155513-80-7

Basic information

• Product Name: 2-(4-Chlorophenyl)-4H-pyrazino[2,3-d][1,3]oxazin-4-one
• Synonyms: 2-(4-Chlorophenyl)-4H-pyrazino[2,3-d][1,3]oxazin-4-one
• CAS NO: 155513-80-7
• Molecular Formula: C₁₂H₆ClN₃O₂
• Molecular Weight: 259.64794
• Mol File: 155513-80-7.mol

Chemical Properties

• Boiling Point: 406.1±35.0 °C(Predicted)
• Appearance: /
• Density: 1.55±0.1 g/cm3(Predicted)
• PKA: -2?+-.0.20(Predicted)
• CAS DataBase Reference: 2-(4-Chlorophenyl)-4H-pyrazino[2,3-d][1,3]oxazin-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-Chlorophenyl)-4H-pyrazino[2,3-d][1,3]oxazin-4-one(155513-80-7)
• EPA Substance Registry System: 2-(4-Chlorophenyl)-4H-pyrazino[2,3-d][1,3]oxazin-4-one(155513-80-7)

Safety Data

• Hazardous Substances Data: 155513-80-7(Hazardous Substances Data)

Usage

Purpose

Used in the treatment of Major Depressive Disorder (MDD)

Drug Class

Serotonin modulators and stimulators (SMSs)

Mechanism of Action

Increases levels of serotonin in the brain, selective serotonin reuptake inhibitor (SSRI), serotonin receptor modulator

Serotonin Receptor Modulation

Modulation of several serotonin receptors

FDA Approval

Approved for the treatment of MDD

Clinical Trial Results

Promising results in improving symptoms of depression and anxiety

Potential Side Effects

May have potential side effects and should be used under the guidance of a healthcare professional

Upstream product

• 155513-72-7 3-[Bis-(4-chloro-benzoyl)-amino]-pyrazine-2-carboxylic acid methyl ester 
• 122-01-0 4-chloro-benzoyl chloride 
• 16298-03-6 Methyl 3-amino-2-pyrazinecarboxylate 
• 92044-73-0 3-(4-chloro-benzoylamino)-pyrazine-2-carboxylic acid methyl ester 

Relevant articles and documents

Dihalogentriphenylphosphoranes in the synthesis of heterocycles, 29. A simple synthesis of pteridin-4-ones, from methyl-3-amino-2-pyrazinecarboxylate and pyrazino[3,1]oxazin-4-ones

Methyl 3-amino-2-pyrazinecarboxylate (3) affords the synthetically useful 3-aroylaminopyrazin-2-carboxylates 5a-f with aroyl chlorides, which are converted with dibromotriphenylphosphorane into 2-arylpyrazino[2,3-d][3,1]oxazin-4-ones 6a-f. Nucleophilic attack at the carbonyl function of these oxazinones results in ring cleaved amides which can be recyclized with dibromotriphenylphosphorane to afford 2-arylpteridin-4-ones 7a-f.