53412-38-7

Usage

Uses

Used in Plant Protection:
6-HYDROXY-2H-1,4-BENZOXAZIN-3(4H)-ONE is used as a natural defense chemical in agriculture for its strong antifungal and anti-herbivore properties. It helps protect cereal crops such as maize, wheat, and rye from damage caused by herbivores and pathogens, thereby enhancing crop yield and quality.
Used in Pharmaceutical Applications:
6-HYDROXY-2H-1,4-BENZOXAZIN-3(4H)-ONE is used as a potential therapeutic agent in medicine due to its anti-inflammatory and anti-cancer properties. Its ability to modulate various biological pathways makes it a promising candidate for the development of new drugs and treatments for inflammatory and cancer-related conditions.
Used in Crop Improvement:
6-HYDROXY-2H-1,4-BENZOXAZIN-3(4H)-ONE can be used in the development of genetically modified crops with enhanced resistance to herbivores and pathogens. By incorporating genes responsible for the production of DIMBOA-Glc, crop varieties can be engineered to exhibit improved defense mechanisms, leading to increased crop resilience and reduced reliance on chemical pesticides.

Upstream product

• 22158-78-7 2-chloro-N-(2',5'-dimethoxyphenyl)acetamide 
• 89441-85-0 6-acetoxy-2H-1,4-benzoxazin-3(4H)-one 
• 33252-96-9 4-acetoxy-(2H)-1,4-benzoxazin-3(4H)-one 
• 5466-88-6 3,4-dihydro-3-oxo-2H-1,4-benzoxazine 
• 771-26-6 4-hydroxy-2H-1,4-benzoxazin-3-one 
• 102-56-7 2,5-dimethoxyaniline 
• 20734-76-3 2-amino-4-methoxyphenol 
• 5023-12-1 6-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 33252-98-1 6-propionyloxy-4H-benzo[1,4]oxazin-3-one 
• 102580-34-7 2-chloro-N-(2,5-dihydroxyphenyl)acetamide 
• 37682-31-8 ethyl o-nitrophenoxyacetate 

Downstream Products

• 5023-12-1 6-methoxy-2H-benzo[b][1,4]oxazin-3(4H)-one 
• 6238-92-2 [2-(3,4-Dichloro-benzoylamino)-4-hydroxy-phenoxy]-acetic acid 
• 26021-57-8 3,4-dihydro-6-hydroxy-1,4(2H)-benzoxazine 
• 53412-42-3 N-acetyl-3,5-dinitro-O-(3-oxo-3,4-dihydro-2H-benzo[1,4]oxazin-6-yl)-L-tyrosine methyl ester 
• 33252-97-0 6-benzoyloxy-4H-benzo[1,4]oxazin-3-one 

Relevant academic research and scientific papers

OXAZINE-BASED FLUOROPHORE COMPOUNDS FOR NERVE-SPECIFIC IMAGING

This invention concerns novel oxazine-based fluorophore compounds useful in invivo nerve imaging, as well as compositions comprising them and methods for their use.

Discovery of tetrahydroquinolines and benzomorpholines as novel potent RORγt agonists

The retinoic acid receptor-related orphan receptor γt (RORγt) is an important nuclear receptor that regulates the differentiation of Th17 cells and production of interleukin 17(IL-17). RORγt agonists increase basal activity of RORγt and could provide a potential approach to cancer immunotherapy. Herein, hit compound 1 was identified as a weak RORγt agonist during in-house library screening. Changes in LHS core of 1 led to the identification of tetrahydroquinoline compound 6 as a partial RORγt agonist (max. act. = 39.3%). Detailed structure-activity relationship on substituent of the LHS core, amide linker and RHS arylsulfonyl moiety was explored and a novel series of tetrahydroquinolines and benzomorpholines was discovered as potent RORγt agonists. Tetrahydroquinoline compound 8g (EC50 = 8.9 ± 0.4 nM, max. act. = 104.5%) and benzomorpholine compound 9g (EC50 = 7.5 ± 0.6 nM, max. act. = 105.8%) were representative compounds with high RORγt agonistic activity in dual FRET assay, and they showed good activity in cell-based Gal4 reporter gene assay and Th17 cell differentiation assay (104.5% activation at 300 nM of 8g; 59.4% activation at 300 nM of 9g). The binding modes of 8g and 9g as well as the two RORγt inverse agonists accidentally discovered were also discussed.

NEAR-INFRARED NERVE-SPARING FLUOROPHORES

Provided are far red to near-infrared nerve-sparing fluorescent compounds, compositions comprising them, and methods of their use in medical procedures.

NERVE-SPECIFIC FLUOROPHORE FORMULATIONS FOR DIRECT AND SYSTEMIC ADMINISTRATION

Nerve-specific fluorophore formulations for direct or systemic administration are described. The formulations can be used in fluorescence-guided surgery (FGS) to aid in nerve preservation during surgical interventions.

ACTIVATIBLE DYES

Novel, activatable dyes, such as photoactivatable dyes, e.g., oxazine dyes, are described. Some of the dyes are targeting dyes that can, e.g., target biomolecules, such as polypeptides, proteins, or nucleic acids. Upon activation, such as by irradiation, the novel dyes rapidly turn on their fluorescence and emit light, such as near-IR light with spatial and temporal precision.

ANTIDEPRESSANT HETEROARYL DERIVATIVES OF HETEROCYCLE-FUSED BENZODIOXANS

The invention provides compounds of the Formula: (I) that are useful for the treatment of depression (including but not limited to major depressive disorder, childhood depression and dysthymia), anxiety, panic disorder, post-traumatic stress disorder, premenstrual dysphoric disorder (also known as pre- menstrual syndrome), attention deficit disorder (with and without hyperactivity), obsessive compulsive disorder, social anxiety disorder, generalized anxiety disorder, obesity, eating disorders such as anorexia nervosa, bulimia nervosa, vasomotor flushing, cocaine and alcohol addiction, sexual dysfunction and related illnesses. The compounds are able to block the recptake of serotonin and are modulators at brain 5HT1A serotonin receptors.

VANILLOID RECEPTOR LIGANDS AND THEIR USE IN TREATMENTS

Pyrimidine ethers and compositions containing them, for the treatment of acute, inflammatory and neuropathic pain, dental pain, general headache, migraine, cluster headache, mixed-vascular and non-vascular syndromes, tension headache, general inflammation, arthritis, rheumatic diseases, osteoarthritis, inflammatory bowel disorders, inflammatory eye disorders, inflammatory or unstable bladder disorders, psoriasis, skin complaints with inflammatory components, chronic inflammatory conditions, inflammatory pain and associated hyperalgesia and allodynia, neuropathic pain and associated hyperalgesia and allodynia, diabetic neuropathy pain, causalgia, sympathetically maintained pain, deafferentation syndromes, asthma, epithelial tissue damage or dysfunction, herpes simplex, disturbances of visceral motility at respiratory, genitourinary, gastrointestinal or vascular regions, wounds, burns, allergic skin reactions, pruritus, vitiligo, general gastrointestinal disorders, gastric ulceration, duodenal ulcers, diarrhea, gastric lesions induced by necrotising agents, hair growth, vasomotor or allergic rhinitis, bronchial disorders or bladder disorders.

PIPERAZINE DERIVATIVE RENIN INHIBITORS

Disclosed are piperazine derivatives, their manufacture and use as inhibitors of renin. Formula (I):

Introduction of a hydroxy group at the para position and N-iodophenylation of N-arylamides using phenyliodine(III) bis(trifluoroacetate)

The reaction of anilides with phenyliodine(III) bis(trifluoroacetate) (PIFA) in trifluoroacetic acid (TFA), TFA-CHCl3, or hexafluoroisopropyl alcohol (HFIP) is described. When the acyl group of the anilide is highly electronegative, such as trifluoroacetyl, or the phenyl group is substituted with an electron-withdrawing group, the 4-iodophenyl group is transferred from PIFA to the amide nitrogen to afford acetyldiarylamines. On the other hand, when the acyl group contains an electron-donating function, such as 4-methoxyphenyl, or the phenyl group is substituted with an electron-donating group, a trifluoroacetoxy group is transferred to the para position of the anilide aromatic ring. This group is hydrolyzed during workup to produce the corresponding phenol.

Cyan dye-forming couplers and photographic elements and processes

Cyan dye-forming 6-hydroxy-2H-1,4-benzoxazin-3-(4H)-one couplers, preferably cyan dye-forming couplers corresponding to the general formula: STR1 wherein R represents hydrogen or R"'--X--NH, R' represents hydrogen or a substituted or unsubstituted alkyl group, R" represents hydrogen or Riv --X--, X represents a member selected from the group consisting of --CO--, --SO2 --, --OCOCO--, --NHCO--, R"' and Riv represent a substituted or unsubstituted alkyl group or a substituted or unsubstituted aryl group and Y and Z, the same or different, represent hydrogen, halogen and a substituted or unsubstituted alkyl or alkoxy group, are described for use in silver halide color photographic processes and elements.