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4-Acetoxyindole

CAS No.
5585-96-6
Chemical Name:
4-Acetoxyindole
Synonyms
1H-indol-4-yl acetate;2-(1H-indol-4-yl)acetate;Acetic acid 1H-indol-4-yl ester;ACETOXYINDOLE;4-ACETOXYINDOLE;4-acacetoxyindole;4-INDOLYL ACETATE;4-INDOXYL ACETATE;4-Acetoxy-1H-indole;4-Acetoxyindole 98%
CBNumber:
CB4477655
Molecular Formula:
C10H9NO2
Molecular Weight:
175.18
MDL Number:
MFCD00010678
MOL File:
5585-96-6.mol
MSDS File:
SDS
Last updated:2024-03-28 16:55:20

4-Acetoxyindole Properties

Melting point 100-102°C
Boiling point 339.1±15.0 °C(Predicted)
Density 1?+-.0.06 g/cm3(Predicted)
storage temp. 2-8°C
solubility Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly)
form Solid
pka 16.38±0.30(Predicted)
color Off-White to Beige
InChI InChI=1S/C10H9NO2/c1-7(12)13-10-4-2-3-9-8(10)5-6-11-9/h2-6,11H,1H3
InChIKey ZXDMUHFTJWEDEF-UHFFFAOYSA-N
SMILES N1C2=C(C(OC(=O)C)=CC=C2)C=C1
CAS DataBase Reference 5585-96-6(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302-H315-H319-H332-H335
Precautionary statements  P280-P305+P351+P338-P310
Hazard Codes  Xi
WGK Germany  3
Hazard Note  Irritant
HS Code  2933998090

4-Acetoxyindole price More Price(37)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 259047 4-Indolyl acetate 99% 5585-96-6 250mg $51.24 2024-03-01 Buy
TRC A165853 4-Acetoxyindole 5585-96-6 100mg $60 2021-12-16 Buy
TRC A165853 4-Acetoxyindole 5585-96-6 500mg $75 2021-12-16 Buy
SynQuest Laboratories 4H23-1-0H 4-Acetoxyindole 98% 5585-96-6 5G $80 2021-12-16 Buy
Biosynth Carbosynth FA03468 4-Acetoxyindole 5585-96-6 2g $100 2021-12-16 Buy
Product number Packaging Price Buy
259047 250mg $51.24 Buy
A165853 100mg $60 Buy
A165853 500mg $75 Buy
4H23-1-0H 5G $80 Buy
FA03468 2g $100 Buy

4-Acetoxyindole Chemical Properties,Uses,Production

Description

4-acetoxylindole is also known as 4-Indolyl acetate. It can be used as standards of the reverse phase HPLC during separation of small molecules. It can also be used as reactant during the preparation of inhibitors of HIV-attachment, prostanoid EP3 antagonist, indolyl-nitroalkanes and psilocybin.

Uses

Reactant for preparation of:• ;Inhibitors of HIV-1 attachment1• ;Prostanoid EP3 receptor antagonist, as a novel antiplatelet agent2• ;Indolyl-nitroalkanes via N-bromosuccinimide catalyzed synthesis3• ;Psilocybin as a medicinal agent4

Uses

4-Acetoxyindole is a useful intermediate for organic synthesis of Psilocine and Psilocine analogs.

Uses

Reactant for preparation of:

  • Inhibitors of HIV-1 attachment
  • Prostanoid EP3 receptor antagonist, as a novel antiplatelet agent
  • Indolyl-nitroalkanes via N-bromosuccinimide catalyzed synthesis
  • Psilocybin as a medicinal agent

General Description

4-Acetoxyindole is a chromophore that belongs to the pyrrole family of compounds. It has been shown to react with an ionic liquid under acidic conditions to form a protonated intermediate, which can be deprotonated by a nucleophile. This reaction yields an acetate anion and a fluorescing product. 4-Acetoxyindole also reacts with deuterium gas, yielding an acetate, a deuterium atom, and fluorescing product. The reaction is reversible and the yield of the product depends on the concentration of the reactants. 4-Acetoxyindole has strong carbonyl groups that make it reactive towards other functional groups. These reactions are useful for synthesizing heterocycles such as indoles and isoquinolines.

References

http://www.sigmaaldrich.com/catalog/product/aldrich/259047?lang=en&region=US
https://pubchem.ncbi.nlm.nih.gov/compound/4-Acetoxyindole

2380-94-1
108-24-7
5585-96-6
Synthesis of 4-Acetoxyindole from 4-Hydroxyindole and Acetic anhydride

4-Acetoxyindole Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 233)Suppliers
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View Lastest Price from 4-Acetoxyindole manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
4-Acetoxyindole pictures 2024-04-15 4-Acetoxyindole
5585-96-6
US $1.00 / mg 10mg 99 5ton/month ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
4-Acetoxyindole pictures 2024-03-29 4-Acetoxyindole
5585-96-6
US $35.00-1.20 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
4-Acetoxyindole pictures 2023-12-26 4-Acetoxyindole
5585-96-6
US $90.00 / kg 1kg 99% Purity (What/sapp: +86 18145728414) 1000 Tons/Month Guangzhou Tengyue Chemical Co., Ltd.
  • 4-Acetoxyindole pictures
  • 4-Acetoxyindole
    5585-96-6
  • US $1.00 / mg
  • 99
  • ANHUI SHENGZHIKAI BIOTECHNOLOGY CO.,LTD
  • 4-Acetoxyindole pictures
  • 4-Acetoxyindole
    5585-96-6
  • US $35.00-1.20 / kg
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • 4-Acetoxyindole pictures
  • 4-Acetoxyindole
    5585-96-6
  • US $90.00 / kg
  • 99% Purity (What/sapp: +86 18145728414)
  • Guangzhou Tengyue Chemical Co., Ltd.
4-ACETOXYINDOLE 4-INDOXYL ACETATE 4-INDOLYL ACETATE 4-INDOLYL ACETATE 99% ACETOXYINDOLE 4-Acetoxy-1H-indole 1H-Indol-4-ol,4-acetate 4-Acetoxyindole 98% 4-Индолил ацетат, 4-Indoxyl acetate, 1H-indol-4-yl acetate, 4-Acetoxyindole 4-Acetoxyindole in stock Factory 4-acacetoxyindole 5585-96-6 4-Acetoxyindole C10H9NO2 1H-indol-4-yl acetate 2-(1H-indol-4-yl)acetate Acetic acid 1H-indol-4-yl ester 5585-96-6 Heterocyclic Building Blocks Indoles Building Blocks IndolesOxindoles Indoles and derivatives Building Blocks C10 Chemical Synthesis Heterocyclic Building Blocks Indoles Indoline & Oxindole blocks 5585-96-6