80809-81-0

Basic information

• Product Name: AA-861
• Synonyms: 2-[12-HYDROXYDODECA-5,10-DIYNYL]-3,5,6-TRIMETHYL-P-BENZOQUINONE;AA-861;docebenone;2-(12-Hydroxy-5,10-dodecadiynyl)-3,5,6-trimethyl-2,5-cyclohexadiene-1,4-dione;2-(12-Hydroxydodecane-5,10-diynyl)-3,5,6-trimethyl-p-benzoquinone;Decebenone;2-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethylcyclohexa-2,5-diene-1,4-dione
• CAS NO: 80809-81-0
• Molecular Formula: C₂₁H₂₆O₃
• Molecular Weight: 326.43
• Mol File: 80809-81-0.mol

Chemical Properties

• Boiling Point: 488.5°C at 760 mmHg
• Flash Point: 263.3°C
• Appearance: /
• Density: 1.071g/cm³
• Vapor Pressure: 1.36E-11mmHg at 25°C
• Refractive Index: 1.532
• Storage Temp.: 2-8°C
• Solubility: ethanol:
• CAS DataBase Reference: AA-861(CAS DataBase Reference)
• NIST Chemistry Reference: AA-861(80809-81-0)
• EPA Substance Registry System: AA-861(80809-81-0)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 80809-81-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
AA-861 is used as an inhibitor for 5-lipoxygenase, an enzyme involved in the production of inflammatory mediators. This makes it a potential candidate for the development of anti-inflammatory drugs.
Used in Cancer Research:
AA-861 is used as an inhibitor of colon cancer cells invasion and metastasis in humans. Its ability to suppress the invasive and metastatic properties of cancer cells makes it a promising agent for cancer treatment and prevention.

InChI:InChI=1/C21H26O3/c1-16-17(2)21(24)19(18(3)20(16)23)14-12-10-8-6-4-5-7-9-11-13-15-22/h22H,5,7-10,12,14-15H2,1-3H3

Upstream product

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Relevant articles and documents

Quinones. Part 3. Synthesis of Quinone Derivatives having Ethylenic and Acetylenic Bonds: Specific Inhibitors of the Formation of Leukotrienes and 5-Hydroxyicosa-6,8,11,14-tetraenoic Acid (5-HETE)

A new series of quinone derivatives with alkenyl and alkynyl groups in the side chain has been synthesised.A ready and novel synthetic method for the preparation of quinone derivatives via application of a 4-hydroxybutylation reaction discovered in our laboratory has been developed.Oxidative demethylation of the hydroquinone dimethyl ethers (5), (9), and (10) with cerium(IV) ammonium nitrate selectively leads to the formation of the desired quinone derivatives (11)-(13) in good yield, in spite of the presence of double or triple bonds, hydroxy groups in the side chains, and/or four methoxy groups on the same phenyl ring.Inhibitory effects of these quinone derivatives on the formation of leukotrienes 4, LTD4, LTB4, and (5S,12S)- and (5S,12R)-6-trans-LTB4> and 5-hydroxyicosa-6,8,11,14-tetraenoic acid (5-HETE) in rat basophilic leukaemia (RBL-1) cells were evaluated.It was found that quinone derivatives such as 2-(12-hydroxydodeca-5,10-diynyl)-3,5,6-trimethyl-1,4-benzoquinone (AA-861) (12d) proved to be potent and specific inhibitors of leukotrienes and 5-HETE formation from arachidonic acid.