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ChemicalBook--->CAS DataBase List--->29799-22-2

29799-22-2

29799-22-2 Structure

29799-22-2 Structure
IdentificationBack Directory
[Name]

Dehydrodiacetovanillone
[CAS]

29799-22-2
[Synonyms]

Diapocynin
Dehydrodiacetovanillone
Diapocynin >=98% (HPLC)
4′,4′′′-Dihydroxy-5′,5′′′-dimethoxy-3′,3′′′-biacetophenone (8CI)
1,1′-(6,6′-Dihydroxy-5,5′-dimethoxy[1,1′-biphenyl]-3,3′-diyl)bis-ethanone
Ethanone, 1,1'-(6,6'-dihydroxy-5,5'-dimethoxy[1,1'-biphenyl]-3,3'-diyl)bis-
[Molecular Formula]

C18H18O6
[MDL Number]

MFCD27978380
[MOL File]

29799-22-2.mol
[Molecular Weight]

330.33
Chemical PropertiesBack Directory
[storage temp. ]

room temp
[solubility ]

DMSO: soluble2mg/mL, clear (warmed)
[form ]

powder
[color ]

white to beige
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
Hazard InformationBack Directory
[Uses]

Diapocynin (Dehydrodiacetovanillone), a dimeric derivative of Apocynin, is an orally active NADPH oxidase inhibitor. Diapocynin has anti-inflammatory, neuroprotection and antioxidant activities[1].
[Preparation]

Obtained by alkaline CuO oxidation of lignin (compound Vn-Vn) named dehydrodiacetovanillone.
[Biochem/physiol Actions]

Diapocynin, a proposed NADPH oxidase (NOX) inhibitor, is an anti-inflammatory and antioxidant agent. Diapocynin attenuates oxidative damage and neuroinflammatory responses in animal model of Parkinson′s disease. Diapocynin reverses deficient motor coordination in LRRK2R1441Gtg mice of PD.
[in vivo]

Diapocynin (300 mg/kg; p.o.; every 12 hours for 72 hours) significantly rescues DFP-induced motor impairment, attenuates epileptiform spiking during the first 72h post-DFP. Diapocynin significantly reduces DFP-induced reactive astrogliosis, neurodegeneration, GP91phox, glutathiolated protein, serum nitrite, or pro-inflammatory cytokines and chemokines such as interleukins (IL) IL-1α, IL-6, IL-2, IL-17A, Leptin, IP-10 in the hippocampus[1].

Animal Model:Adult male Sprague-Dawley rats (200 g; 7-8 weeks old) injected with Diisopropylfluorophosphate (DFP)[1]
Dosage:300 mg/kg
Administration:p.o.; every 12 hours for 72 hours
Result:Significantly rescued DFP-induced motor impairment.
[storage]

Store at -20°C
[References]

[1] Marson Putra, et al. Diapocynin, an NADPH oxidase inhibitor, counteracts diisopropylfluorophosphate-induced long-term neurotoxicity in the rat model. Ann N Y Acad Sci. 2020 Nov;1479(1):75-93. DOI:10.1111/nyas.14314
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