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7-Bromo-4-methoxyindole is a synthetic compound with the molecular formula C9H8BrNO. It is a derivative of indole, a naturally occurring compound found in many plants and animals, and belongs to the indoles group. 7-Bromo-4-methoxyindole features a fused six-membered benzene ring and a five-membered nitrogen-containing pyrrole ring, with key components including bromine and a methoxy group. As a reactant or intermediate substance in organic synthesis, its specific properties and potential applications in medicinal chemistry are not yet fully understood due to limited research.

81224-16-0

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81224-16-0 Usage

Uses

Used in Organic Synthesis:
7-Bromo-4-methoxyindole is used as a reactant or intermediate substance for various organic synthesis processes. Its unique molecular structure, which includes a bromine atom and a methoxy group, allows for its use in the creation of complex organic molecules.
Used in Research and Development:
Due to its classification as an indole derivative, 7-Bromo-4-methoxyindole is used in research settings to study the properties and potential applications of indole-based compounds. This can include exploring its reactivity, stability, and possible interactions with other molecules, which may lead to new discoveries in the field of organic chemistry.
Potential Use in Medicinal Applications:
While not yet fully understood, the unique structure of 7-Bromo-4-methoxyindole suggests that it may have potential applications in medicinal chemistry. Further research is needed to determine its toxicity and possible uses in the development of new drugs or therapeutic agents.

Check Digit Verification of cas no

The CAS Registry Mumber 81224-16-0 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 8,1,2,2 and 4 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 81224-16:
(7*8)+(6*1)+(5*2)+(4*2)+(3*4)+(2*1)+(1*6)=100
100 % 10 = 0
So 81224-16-0 is a valid CAS Registry Number.
InChI:InChI=1/C9H8BrNO/c1-12-8-3-2-7(10)9-6(8)4-5-11-9/h2-5,11H,1H3

81224-16-0SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 7-Bromo-4-methoxyindole

1.2 Other means of identification

Product number -
Other names 7-bromo-4-methoxy-1H-indole

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:81224-16-0 SDS

81224-16-0Relevant academic research and scientific papers

Field-based affinity optimization of a novel azabicyclohexane scaffold HIV-1 entry inhibitor

Meuser, Megan E.,Rashad, Adel A.,Ozorowski, Gabriel,Dick, Alexej,Ward, Andrew B.,Cocklin, Simon

, (2019/05/01)

Small-molecule HIV-1 entry inhibitors are an extremely attractive therapeutic modality. We have previously demonstrated that the entry inhibitor class can be optimized by using computational means to identify and extend the chemotypes available. Here we demonstrate unique and differential effects of previously published antiviral compounds on the gross structure of the HIV-1 Env complex, with an azabicyclohexane scaffolded inhibitor having a positive effect on glycoprotein thermostability. We demonstrate that modification of the methyltriazole-azaindole headgroup of these entry inhibitors directly effects the potency of the compounds, and substitution of the methyltriazole with an amine-oxadiazole increases the affinity of the compound 1000-fold over parental by improving the on-rate kinetic parameter. These findings support the continuing exploration of compounds that shift the conformational equilibrium of HIV-1 Env as a novel strategy to improve future inhibitor and vaccine design efforts.

Rapid synthesis of diversely functionalized 3,4,7-trisubstituted indoles

Grant, Seth W.,Gallagher, Timothy F.,Bobko, Mark A.,Duquenne, Celine,Axten, Jeffrey M.

scheme or table, p. 3376 - 3378 (2011/06/28)

Synthetic approaches are described for the synthesis of 4-alkoxyindole-7-carboxamides and 4-alkoxy-3-cyanoindole-7-carboxamides, which are useful intermediates in medicinal chemistry research. Two strategies were employed, highlighted by a Bartoli indole synthesis or a sequential and regioselective use of chlorosulfonyl isocyanate to install both the 3-cyano and 7-carboxamido groups. These routes are scalable and afford diversely functionalized indoles for further elaboration.

Methods and compounds for treating proliferative diseases

-

, (2008/06/13)

The compounds disclosed herein are indolocarbazoles of Formula (I), which are potent CDK4 inhibitors, and are useful in the treatment of cell proliferative disorders, including cancer. Formula (I).

A focused compound library of novel N-(7-indolyl)benzenesulfonamides for the discovery of potent cell cycle inhibitors

Owa, Takashi,Okauchi, Tatsuo,Yoshimatsu, Kentaro,Sugi, Naoko Hata,Ozawa, Yoichi,Nagasu, Takeshi,Koyanagi, Nozomu,Okabe, Tadashi,Kitoh, Kyosuke,Yoshino, Hiroshi

, p. 1223 - 1226 (2007/10/03)

A series of compounds containing an N-(7-indolyl)benzenesulfonamide pharmacophore was synthesized and evaluated as a potential antitumor agent. Cell cycle analysis with P388 murine leukemia cells revealed that there were two different classes of potent cell cycle inhibitors; one disrupted mitosis and the other caused G1 accumulation. Herein described is the SAR summary of the substituent patterns on this pharmacophore template. (C) 2000 Elsevier Science Ltd. All rights reserved.

Synthese de derives indoliques substitues in 7

Kim, Phieo Ta,Guillard, Roger,Samreth, Soth,Sornay, Roland

, p. 1373 - 1377 (2007/10/02)

The synthesis and some aspects of the chemical reactivity of 7-acetyl, 7-benzoyl and 7-bromoindoles are described.

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