101909-44-8

Basic information

• Product Name: METHYL 4-IODO-3-INDOLECARBOXYLATE
• Synonyms: METHYL 4-IODO-3-INDOLECARBOXYLATE;4-Iodo-1H-indole-3-carboxylic acid methyl ester;4-Iodo-1H-indole-3-Carbocylic acid methyl ester
• CAS NO: 101909-44-8
• Molecular Formula: C₁₀H₈INO₂
• Molecular Weight: 301.08
• Product Categories: pharmacetical
• Mol File: 101909-44-8.mol

Chemical Properties

• Boiling Point: 408°Cat760mmHg
• Flash Point: 200.6°C
• Appearance: /
• Density: 1.86g/cm³
• Vapor Pressure: 7.22E-07mmHg at 25°C
• Refractive Index: 1.709
• CAS DataBase Reference: METHYL 4-IODO-3-INDOLECARBOXYLATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-IODO-3-INDOLECARBOXYLATE(101909-44-8)
• EPA Substance Registry System: METHYL 4-IODO-3-INDOLECARBOXYLATE(101909-44-8)

Safety Data

• Hazardous Substances Data: 101909-44-8(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Methyl 4-iodo-3-indolecarboxylate is used as a building block for the synthesis of various pharmaceuticals, particularly in the development of potential anti-cancer drugs. Its role in creating complex molecules with important biological activities makes it a crucial component in the formulation of new and effective treatments.
Used in Agrochemical Industry:
In the agrochemical sector, Methyl 4-iodo-3-indolecarboxylate is employed as an intermediate in the production of biologically active molecules. Its versatility in organic chemistry allows for the creation of compounds that can be used in the development of pesticides, herbicides, and other agrochemical products, contributing to advancements in agricultural practices and crop protection.
Used in Organic Chemistry Research:
Methyl 4-iodo-3-indolecarboxylate is also utilized as a valuable compound in the field of organic chemistry research. Its potential for creating complex molecules with significant biological activities makes it an essential tool for scientists exploring new chemical pathways and developing innovative compounds with potential applications in various industries.

InChI:InChI=1/C10H8INO2/c1-14-10(13)6-5-12-8-4-2-3-7(11)9(6)8/h2-5,12H,1H3

Upstream product

• 942-24-5 3-methoxycarbonylindole 
• 72527-73-2 4-iodo-indole-3-carboxaldehyde 
• 186581-53-3 diazomethane 
• 106830-34-6 4-iodo-3-indolecarboxylic acid 

Downstream Products

• 1149359-60-3 N-(4-chlorophenyl)-4-(pyridin-4-ylmethylthio)-1H-indole-3-carboxamide 
• 1149359-62-5 4-(pyridin-4-ylmethylthio)-N-(3-(trifluoromethyl)phenyl)-1H-indole-3-carboxamide 
• 1149359-65-8 N-(4-t-butylphenyl)-4-(pyridin-4-ylmethylthio)-1H-indole-3-carboxamide 
• 1149359-61-4 N-(3-chlorophenyl)-4-(pyridin-4-ylmethylthio)-1H-indole-3-carboxamide 
• 1149359-63-6 4-(pyridin-4-ylmethylthio)-N-m-tolyl-1H-indole-3-carboxamide 
• 1149359-64-7 N-(3,5-dimethylphenyl)-4-(pyridin-4-ylmethylthio)-1H-indole-3-carboxamide 
• 1149359-71-6 4-(pyridin-4-ylmethylthio)-N-(4-(trifluoromethoxy)phenyl)-1H-indole-3-carboxamide 
• 1296138-70-9 phenyl 1-methyl-4-(1-methyl-1,2,5,6-tetrahydro-4-pyridyl)-3-indolecarboselenoate 
• 1296138-78-7 phenyl 1-methyl-4-(1-methyl-1,2,5,6-tetrahydro-3-pyridyl)-3-indolecarboselenoate 
• 1296138-80-1 phenyl 1-methyl-4-(1-methyl-1,2,5,6-tetrahydro-4-pyridyl)-3-indolecarboselenoate hydrochloride 
• 1296138-66-3 phenyl 1-methyl-4-(4-pyridyl)-3-indolecarboselenoate 
• 1296138-74-3 phenyl 1-methyl-4-(3-pyridyl)-3-indolecarboselenoate 
• 89434-02-6 4-iodo-3-indoleacetic acid 
• 33062-26-9 (-)-trans-clavicipitic acid 

Relevant articles and documents

KDR inhibitor with the intramolecular non-bonded interaction: Conformation-activity relationships of novel indole-3-carboxamide derivatives

We previously reported that compound 1, having a similar conformation to PTK787 (2) by forming a pseudo ring structure with an intramolecular non-bonded S-O interaction, exhibited a potent inhibitory activity against VEGFR2 tyrosine kinase (KDR).1/s

Enantioselective synthesis of (-)-cis-clavicipitic acid

(Chemical Equation Presented) An enantioselective synthetic method for (-)-cis-clavicipitic acid (1) was reported. 1 was obtained in 10 steps (99% ee and 20% overall yield) from 1H-indole-3-carboxylic acid methyl ester (9) via asymmetric phase-transfer ca

A New Synthesis of Lysergic Acid

(Equation presented) (±)-Lysergic acid (1) has been synthesized via an economical 8-step route from 4-bromoindole and isocinchomeronic acid without the need to protect the indole during the synthesis. Initial efforts to form the simpler 3-acylindole derivatives first and then cyclize these were unsuccessful in the cyclization step.

A CONVENIENT SYNTHETIC APPROACH TO 4-SUBSTITUTED INDOLES

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