2107-69-9 Usage
Description
5,6-Dimethoxy-1-indanone is a white to light yellow crystal powder that serves as a versatile intermediate in the synthesis of various organic compounds, particularly in the pharmaceutical industry. It is a thiosemicarbazone derivative known for its potential applications in inhibiting viral infections.
Uses
Used in Pharmaceutical Industry:
5,6-Dimethoxy-1-indanone is used as an intermediate for the preparation of Donepezil, a drug used for the treatment of Alzheimer's disease. It plays a crucial role in the development of this medication due to its structural properties that contribute to the drug's efficacy.
Used in Organic Synthesis:
5,6-Dimethoxy-1-indanone is used as a key intermediate in the synthesis of 2,3-dimethoxy-11H-indeno[1,2-b]quinoline-6,10-dicarboxylic acid, a complex organic molecule with potential applications in various fields.
Used in Antiviral Applications:
The thiosemicarbazone derived from 5,6-dimethoxy-1-indanone is used as an antiviral agent, particularly effective in inhibiting bovine viral diarrhea virus infection. Its ability to interfere with viral replication processes makes it a promising candidate for further research and development in the field of virology.
Purification Methods
Crystallise the indanone from MeOH, then sublime it in a vacuum. [Beilstein 8 IV 1985.]
Check Digit Verification of cas no
The CAS Registry Mumber 2107-69-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,0 and 7 respectively; the second part has 2 digits, 6 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 2107-69:
(6*2)+(5*1)+(4*0)+(3*7)+(2*6)+(1*9)=59
59 % 10 = 9
So 2107-69-9 is a valid CAS Registry Number.
InChI:InChI=1/C9H10N2O2/c1-12-8-3-6-7(11-5-10-6)4-9(8)13-2/h3-5H,1-2H3,(H,10,11)
2107-69-9Relevant articles and documents
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Robinson,Shah
, p. 610 (1933)
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A metal-free method for the facile synthesis of indanonesviathe intramolecular hydroacylation of 2-vinylbenzaldehyde
He, Guoxue,Ma, Jinyu,Zhou, Jianhui,Li, Chunpu,Liu, Hong,Zhou, Yu
, p. 1036 - 1040 (2021/02/09)
A facile method for the synthesis of indanones was developed under metal- and additive-free conditions, whereinl-proline served as an efficient and environmentally benign catalyst. Compared with previously synthesized indanones, synthesis by the transition-metal-catalyzed intramolecular hydroacylation of 2-vinylbenzaldehyde provided a more green synthetic pathway to indanone scaffolds with good to excellent yields. More importantly, it could be used to synthsize the anti-AD drug donepezil.
Synthesis of various arylated trifluoromethyl substituted indanes and indenes, and study of their biological activity
Iakovenko, Roman O.,Chicca, Andrea,Nieri, Daniela,Reynoso-Moreno, Ines,Gertsch, Jürg,Krasavin, Mikhail,Vasilyev, Aleksander V.
supporting information, p. 624 - 632 (2019/01/04)
A series of 1-trifluoromethyl substituted indanes and indenes bearing aryl groups in positions 1 and/or 3 of the indane core have been synthesized mainly by electrophilic cyclization and arylation of the corresponding trifluoromethylated allyl and propargyl alcohols. The distinctly lipophilic compounds thus obtained were tested against various components of human endocannabinoid system. None of the compounds displayed affinity toward CB1 or CB2 receptors. Two compounds inhibited monoacylglycerol lipase (MAGL) and three compounds showed inhibition of anandamide (AEA) uptake. The latter can be related to the low-micromolar inhibition of fatty acid amide hydrolase (FAAH) inhibition displayed by one of these compounds.