1396397-08-2

Basic information

• Product Name: C₁₉H₂₀N₄O₃
• Synonyms: C₁₉H₂₀N₄O₃
• CAS NO: 1396397-08-2
• Molecular Weight: 352.393
• Mol File: 1396397-08-2.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: C₁₉H₂₀N₄O₃(CAS DataBase Reference)
• NIST Chemistry Reference: C₁₉H₂₀N₄O₃(1396397-08-2)
• EPA Substance Registry System: C₁₉H₂₀N₄O₃(1396397-08-2)

Safety Data

• Hazardous Substances Data: 1396397-08-2(Hazardous Substances Data)

Upstream product

• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 93-07-2 Veratric acid 
• 1396397-31-1 C₁₀H₁₄N₂O₃ 
• 30384-93-1 2-metilimidazo<1,2-a>piridin-3-carbossaldeide 

Relevant articles and documents

Design, synthesis, and pharmacological evaluation of N-acylhydrazones and novel conformationally constrained compounds as selective and potent orally active phosphodiesterase-4 inhibitors

Among a small series of tested N-acylhydrazones (NAHs), the compound 8a was selected as a selective submicromolar phosphodiesterase-4 (PDE4) inhibitor associated with anti-TNF-α properties measured both in vitro and in vivo. The recognition pattern of compound 8a was elucidated through molecular modeling studies based on the knowledge of the 3D-structure of zardaverine, a PDE4 inhibitor resembling the structure of 8a, cocrystallized with the PDE4. Based on further conformational analysis dealing with N-methyl-NAHs, a quinazoline derivative (19) was designed as a conformationally constrained NAH analogue and showed similar in vitro pharmacological profile, compared with 8a. In addition 19 was found active when tested orally in LPS-evoked airway hyperreactivity and fully confirmed the working hypothesis supporting this work.