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101909-42-6

1H-Indole-3-carboxylic acid, 4-chloro-, methyl ester is a chemical compound that is a derivative of indole, a heterocyclic compound present in various natural products and biologically active molecules. 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER features a 4-chloro substitution on the indole ring and an ester functional group, making it a versatile building block for the synthesis of diverse bioactive molecules. Its unique structure and reactivity contribute to its potential as a target for drug discovery and development, with the capacity to exhibit a range of pharmacological activities. It is an important intermediate in the production of pharmaceuticals and organic compounds with potential therapeutic applications.

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  • 101909-42-6 Structure

  • Basic information

    1. Product Name: 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER
    2. Synonyms: 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER;4-Chloro-1H-indole-3-carboxylic acid methyl ester;4-Chloro-1H-indole-3-Carbocylic acid methyl ester;4-Chloro-1H-indole-3-carboxylic acid methyl ester（WS204649）
    3. CAS NO:101909-42-6
    4. Molecular Formula: C10H8ClNO2
    5. Molecular Weight: 209.63
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 101909-42-6.mol

  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: N/A
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: N/A
    6. Refractive Index: N/A
    7. Storage Temp.: 2-8°C
    8. Solubility: N/A
    9. CAS DataBase Reference: 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER(CAS DataBase Reference)
    10. NIST Chemistry Reference: 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER(101909-42-6)
    11. EPA Substance Registry System: 1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER(101909-42-6)

  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 101909-42-6(Hazardous Substances Data)

101909-42-6 Usage

Uses

Used in Pharmaceutical Research:
1H-Indole-3-carboxylic acid, 4-chloro-, methyl ester is used as a key intermediate in the synthesis of pharmaceuticals for its ability to be incorporated into various bioactive molecules, contributing to the development of new drugs with potential therapeutic benefits.
Used in Organic Synthesis:
In the field of organic synthesis, 1H-Indole-3-carboxylic acid, 4-chloro-, methyl ester is utilized as a versatile building block for creating a wide array of organic compounds, leveraging its reactivity and structural features to form complex molecules with specific properties.
Used in Drug Discovery:
1H-INDOLE-3-CARBOXYLIC ACID,4-CHLORO-,METHYL ESTER is employed as a target in drug discovery due to its potential to exhibit diverse pharmacological activities, making it a valuable candidate for the development of new therapeutic agents.
Used in the Production of Bioactive Molecules:
1H-Indole-3-carboxylic acid, 4-chloro-, methyl ester is used as a precursor in the production of bioactive molecules, given its capacity to be modified and incorporated into molecules with specific biological activities, thus contributing to advancements in medicine and healthcare.

Check Digit Verification of cas no

The CAS Registry Mumber 101909-42-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,0,1,9,0 and 9 respectively; the second part has 2 digits, 4 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 101909-42:
(8*1)+(7*0)+(6*1)+(5*9)+(4*0)+(3*9)+(2*4)+(1*2)=96
96 % 10 = 6
So 101909-42-6 is a valid CAS Registry Number.

101909-42-6SDS

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 Methyl 4-chloro-1H-indole-3-carboxylate

1.2 Other means of identification

Product number -
Other names 4-chloro-3-methoxycarbonylindole

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:101909-42-6 SDS

101909-42-6Relevant articles and documents

Development and Profiling of Inverse Agonist Tools for the Neuroprotective Transcription Factor Nurr1

Zaienne, Daniel,Willems, Sabine,Schierle, Simone,Heering, Jan,Merk, Daniel

, p. 15126 - 15140 (2021/10/25)

The ligand-sensing transcription factor nuclear receptor related 1 (Nurr1) evolves as an appealing target to treat neurodegenerative diseases. Despite its therapeutic potential observed in various rodent models, potent modulators for Nurr1 are lacking as pharmacological tools. Here, we report the structure-activity relationship and systematic optimization of indole-based inverse Nurr1 agonists. Optimized analogues decreased the receptor's intrinsic transcriptional activity by up to more than 90% and revealed preference for inhibiting Nurr1 monomer activity. In orthogonal cell-free settings, we detected displacement of NCoRs and disruption of the Nurr1 homodimer as molecular modes of action. The inverse Nurr1 agonists reduced the expression of Nurr1-regulated genes in T98G cells, and treatment with an inverse Nurr1 agonist mimicked the effect of Nurr1 silencing on interleukin-6 release from LPS-stimulated human astrocytes. The indole-based inverse Nurr1 agonists valuably extend the toolbox of Nurr1 modulators to further probe the role of Nurr1 in neuroinflammation, cancer, and beyond.

A general and scalable synthesis of polysubstituted indoles

Diana-Rivero, Raquel,García-Tellado, Fernando,Tejedor, David

, (2021/06/14)

A consecutive 2-step synthesis of N-unprotected polysubstituted indoles bearing an electron-withdrawing group at the C-3 position from readily available nitroarenes is reported. The protocol is based on the [3,3]-sigmatropic rearrangement of N-oxyenamines generated by the DABCO-catalyzed reaction of N-arylhydroxylamines and conjugated terminal alkynes, and delivers indoles endowed with a wide array of substitution patterns and topologies.

A CONVENIENT SYNTHETIC APPROACH TO 4-SUBSTITUTED INDOLES

Yamada, Fumio,Somei, Masanori

, p. 1173 - 1176 (2007/10/02)

A simple and practical synthetic method for 4-halogenoindoles, 4-indolecarbaldehyde, 4-cyanoindole, and 4-methoxycarbonylindole is elaborated.

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