17014-70-9

Basic information

• Product Name: 1,2-dihydronoracronycine
• Synonyms: 1,2-dihydronoracronycine
• CAS NO: 17014-70-9
• Molecular Formula: C19H19NO3
• Molecular Weight: 309.35906
• Mol File: 17014-70-9.mol

Chemical Properties

• Melting Point: 215-216 °C(Solv: ethanol (64-17-5))
• Boiling Point: 521.8°Cat760mmHg
• Flash Point: 269.4°C
• Appearance: /
• Density: 1.245g/cm³
• Vapor Pressure: 1.66E-11mmHg at 25°C
• Refractive Index: 1.619
• PKA: 7.71±0.40(Predicted)
• CAS DataBase Reference: 1,2-dihydronoracronycine(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-dihydronoracronycine(17014-70-9)
• EPA Substance Registry System: 1,2-dihydronoracronycine(17014-70-9)

Safety Data

• Hazardous Substances Data: 17014-70-9(Hazardous Substances Data)

Usage

Chemical class

Belongs to the family of noracronycine alkaloids.

Source

Derived from the plant Ancistrocladus korupensis.

Molecular structure

Exhibits a unique and complex molecular structure.

Biological activity

Inhibition of tubulin polymerization.

Potential application

Development of anti-cancer drugs.

Cytotoxic effects

Potent cytotoxic effects on cancer cells.

Specific cancer treatment

Particularly effective in the treatment of acute myeloid leukemia.

Pharmacological properties

May possess other pharmacological properties.

Research interest

A promising compound for further exploration in the field of medicinal chemistry and drug discovery.

InChI:InChI=1/C19H19NO3/c1-19(2)9-8-12-15(23-19)10-14(21)16-17(12)20(3)13-7-5-4-6-11(13)18(16)22/h4-7,10,21H,8-9H2,1-3H3

Upstream product

• 28333-13-3 1,3-dihydroxy-10-methyl-4-(3-methylbut-2-enyl)-9(10H)-acridinone (glyocitrine-II) 
• 13161-79-0 noracronycine 
• 20324-10-1 1,3-dihydroxyacridin-9(10H)-one 
• 16718-49-3 1-hydroxy-4-(3-hydroxy-3-methyl-butyl)-3-methoxy-10H-acridin-9-one 
• 74-88-4 methyl iodide 
• 16727-39-2 6-hydroxy-3,3-dimethyl-1,2,3,12-tetrahydro-pyrano[2,3-c]acridin-7-one 
• 2190-48-9 3-chloro-3-methyl-1-butene 
• 70509-95-4 6-methoxy-3,3,12-trimethyl-3,12-dihydro-pyrano[2,3-c]acridin-7-one; hydrochloride 

Downstream Products

• 7008-42-6 acronine 
• 13161-79-0 noracronycine 

Relevant articles and documents

New acridone derivatives obtained by heating the HCl salt of acronycine

By heating the HCl salt of acronycine (1), the new acridone derivatives (6, 9, 13 and 15) were obtained together with noracronycine (2), dihydronoracronycine (3), 1,3-dihydroxy-10-methylacridone (4) and (5). Compound (5), one of the main products of this reaction, is a linear type dihydro derivative of 2, compound (9) is a furanoacridone derivative with a geminal methyl group and compound (15) is a derivative of 5 with an additional C5 unit.

Acridone Alkaloids. Part 9. Chemical Constituents of Glycosmis citrifolia (Willd.) Lindl. Structures of Novel Linear Pyranoacridones, Furoacridones, and Other New Acridone Alkaloids

Sixteen acridone alkaloids were isolated from Glycosmis citrifolia (Willd.) Lindl. (Rutaceae) collected in Taiwan.Seven of them are novel and are reported for the first time, and can be divided into four groups: the linear pyranoacridones glucofoline (1a) and pyranofoline (2a), the furanoacridone furofoline-II (3b), the hexa-oxygenated acridone (4a), and the prenylated acridones glycocitrine-I (5a), -II (5c), and 3-O-methylglycocitrine-II (5d).The structures were elucidated from spectral data and chemical transformations.N.O.e. experiments on the methoxymethyl derivatives of phenolic acridones were successfully applied to the determination of the position of the hydroxy group on the acridone nucleus.The location of the phenyl group of (5c) was established by correlation with compound (8), employing cyclization of (5c) with benzeneselenenyl chloride.Formic acid-catalysed cyclization of (5c) induced undesirable rearrangement of the prenyl group to form the products (9) and (10).