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15069-79-1

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15069-79-1 Usage

General Description

5,6-Diacetoxyindole, also known as 5,6-DAAI, is a chemical compound belonging to the class of indole derivatives. It is a yellowish-brown solid with a molecular weight of 241.22 g/mol. 5,6-DIACETOXYINDOLE is often used as a building block in the synthesis of pharmaceuticals, agrochemicals, and other organic compounds. Its unique structure and properties make it a valuable intermediate in organic chemistry, and it is commonly used in the research and development of new chemical compounds. Additionally, 5,6-Diacetoxyindole has also been found to exhibit antibacterial and antifungal activities, making it a potentially valuable compound in the development of new antimicrobial agents.

Check Digit Verification of cas no

The CAS Registry Mumber 15069-79-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,5,0,6 and 9 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 15069-79:
(7*1)+(6*5)+(5*0)+(4*6)+(3*9)+(2*7)+(1*9)=111
111 % 10 = 1
So 15069-79-1 is a valid CAS Registry Number.
InChI:InChI=1/C12H11NO4/c1-7(14)16-11-5-9-3-4-13-10(9)6-12(11)17-8(2)15/h3-6,13H,1-2H3

15069-79-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 10, 2017

Revision Date: Aug 10, 2017

1.Identification

1.1 GHS Product identifier

Product name 5,6-Diacetoxyindole

1.2 Other means of identification

Product number -
Other names (6-acetyloxy-1H-indol-5-yl) acetate

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:15069-79-1 SDS

15069-79-1Relevant articles and documents

MUSHROOM TYROSINASE AS AN OXIDANT FOR THE SYNTHESIS OF 5,6-DIHYDROXYINDOLE DERIVATIVES

Lim, Mu-Ill,Patil, Dilip G.

, p. 3775 - 3778 (1987)

Several catecholamines have been converted to 5,6-diacetoxyindole derivatives by the use of mushroom tyrosinase as oxidant.

The first entry to 5,6-dihydroxy-3-mercaptoindole, 5-hydroxy-3-mercaptoindole and their 2-carbomethoxy derivatives by a mild thiocyanation/reduction methodology

Pezzella, Alessandro,Palma, Aniello,Iadonisi, Alfonso,Napolitano, Alessandra,d'Ischia, Marco

, p. 3883 - 3886 (2007)

The hitherto unknown 5,6-dihydroxy-3-mercaptoindole (4a) and its 2-carbomethoxy derivative (4b), as well as the analogous 5-hydroxy 3-mercaptoindoles, have been conveniently obtained as O,S-acetyl derivatives 3a-d by thiocyanation of the corresponding acetoxyindoles 1a-d with the NH4SCN/oxone system followed by SmI2 reduction and acetylation.

New insight into the oxidative chemistry of noradrenaline: Competitive o-quinone cyclisation and chain fission routes leading to an unusual 4-[bis-(1H-5,6-dihydroxyindol-2-yl)methyl]-1,2-dihydroxybenzene derivative

Manini, Paola,Pezzella, Alessandro,Panzella, Lucia,Napolitano, Alessandra,D'Ischia, Marco

, p. 4075 - 4080 (2005)

Oxidation of 5×10-3 M noradrenaline in aqueous phosphate buffer, pH 7.4, with K3Fe(CN)6, NaIO4 or Fe2+/EDTA/H2O2 followed by extraction with ethyl acetate and acetylation with Ac2O/Pyr led to a main reaction product which was isolated and identified as 4-[bis-(1H-5,6-diacetoxyindol-2-yl) methyl]-1,2-diacetoxybenzene, an unprecedented [bis-(indol-2-yl)methyl]-benzene derivative unsubstituted on the 3-position of the indole rings. This product was also obtained in 40% yield by reaction of 5,6-dihydroxyindole with 3,4-dihydroxybenzaldehyde. Other components of the oxidation mixture were 1-acetyl-3,5,6-triacetoxyindole, derived from noradrenolutin, and 5,6-diacetoxyindole, originating from cyclisation/dehydration of the o-quinone of noradrenaline, along with some 3,4-diacetoxybenzaldehyde. Inspection of the aqueous phase revealed the presence of 3,4-dihydroxymandelic acid and 3,4-dihydroxybenzaldehyde, derived from oxidative breakdown of the 2-amino-1-hydroxyethyl chain via a p-quinomethane intermediate. These results disclose new aspects of the oxidative chemistry of noradrenaline beyond the aminochrome stage and provide a route to novel [bis-(indol-2-yl)methyl]-benzene derivatives of potential pharmacological interest.

Efficient synthesis of 5,6-dihydroxyindole dimers, key eumelanin building blocks, by a unified o-ethynylaniline-based strategy for the construction of 2-linked biindolyl scaffolds

Capelli, Luigia,Manini, Paola,Pezzella, Alessandro,Napolitano, Alessandra,D'Ischia, Marco

supporting information; experimental part, p. 7191 - 7194 (2009/12/09)

(Chemical Equation Presented) A unified convenient strategy for the synthesis of 5,6-dihydroxyindole-derived 2,7′-, 2,2′-, and 2,3′-biindolyls is reported, which is based on proper manipulation of key o-ethynylaniline precursors. By the same methodology 5

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