in plant defense mechanisms and may have implications in agricultural chemistry. As with many organic compounds, its stability, reactivity, and biological activity can be influenced by environmental factors such as pH and temperature. Further research is necessary to fully elucidate its potential applications and mechanisms of action.

Formula: C₁₀H₁₁NO₅

InChI: InChI=1/C10H11NO5/c1-14-6-3-4-7-8(5-6)16-10(15-2)9(12)11(7)13/h3-5,10,13H,1-2H3

SMILES: COc1ccc2c(c1)OC(C(=O)N2O)OC

Synonyms:

• 2H-1,4-Benzoxazin-3(4H)-one, 4-hydroxy-2,7-dimethoxy-
• 4-Hydroxy-2,7-dimethoxy-2H-1,4-benzoxazin-3(4H)-one

2,7-Dimethoxy-4-hydroxy-1,4-benzoxazinone

Controlled Product

CAS: 55544-90-6

Applications 2,7-Dimethoxy-4-hydroxy-1,4-benzoxazinone is an intermediate in the synthesis of DIMBOA which acts as an antifungal and antialgal agent in crops. The benzoxazinone group within the structure allows for these effects.
References Macias, F. et al.: J. Agri. Food Chem., 53, 538 (2005); Macias, F. et al.: J. Agri. Food Chem., 54, 1040 (2006);

Formula: C₁₀H₁₁NO₅

Color and Shape: Neat

Molecular weight: 225.2

Ref: TR-D476235