86533-36-0

Basic information

• Product Name: Aristolindiquinone
• Synonyms: Aristolindiquinone;2,5-Dihydroxy-3,8-dimethyl-1,4-naphthalenedione;2,5-Dihydroxy-3,8-dimethyl-1,4-naphthoquinone;4,5-dihydroxy-3,8-dimethylnaphthalene-1,2-dione
• CAS NO: 86533-36-0
• Molecular Formula: C12H10O4
• Molecular Weight: 218.2054
• Mol File: 86533-36-0.mol

Chemical Properties

• Boiling Point: 400.9°Cat760mmHg
• Flash Point: 210.4°C
• Appearance: /
• Density: 1.452g/cm³
• Vapor Pressure: 5.3E-07mmHg at 25°C
• Refractive Index: 1.666
• CAS DataBase Reference: Aristolindiquinone(CAS DataBase Reference)
• NIST Chemistry Reference: Aristolindiquinone(86533-36-0)
• EPA Substance Registry System: Aristolindiquinone(86533-36-0)

Safety Data

• Hazardous Substances Data: 86533-36-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Aristolindiquinone is used as a pharmaceutical agent for its potential anti-inflammatory, anti-cancer, and antibacterial properties. It has been the subject of various studies and research aimed at understanding its biological effects and potential medicinal applications.
Used in Cancer Treatment:
Aristolindiquinone is used as a potential anti-cancer agent, as it has shown to possess anti-tumor activity. Further research is needed to explore its full potential in cancer treatment and to develop therapeutic agents based on its unique chemical structure.
Used in Antibacterial Applications:
Aristolindiquinone is used as an antibacterial agent, as it has demonstrated potential in combating bacterial infections. Its effectiveness in this area could lead to the development of new antibiotics or treatments for bacterial diseases.
Used in Anti-inflammatory Applications:
Aristolindiquinone is used as an anti-inflammatory agent, as it has shown potential in reducing inflammation. This property could be beneficial in the development of treatments for inflammatory diseases or conditions.

InChI:InChI=1/C12H10O4/c1-5-3-4-7(13)9-8(5)12(16)11(15)6(2)10(9)14/h3-4,13-14H,1-2H3

Upstream product

• 299207-47-9 (1-methoxypenta-1,3-dienyloxy)trimethylsilane 
• 20515-19-9 methyl 3-pentenoate 
• 96682-14-3 3,8-dimethyl-5-methoxy-1,2-naphthoquinone 
• 96700-47-9 3,8-dimethyl-5-methoxy-1-naphthol 
• 1026895-74-8 2-tert-Butoxy-3-ethyl-8-methoxy-5-methyl-naphthalene-1,4-diol 
• 146517-33-1 2-tert-Butoxy-3-ethyl-8-methoxy-5-methyl-[1,4]naphthoquinone 
• 146517-34-2 2-Ethyl-3-hydroxy-5-methoxy-8-methyl-[1,4]naphthoquinone 
• 96682-15-4 2-hydroxy-5-methoxy-3,8-dimethyl-1,4-naphthoquinone 
• 132629-62-0 5-hydroxy-2-methoxy-3,8-dimethyl-1,4-naphthoquinone 
• 2207-57-0 2-methoxy-3-methyl-1,4-benzoquinone 

Relevant articles and documents

Regiocontrol in the synthesis of naphthoquinones. Regiospecific synthesis of lomandrone and aristolindiquinone

Combination of the ring expansion of 3-t-butoxy-4-aryl-4-hydroxycyclobutenones to hydroxynaphthoquinones with the Hooker Oxidations of hydroxyquinones provides powerful methodolgy for the regiospecific synthesis of highly substituted naphthoquinones and related compounds. This combination is employed for the synthesis of the natural naphthoquinones, lomandrone and aristolindiquinone.

A Short, Convergent Synthesis of Aristolindiquinone

Aristolindiquinone, 2,5-dihydroxy-3,8-dimethyl-1,4-naphthoquinone 1, is synthesised by the regiochemical addition of 1-methoxy-1-trimethylsiloxypenta-1,3-diene 2 to 5-bromo-2-methoxy-3-methyl-1,4-benzoquinone 3.The regioisomer 2,8-dihydroxy-3,5-dimethyl-1