85092-85-9

Basic information

• Product Name: 5-CHLORO-3-IODOINDOLE
• Synonyms: 5-CHLORO-3-IODOINDOLE;5-CHLORO-3-IODO-1H-INDOLE
• CAS NO: 85092-85-9
• Molecular Formula: C₈H₅ClIN
• Molecular Weight: 277.49
• Mol File: 85092-85-9.mol

Chemical Properties

• Boiling Point: 375.6 °C at 760 mmHg
• Flash Point: 180.9 °C
• Appearance: /
• Density: 2.041 g/cm³
• Vapor Pressure: 1.66E-05mmHg at 25°C
• Refractive Index: 1.767
• CAS DataBase Reference: 5-CHLORO-3-IODOINDOLE(CAS DataBase Reference)
• NIST Chemistry Reference: 5-CHLORO-3-IODOINDOLE(85092-85-9)
• EPA Substance Registry System: 5-CHLORO-3-IODOINDOLE(85092-85-9)

Safety Data

• Hazardous Substances Data: 85092-85-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5-Chloro-3-iodoindole is used as an intermediate in the synthesis of various pharmaceuticals. Its unique structure and reactivity contribute to the development of complex molecules with therapeutic properties, enhancing the efficacy and safety of medications.
Used in Agrochemical Industry:
In the agrochemical industry, 5-Chloro-3-iodoindole serves as an intermediate in the synthesis of various agrochemicals. Its unique properties allow for the creation of molecules with specific pesticidal or herbicidal activities, contributing to more effective and targeted agricultural solutions.
Used in Organic Chemistry Research:
5-Chloro-3-iodoindole is utilized as a valuable building block in organic chemistry research. Its unique structure and reactivity enable the creation of complex molecules with diverse properties, facilitating the discovery of new compounds with potential applications in various fields.
Used in Material Science:
5-Chloro-3-iodoindole is being investigated for potential use in the development of new materials and technologies. Its interesting electronic and optical properties make it a promising candidate for applications in areas such as optoelectronics, sensors, and other advanced material systems.
Used in Technology Development:
The unique properties of 5-Chloro-3-iodoindole also make it a candidate for technology development. Its potential applications in areas such as electronic devices, communication systems, and other technological advancements are currently being explored, highlighting its versatility and importance in modern research and development.

InChI:InChI=1/C8H5ClIN/c9-5-1-2-8-6(3-5)7(10)4-11-8/h1-4,11H

Upstream product

• 63069-48-7 p-chloro-o-iodoaniline 
• 17422-32-1 5-chloro-1H-indole 
• 180624-15-1 4-chloro-2-trimethylsilanylethynyl-phenylamine 

Downstream Products

• 1218790-30-7 tert-butyl 5-chloro-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolane-2-yl)-1H-indole-1-carboxylate 
• 1448959-35-0 5-chloro-3-iodo-1-tosyl-1H-indole 
• 114306-00-2 3-acetoxy-5-chloroindole 
• 6872-04-4 5,5'-dichloroindigo 
• 1048039-49-1 tert-butyl 5-chloro-3-iodo-1H-indole-1-carboxylate 

Relevant articles and documents

SMAC MIMETICS USED AS IAP INHIBITORS AND USE THEREOF

Disclosed are a class of SMAC mimetics used as IAP inhibitors, and in particular disclosed are compounds as shown in formula (I), isomers thereof, and pharmaceutically acceptable salts thereof. The IAP inhibitors are drugs for treating cancers, in particu

COMPOUNDS AND METHOD OF USE

This present disclosure relates to compounds with ferroptosis inducing activity, a method of treating a subject with cancer with the compounds, and combination treatments with a second therapeutic agent.

PhI(OAc)2/NaX-mediated halogenation providing access to valuable synthons 3-haloindole derivatives

This paper describes a mild phenyliodine diacetate mediated method for selective chlorination, bromination, and iodination of indole C-H bonds using sodium halide as a source for analogous halogenations. The combination of NaX and phenyliodine diacetate provides an invincible system for halogenation of indoles. This protocol was compatible with a wide array of indole substrates and provides straight forward access to potential halogenated arenes.

A Versatile C–H Halogenation Strategy for Indole Derivatives under Electrochemical Catalyst- and Oxidant-Free Conditions

Halogenated indoles are essential structural motifs in bioactive natural products. Reported herein is an economical and scalable electrochemical protocol for regioselective 3C–H halogenation of indole derivatives. This strategy provides access to a host of 3-iodo-, 3-bromo-, 3-chloro-, and 3-thiocyanoindole derivatives under mild conditions using inexpensive (pseudo)halide salts as the sole reagent. The optimized conditions do not require any supplementary electrolyte salts.

Synthesis of furan-fused 1,4-dihydrocarbazoles via an unusual Garratt-Braverman Cyclization of indolyl propargyl ethers and their antifungal activity

The reactivity of indole based bis-propargyl ethers 4a-4g under Garratt-Braverman condition (KOBut in refluxing toluene) has been studied. Interestingly, these propargyl systems with one arm attached with substituted 3-indolyl derivatives leavi

Lynamicin D an antimicrobial natural product affects splicing by inducing the expression of SR protein kinase 1

The first total synthesis of the antimicrobial natural product lynamicin D has been developed using a Suzuki coupling to construct the bisindole pyrrole skeleton. An evaluation of the biological activity of lynamicin D reveals that it has a minor effect on cell viability but it can modulate splicing of pre-mRNAs. We provide evidence that this effect is mainly due to the ability of lynamicin D to alter the levels of SRPK1, the key kinase involved in both constitutive and alternative splicing.

SODIUM CHANNEL BLOCKERS

The present invention relates to a compound having a blocking effect against sodium ion channels, particularly Nav 1.7, a preparation method thereof and use thereof. The compound represented by the Formula 1 or a pharmaceutically acceptable salt, hydrate,

An iodine effect in ambipolar organic field-effect transistors based on indigo derivatives

5,5′-Diiodoindigo (4) exhibits excellent ambipolar transistor properties with hole/electron mobilities of μh/μe = 0.42/0.85 cm2 V-1 s-1. The halogen substituted indigos show decreasing tilt angles from F to I in the crystals. In addition, the iodine-iodine interaction provides extraordinarily large interchain interaction. However, the X-ray diffraction suggests that the indigo molecules are arranged approximately perpendicular to the substrate in the thin films, probably due to the extra iodine-iodine interaction. The remarkable performance is ascribed to this characteristic supramolecular interaction.

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

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

One-pot synthesis of diazine-bridged bisindoles and concise synthesis of the marine alkaloid hyrtinadine A

Diazine-bridged bisindoles are readily obtained from N-Bocprotected 3-iodoindoles and 3-iodo-7-azaindole in a pseudo three-component reaction involving a one-pot Masuda borylation-Suzuki arylation sequence. Some of the title com-pounds display promising c