Exifone

Base Information

• Chemical Name: Exifone
• CAS No.: 52479-85-3
• Molecular Formula: C13H10 O7
• Molecular Weight: 278.218
• Hs Code.: 2914501900
• European Community (EC) Number: 257-945-9
• NSC Number: 680919
• UNII: 38K9TOD4EG
• DSSTox Substance ID: DTXSID9044950
• Nikkaji Number: J9.936H
• Wikidata: Q27216225
• NCI Thesaurus Code: C81567
• Metabolomics Workbench ID: 144668
• ChEMBL ID: CHEMBL329522
• Mol file: 52479-85-3.mol

Synonyms:Adlone;exifone;hexahydro-2,3,4,3',4',5'-benzophenone

Chemical Property of Exifone

Chemical Property:

• Appearance/Colour: Yellow solid.
• Melting Point: 245 ºC
• Boiling Point: 674.6 °C at 760 mmHg
• PKA: 6.99±0.40(Predicted)
• Flash Point: 375.8 °C
• PSA: 138.45000
• Density: 1.759 g/cm³
• LogP: 1.15120
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 6
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 2
• Exact Mass: 278.04265265
• Heavy Atom Count: 20
• Complexity: 349

Purity/Quality:

98%,99%, ^*data from raw suppliers

Exifone ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1C(=O)C2=CC(=C(C(=C2)O)O)O)O)O)O
• Description: Exifone is a nootropic indicated for the treatment of cognitive dysfunctions in geriatric patients. Its reported clinical efficacy is ascribed to pharmacological activities including activation of neuronal oxygen and glucose metabolism, free radical scavenging, and indirect effects on serotonergic and dopaminergic pathways.
• Uses: Exifone is a nootropic drug and cognitive enhancing agent. Exifone is a free radical scavenger shown to have protective effects againts Exifone has been shown to antagonize amnesias induced by benzodiazepines in mice.

Technology Process of Exifone

There total 2 articles about Exifone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

2,3,4-trihydroxybenzoic acid (610-02-6) + 2-hydroxyresorcinol (87-66-1) → 2,3,4,3',4',5'-hexahydroxybenzophenone (52479-85-3)

Guidance literature:

With zinc(II) chloride; trichlorophosphate; at 70 ℃; for 2.5h;

DOI:10.1002/ardp.201000147

Reference yield:

3,4,5-trihydroxybenzoic acid (149-91-7) + 2-hydroxyresorcinol (87-66-1) → 2,3,4,3',4',5'-hexahydroxybenzophenone (52479-85-3)

Guidance literature:

With zinc(II) chloride; at 125 - 140 ℃;

DOI:10.1021/ja01179a024

Reference yield: 30.0%

2,3,4,3',4',5'-hexahydroxybenzophenone (52479-85-3) + methyl iodide (74-88-4) → (2,3,4-trihydroxyphenyl)(3',5'-dihydroxy-4'-methoxyphenyl)methanone + (2,3-dihydroxy-4-methoxyphenyl)(3',5'-dihydroxy-4'-methoxyphenyl)methanone

Guidance literature:

With lithium carbonate; In N,N-dimethyl-formamide; at 30 ℃; for 15h;

upstream raw materials:

3,4,5-trihydroxybenzoic acid

2-hydroxyresorcinol

2,3,4-trihydroxybenzoic acid

Downstream raw materials:

<2,3,4-trihydroxyphenyl><3',5'-dihydroxy-4'-(2-oxo-2-phenylethoxy)phenyl>methanone

Refernces

• 1、 Wu, Jianlong,Hu, Xuesen,Ma, Lin. "Synthesis and biological evaluation of polyhydroxy benzophenone as mushroom tyrosinase inhibitors". experimental part. p. 449 - 452. Retrieved 2012/01/04.