21796-14-5

Basic information

• Product Name: 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE
• Synonyms: 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE;AKOS 236-14;1,3-Dioxolo(4,5-g)isoquinolin-5(6H)-one, 7,8-dihydro- (8CI)(9CI);3,4-Dihydro-6,7-methylenedioxy-1(2H)-isoquinolinone;Noroxyhydrastinine;NSC 201020
• CAS NO: 21796-14-5
• Molecular Formula: C₁₀H₉NO₃
• Molecular Weight: 191.18
• Mol File: 21796-14-5.mol
• Article Data: 2

Chemical Properties

• Melting Point: 189℃
• Boiling Point: 506.6°Cat760mmHg
• Flash Point: 260.2°C
• Appearance: /
• Density: 1.365±0.06 g/cm3 (20 ºC 760 Torr)
• Vapor Pressure: 2.19E-10mmHg at 25°C
• Refractive Index: 1.602
• PKA: 14.23±0.20(Predicted)
• CAS DataBase Reference: 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE(21796-14-5)
• EPA Substance Registry System: 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE(21796-14-5)

Safety Data

• Hazardous Substances Data: 21796-14-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE is used as a pharmaceutical compound for its potential therapeutic properties. The compound's unique structure may allow it to interact with specific biological targets, making it a candidate for the development of new drugs.
Used in Chemical Research:
In the field of chemical research, 7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE serves as a valuable compound for studying the properties and reactivity of isoquinoline alkaloids. Its synthesis and characterization can provide insights into the development of new synthetic methods and the exploration of novel chemical structures.
Used in Natural Product Chemistry:
7,8-DIHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5(6H)-ONE is used in natural product chemistry as an example of a complex alkaloid derived from plant sources. Its study can contribute to the understanding of the biosynthesis and ecological roles of such compounds in plants, as well as their potential applications in medicine and other fields.

References

Doskotch, Schiff, Beal., Tetrahedron, 25,469 (1969)

InChI:InChI=1/C10H9NO3/c12-10-7-4-9-8(13-5-14-9)3-6(7)1-2-11-10/h3-4H,1-2,5H2,(H,11,12)

Upstream product

• 67-56-1 methanol 
• 483-15-8 7,8-dihydroberberine 
• 62595-72-6 berberinephenolbetaine 

Downstream Products

• 552-29-4 Oxyhydrastinine 
• 866756-24-3 6-(2-bromo-3,4-dimethoxybenzoyl)-7,8-dihydro-6H-[1,3]dioxolo[4,5-g]isoquinolin-5-one 
• 77670-18-9 7-β-phenoxy-2',3'-methylenedioxybenzooctem 
• 77670-16-7 6-methylthio-7-phenoxy-2',3'-methylenedioxybenzooctem 
• 119919-11-8 2-[(N-Benzyl-hexahydro-azepin-3-yl)-methyl]-6,7-methylenedioxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline 
• 119918-26-2 2-[(N-(3-(3,4-Dimethoxy-phenoxy)-propyl)-pyrrolidin-3-yl)-methyl]-6,7-methylenedioxy-1-oxo-1,2,3,4-tetrahydro-isoquinoline-hydrochloride 
• 119918-64-8 2-[(N-(2-(4-Methoxy-phenyl)-ethyl)-hexahydro-azepin-3-yl)methyl]-6,7-methylenedioxy-1-oxo-1,2,3,4-tetrahydro-isoquinolinehydrochloride 
• 119918-76-2 2-[(N-(3-(3-Methyl-phenoxy)-propyl)-hexahydro-azepin-3-yl)methyl]-6,7-methylenedioxy-1-oxo-1,2.3,4-tetrahydro-isoquinolinehydrochloride 
• 24188-76-9 [1,3]dioxolo[4,5-g]isoquinolin-5(6H)-one 

Relevant articles and documents

Chemical Transformation of Protoberberines. I. Conversion of Tetrahydroberberine and Dihydroberberine into Noroxyhydrastinine by Photooxygenation

Simple and biomimetic conversions of tetrahydroberberine (1) and dihydroberberine (6) into noroxyhydrastinine (3), an isoquinolone alkaloid, are described.Photooxygenation of 1 afforded berberal (2), 3, and O-methylpseudopianic acid (4).The same products were obtained more efficiently by photooxygenation of 6.Keywords-photooxygenation; singlet oxygen; biomimetic conversion; protoberberine alkaloid; tetrahydroberberine; dihydroberberine; isoquinolone alkaloid; noroxyhydrastinine