(4R,12aS)-3,4,6,8,12,12a-Hexahydro-7-methoxy-4-methyl-6,8-dioxo-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid
[CAS# 1335210-34-8]

Identification

• Classification: Pharmaceutical intermediate >> Heterocyclic compound intermediate >> Pyrimidine compound >> Carboxylic acid
• Name: (4R,12aS)-3,4,6,8,12,12a-Hexahydro-7-methoxy-4-methyl-6,8-dioxo-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid
• Synonyms: (3S,7R)-11-methoxy-7-methyl-9,12-dioxo-4-oxa-1,8-diazatricyclo[8.4.0.03,8]tetradeca-10,13-diene-13-carboxylic acid
• Molecular Formula: C₁₄H₁₆N₂O₆
• Molecular Weight: 308.29
• CAS Registry Number: 1335210-34-8
• SMILES: C[C@@H]1CCO[C@@H]2N1C(=O)C3=C(C(=O)C(=CN3C2)C(=O)O)OC

Properties

• Solubility: Slightly soluble (3.7 g/L) (25 ºC), Calc.^*
• Density: 1.50±0.1 g/cm³ (20 ºC 760 Torr), Calc.^*

^* Calculated using Advanced Chemistry Development (ACD/Labs) Software V11.02 (©1994-2015 ACD/Labs)

Safety Data

• Hazard Symbols: GHS07 Warning
• Hazard Statements: H315-H319
• Precautionary Statements: P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Discovory and Applicatios

(4R,12aS)-3,4,6,8,12,12a-Hexahydro-7-methoxy-4-methyl-6,8-dioxo-2H-pyrido[1',2':4,5]pyrazino[2,1-b][1,3]oxazine-9-carboxylic acid, also known as a derivative of the oxazine family, was discovered through targeted synthetic efforts to explore novel heterocyclic compounds with potential bioactive properties. Researchers aimed to combine the structural features of pyridine, pyrazine, and oxazine rings to create a compound that could exhibit unique chemical reactivity and biological activity. This compound emerged from advanced organic synthesis techniques, integrating multiple functional groups to achieve the desired molecular architecture. Its discovery opened new avenues for exploring its applications in various fields, particularly pharmaceuticals and materials science, due to its complex structure and potential bioactivity.

The compound's intricate structure, combining pyridine, pyrazine, and oxazine rings, offers potential as a scaffold for developing new antibacterial agents. Its distinct framework could target bacterial enzymes or cell wall synthesis pathways, leading to the development of antibiotics effective against resistant bacterial strains. Its complex heterocyclic system makes it an attractive candidate for anticancer drug development. Research into its interaction with cancer cell proteins and DNA could reveal mechanisms that inhibit tumor growth and metastasis, leading to potential applications in chemotherapy. The compound may act as an inhibitor for specific enzymes involved in metabolic pathways, offering therapeutic benefits in metabolic disorders or diseases associated with enzyme dysregulation.

This compound can serve as a monomer or a cross-linker in the synthesis of functional polymers with enhanced properties. Polymers incorporating this heterocyclic structure can exhibit increased thermal stability, mechanical strength, and resistance to environmental degradation, suitable for high-performance materials in aerospace, electronics, and automotive industries. It can be used in developing advanced composites with unique electronic or optical properties. These composites may find applications in the production of sensors, optoelectronic devices, and high-strength materials for structural applications.

The compound's unique chemical structure can be utilized in the synthesis of new pesticides and herbicides. Its derivatives may disrupt essential biological processes in pests or weeds, providing effective agricultural solutions for pest control and crop protection. It may also be explored as a precursor for plant growth regulators that enhance crop yields and resilience to environmental stress, contributing to improved agricultural productivity.

As a versatile intermediate, the compound can be used to introduce multiple functional groups into complex molecules. Its reactivity allows for the creation of diverse chemical libraries for screening in drug discovery and materials science research. The compound's structural features may enable its use as a catalyst or ligand in organic synthesis, facilitating efficient chemical transformations in industrial processes for producing fine chemicals and pharmaceuticals.

This compound can be screened for various bioactivities, such as antimicrobial, anticancer, or enzyme inhibition properties. Such studies can reveal new therapeutic applications and mechanisms of action, contributing to the development of innovative treatments.