1375143-22-8

Basic information

• Product Name: C₁₉H₂₄FN₃O₄
• Synonyms: C₁₉H₂₄FN₃O₄
• CAS NO: 1375143-22-8
• Molecular Weight: 377.416
• Mol File: 1375143-22-8.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₉H₂₄FN₃O₄(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₉H₂₄FN₃O₄(1375143-22-8)
• EPA Substance Registry System: C₁₉H₂₄FN₃O₄(1375143-22-8)

Safety Data

• Hazardous Substances Data: 1375143-22-8(Hazardous Substances Data)

Upstream product

• 161511-85-9 2-(S)-hydroxymethyl-azetidine-1-carboxylic acid tert-butyl ester 
• 1375143-20-6 C₁₃H₁₉IN₂O₄ 
• 371-40-4 4-fluoroaniline 
• 1354395-31-5 5-[[1-(tert-butoxycarbonyl)-2(S)-azetidinyl]methoxy]-3-isoxazolylmethanol 
• 1354395-27-9 5-[(1-(tert-butoxycarbonyl)-2(S)-azetidinyl)methoxy]-isoxazole-3-carboxylic acid ethyl ester 

Relevant articles and documents

Identification of novel α4β2-nicotinic acetylcholine receptor (nAChR) agonists based on an isoxazole ether scaffold that demonstrate antidepressant-like activity

There is considerable evidence to support the hypothesis that the blockade of nAChR is responsible for the antidepressant action of nicotinic ligands. The nicotinic acetylcholine receptor (nAChR) antagonist, mecamylamine, has been shown to be an effective add-on in patients that do not respond to selective serotonin reuptake inhibitors. This suggests that nAChR ligands may address an unmet clinical need by providing relief from depressive symptoms in refractory patients. In this study, a new series of nAChR ligands based on an isoxazole-ether scaffold have been designed and synthesized for binding and functional assays. Preliminary structure-activity relationship (SAR) efforts identified a lead compound 43, which possesses potent antidepressant-like activity (1 mg/kg, IP; 5 mg/kg, PO) in the classical mouse forced swim test. Early stage absorption, distribution, metabolism, excretion, and toxicity (ADME-Tox) studies also suggested favorable drug-like properties, and broad screening toward other common neurotransmitter receptors indicated that compound 43 is highly selective for nAChRs over the other 45 neurotransmitter receptors and transporters tested.