22073-92-3

Basic information

• Product Name: 1H-2-Benzopyran-1-one, 3-(3,4-dimethoxyphenyl)-
• CAS NO: 22073-92-3
• Molecular Formula: C17H14O4
• Molecular Weight: 282.296
• Mol File: 22073-92-3.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: 1H-2-Benzopyran-1-one, 3-(3,4-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1H-2-Benzopyran-1-one, 3-(3,4-dimethoxyphenyl)-(22073-92-3)
• EPA Substance Registry System: 1H-2-Benzopyran-1-one, 3-(3,4-dimethoxyphenyl)-(22073-92-3)

Safety Data

• Hazardous Substances Data: 22073-92-3(Hazardous Substances Data)

Upstream product

• 37673-11-3 2-(3,4-dimethoxyphenyl)-2-(morpholin-1-yl)acetonitrile 
• 2417-73-4 methyl 2-bromomethylbenzoate 
• 93878-81-0 methyl 2-(2-(3,4-dimethoxyphenyl)-2-oxoethyl)benzoate 
• 2859-78-1 4-Bromoveratrole 
• 1005161-85-2 methyl 2-[(3,4-dimethoxyphenyl)ethynyl]benzoate 
• 6967-45-9 3,4-dimethoxy-N,N-dimethylbenzamide 
• 2728-04-3 N,N-diethyl-ortho-toluamide 
• 89-51-0 Homophthalic acid 
• 3535-37-3 3,4-dimethoxybenzoic acid chloride 
• 33863-57-9 2-(3',4'-dimethoxybenzoylmethyl)benzoic acid 

Downstream Products

• 33863-57-9 2-(3',4'-dimethoxybenzoylmethyl)benzoic acid 
• 70555-95-2 3-(3,4-dimethoxyphenyl)-3,4-dihydro-1H-isochromen-1-one 
• 93878-81-0 methyl 2-(2-(3,4-dimethoxyphenyl)-2-oxoethyl)benzoate 
• 1206113-96-3 C₁₇H₁₆N₂O₃ 
• 1396397-40-2 C₁₈H₁₈N₂O₃ 

Relevant articles and documents

Regioselective cyclization of 2-alkynylbenzoic acid in water for the synthesis of isocoumarin

In this work, a regioselective synthesis of isocoumarins from 2-alkynylbenzoic acid is reported. The transformations proceed smoothly with good yields in water via a metal-free radical pathway. When catalytic TBAB is employed, the reaction provides various isocoumarin derivatives according to the structures of the corresponding precursors. It is believed that TBAB serves as a phase transfer catalyst and radical initiator in the reaction. Compared to previous methodologies, the synthetic procedure reported herein provides a more environmentally benign route for the synthesis of isocoumarins.

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.

6-endo-dig Cyclization of heteroarylesters to alkynes promoted by Lewis acid catalyst in the presence of Br?nsted acid

We report a regiocontrolled 6-endo-dig cyclization of 2-(2-arylethynyl)heteroaryl esters occurred under Br?nsted acidic conditions and in the presence of a catalytic amount of Lewis acids such as Cu(OTf)2, AuCl3, or (CF3CO