5585-96-6 Usage
Description
4-Acetoxyindole, also known as 4-Indolyl acetate, is a versatile chemical compound with various applications in the field of organic synthesis and pharmaceutical research. It is characterized by its ability to act as a standard in reverse phase HPLC for the separation of small molecules and as a reactant in the preparation of various compounds with therapeutic potential.
Uses
Used in Pharmaceutical Research:
4-Acetoxyindole is used as a reactant for the preparation of inhibitors of HIV-1 attachment, which can help in the development of antiretroviral drugs to combat the human immunodeficiency virus.
Used in Antiplatelet Agent Development:
4-Acetoxyindole is used as a reactant in the synthesis of prostanoid EP3 receptor antagonists, which have potential applications as novel antiplatelet agents for the treatment of cardiovascular diseases.
Used in Organic Synthesis:
4-Acetoxyindole serves as a useful intermediate for the organic synthesis of Psilocine and its analogs, which are compounds with potential applications in the development of new medications.
Used in Medicinal Chemistry:
4-Acetoxyindole is used as a reactant in the preparation of indolyl-nitroalkanes via N-bromosuccinimide catalyzed synthesis, which are compounds with potential therapeutic applications.
Used in the Synthesis of Psilocybin:
4-Acetoxyindole is used as a reactant for the preparation of Psilocybin, a medicinal agent with potential applications in the treatment of various psychiatric and neurological disorders.
References
http://www.sigmaaldrich.com/catalog/product/aldrich/259047?lang=en®ion=US
https://pubchem.ncbi.nlm.nih.gov/compound/4-Acetoxyindole
Check Digit Verification of cas no
The CAS Registry Mumber 5585-96-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,5,8 and 5 respectively; the second part has 2 digits, 9 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 5585-96:
(6*5)+(5*5)+(4*8)+(3*5)+(2*9)+(1*6)=126
126 % 10 = 6
So 5585-96-6 is a valid CAS Registry Number.
InChI:InChI=1/C10H9NO2/c1-7(12)13-10-4-2-3-9-8(10)5-6-11-9/h2-6,11H,1H3
5585-96-6Relevant articles and documents
PREPARATION OF PSILOCYBIN, DIFFERENT POLYMORPHIC FORMS, INTERMEDIATES, FORMULATIONS AND THEIR USE
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Paragraph 00237; 00276-00287, (2019/05/02)
This invention relates to the large-scale production of psilocybin for use in medicine. More particularly, it relates to a method of obtaining high purity crystalline psilocybin, particularly, in the form of Polymorph A. It further relates to a method for the manufacture of psilocybin and intermediates in the production thereof and formulations containing psilocybin.
Concise large-scale synthesis of psilocin and psilocybin, principal hallucinogenic constituents of "magic mushroom"
Shirota, Osamu,Hakamata, Wataru,Goda, Yukihiro
, p. 885 - 887 (2007/10/03)
The concise large-scale syntheses of psilocin (1) and psilocybin (2), the principal hallucinogenic constituents of "magic mushroom", were achieved without chromatographic purification. The key step in the synthesis of 2 was the isolation of the dibenzyl-protected intermediate (7) as a zwitterionic derivative (8), which was completely identified by means of 2D NMR analyses.
Psilocin analogs. I. Synthesis of 3 [2 dialkylamino)ethyl] and 3 [2 (Cycloalkylamino)ethyl] indol 4 ols
Repke,Ferguson,Bates
, p. 71 - 74 (2007/10/04)
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