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3,3'-Bi[1H-indole], also known as 3,3'-biindole, is a chemical compound consisting of two indole rings linked together at the 3 position. It is a white to off-white solid with a molecular formula of C14H11N. 3,3'-Bi[1H-indole] is a structural analogue of the amino acid tryptophan and has garnered research interest due to its potential pharmacological and biological activities, such as antimicrobial, anti-inflammatory, and anticancer properties. Furthermore, 3,3'-Bi[1H-indole] is also considered for its utility in organic synthesis as a building block for complex molecules and pharmaceutical compounds. Its ability to act as a potent inhibitor of protein-protein interactions positions it as a promising candidate for the development of novel therapeutic agents targeting specific diseases and disorders.

13637-37-1

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13637-37-1 Usage

Uses

Used in Pharmaceutical Industry:
3,3'-Bi[1H-indole] is used as a building block for the synthesis of complex molecules and pharmaceutical compounds, leveraging its structural properties to create new drugs with potential therapeutic benefits.
Used in Organic Synthesis:
3,3'-Bi[1H-indole] is used as a key intermediate in organic synthesis, contributing to the development of a variety of chemical products and materials.
Used in Antimicrobial Applications:
3,3'-Bi[1H-indole] is used as an antimicrobial agent, potentially effective against various types of bacteria and other microorganisms, due to its ability to interfere with essential biological processes.
Used in Anti-inflammatory Applications:
3,3'-Bi[1H-indole] is used as an anti-inflammatory agent, potentially helping to reduce inflammation and associated symptoms by modulating the immune response.
Used in Anticancer Applications:
3,3'-Bi[1H-indole] is used as an anticancer agent, showing potential to inhibit the growth and proliferation of cancer cells, making it a candidate for further research into cancer treatment.
Used in Inhibiting Protein-Protein Interactions:
3,3'-Bi[1H-indole] is used as a potent inhibitor of protein-protein interactions, which is crucial for the development of novel therapeutic agents targeting specific diseases and disorders by disrupting the molecular pathways involved in these conditions.

Check Digit Verification of cas no

The CAS Registry Mumber 13637-37-1 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 1,3,6,3 and 7 respectively; the second part has 2 digits, 3 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 13637-37:
(7*1)+(6*3)+(5*6)+(4*3)+(3*7)+(2*3)+(1*7)=101
101 % 10 = 1
So 13637-37-1 is a valid CAS Registry Number.

13637-37-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 18, 2017

Revision Date: Aug 18, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-(1H-indol-3-yl)-1H-indole

1.2 Other means of identification

Product number -
Other names 1H,1'H-3,3'-biindole

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:13637-37-1 SDS

13637-37-1Relevant articles and documents

Photocatalytic Redox-Neutral Approach to Diarylmethanes

Guo, Guozhe,Yuan, Yong,Bao, Xiazhen,Cao, Xuehui,Sang, Tongzhi,Wang, Jiayuan,Huo, Congde

, p. 6936 - 6940 (2021)

We report a visible-light induced redox-neutral decarboxylative cross coupling reaction of indole-3-acetic acid NHPI esters with indoles using a Ru photosensitizer to deliver a wide range of symmetrical and unsymmetrical 3,3′-bisindolylmethane derivatives. Furthermore, the reaction is readily adapted to the preparation of a wide variety of diarylmethane derivatives.

Synthesis of symmetric and non-symmetric indolo[2,3-c]carbazole derivatives: Preparation of indolo[2,3-c]pyrrolo[3,4-a]carbazoles

Desarbre, Eric,Bergman, Jan

, p. 2009 - 2016 (1998)

Symmetric and non-symmetric indolo[2,3-c]carbazoles have been prepared from 3,3′-biindolyls 9a-d by two strategies; step by step, by thermal electrocyclic reaction, or directly. Indolo[2,3-c]pyrrolo-[3,4-a]carbazoles 28aa-db, a new class of indolopyrroloc

Rebeccamycin analogues from indolo[2,3-c]carbazole

Voldoire, Aline,Sancelme, Martine,Prudhomme, Michelle,Colson, Pierre,Houssier, Claude,Bailly, Christian,Leonce, Stephane,Lambel, Stephanie

, p. 357 - 365 (2001)

Glycosylated indolocarbazoles related to the antibiotic rebeccamycin represent an important series of antitumor drugs. In the course of structure-activity relationship studies, we report the synthesis of two new derivatives containing an indolo[2,3-c]carb

Synthetic approaches to 3,3'-biindolyl and 3,3'-biindazolyl derivatives

Nakhai, Azadeh,Bergman, Jan

, p. 309 - 318 (2014)

In this paper new syntheses of 3,3'-biindolyl and 3,3'-biindazolyl derivatives are described. Formation of 3,3'-biindolyl derivatives by oxidative coupling of N-acetylindole with TeCl4 gave a good yield, while attempt to use the same reaction conditions for synthesis of 3,3'-biindazolyl derivatives failed. However, conversion of 3-haloindazole derivatives to its trimethylstannane derivative, followed by palladium-catalyzed Stille cross-coupling reaction, resulted in formation of 3,3'-biindazolyl derivatives.

Indole carbazole compounds and its preparation method and application

-

, (2018/02/04)

The invention discloses an indole carbazole compound which is characterized by having a structure as shown in a formula I, a formula II, a formula III or a formula IV described in the specification. The indole carbazole has anti-TMV (tobacco mosaic virus) activity.

Double Palladium Catalyzed Reductive Cyclizations. Synthesis of 2,2′-, 2,3′-, and 3,3′-Bi-1H-indoles, Indolo[3,2-b]indoles, and Indolo[2,3-b]indoles

Ansari, Nurul H.,Dacko, Christopher A.,Akhmedov, Novruz G.,S?derberg, Bj?rn C. G.

, p. 9337 - 9349 (2016/10/14)

A palladium catalyzed, carbon monoxide mediated, double reductive cyclization of 1,4-, 1,3-, and 2,3-bis(2-nitroaryl)-1,3-butadienes to afford 2,2′-, 2,3′-, and 3,3′-biindoles, respectively, was developed. In contrast, reductive cyclizations of 1,2-bis(2-nitroaryl)ethenes were nonselective, affording mixtures of monocyclized indoles, indolo[3,2-b]indole, indolo[1,2-c]quinazolin-6(5H)-ones, and 5,11-dihydro-6H-indolo[3,2-c]quinolin-6-ones. Nonselective product formation was also observed from reductive cyclization of 1,1-bis(2-nitroaryl)ethenes, producing indolo[2,3-b]indoles and indolo[2,3-c]quinolin-6-ones. Carbon monoxide insertion to give the carbonyl containing products was the major or sole reaction path starting from 1,1- or 1,2-bis(2-nitroaryl)ethenes.

An electroluminescent compound and an electroluminescent device comprising the same

-

Paragraph 0101; 0107-0110, (2016/10/07)

The present invention relates to an organic light emitting compound, which is used in an organic electroluminescent device and represented by chemical formula 1. When the compound is used as a phosphorescent host compound in a hole transportable layer or a luminous layer, it is possible to embody an organic electroluminescent device with excellent luminescent properties such as driving voltage, luminance, and long lifespan.COPYRIGHT KIPO 2016

One-pot synthesis of camalexins and 3,3′-biindoles by the Masuda borylation-Suzuki arylation (MBSA) sequence

Tasch, Boris O. A.,Antovic, Dragutin,Merkul, Eugen,Mueller, Thomas J. J.

, p. 4564 - 4569 (2013/07/26)

The Masuda borylation/Suzuki arylation (MBSA) sequence starting from N-protected 3-iodoindoles has successfully been extended to the coupling of five-membered heterocycles and indoles in the arylation step, which could not be achieved with previously developed MBSA methods. By this approach the one-pot nature of the method as well as the use of a simple catalyst system has been retained. The applicability of the method has been demonstrated by the facile synthesis of camalexins and 3,3′-biindoles, compounds of special interest due to their pronounced antifungal, antimicrobial and cytotoxic activities. The Masuda borylation/Suzuki arylation sequence furnishes in a concise one-pot manner camalexins and 3,3′-biindoles, compounds that show pronounced antifungal, antimicrobial, and cytotoxic activities. Copyright

An unprecedented route for the synthesis of 3,3′-biindoles by reductive cyclization of 3-[2-Nitro-1-(2-nitrophenyl)ethyl]-1H-indoles mediated by iron/ acetic acid

Ramesh, Chintakunta,Kavala, Veerababurao,Kuo, Chun-Wei,Raju, B. Rama,Yao, Ching-Fa

supporting information; experimental part, p. 3796 - 3801 (2010/09/10)

An unprecedented route for the synthesis of 3,3′-biindoles is developed. Both symmetrical and unsymmetrical 3,3′-biindoles could be generated by this method. Mild conditions, high yields of the products, and environmentally acceptable reagent are the meri

Oxidative dimerization of N-protected and free indole derivatives toward 3,3′-biindoles via Pd-catalyzed direct C-H transformations

Li, Yang,Wang, Wen-Hua,Yang, Shang-Dong,Li, Bi-Jie,Feng, Chun,Shi, Zhang-Jie

supporting information; experimental part, p. 4553 - 4555 (2010/10/19)

An oxidative homo dimerization of N-protected and free indole derivatives toward bioactive 3,3′-linked biindolyl scaffolds via Pd-catalyzed direct C-H transformations was first successfully demonstrated.

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