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.
Trifluoroacetic Anhydride Mediated One-Pot Synthesis of 1-Aryl Isochroman-3-ones via the Carboxy-Pictet-Spengler Reaction
Chang, Meng-Yang,Chen, Shin-Mei,Hsiao, Yu-Ting
, p. 11687 - 11698 (2019/10/02)
In this paper, a novel and open-vessel route for the facile-operational synthesis of 1-aryl isochroman-3-ones is described via (CF3CO)2O (trifluoroacetic anhydride, TFAA)-mediated intermolecular (4 + 2) annulation of oxygenated arylacetic acids with arylaldehydes or ketones under mild reaction conditions. A plausible mechanism is proposed and discussed herein. Various reaction conditions are investigated for efficient transformation under an environmentally friendly one-pot carboxy-Pictet-Spengler reaction.