5471-81-8

Basic information

• Product Name: METHYL 4-IODO-3-METHYLBENZOATE
• Synonyms: METHYL 4-IODO-3-METHYLBENZOATE;METHYL 4-IODO-M-TOLUATE;4-IODO-3-METHYLBENZOIC ACID METHYL ESTER;4-IODO-M-TOLUIC ACID METHYL ESTER;4-Iodo-m-toluic Acid Methyl Ester 4-Iodo-3-methylbenzoic Acid Methyl Ester Methyl 4-Iodo-m-toluate;2-Iodo-5-(methoxycarbonyl)toluene, Methyl 4-iodo-m-toluate
• CAS NO: 5471-81-8
• Molecular Formula: C₉H₉IO₂
• Molecular Weight: 276.07
• Product Categories: Aromatic Esters;Acids & Esters;Iodine Compounds;Aromatics;Intermediates & Fine Chemicals;Pharmaceuticals
• Mol File: 5471-81-8.mol
• Article Data: 9

Chemical Properties

• Melting Point: 59-62°C
• Boiling Point: 106 °C / 4mmHg
• Flash Point: 134.6 °C
• Appearance: /
• Density: 1.666 g/cm³
• Vapor Pressure: 0.00123mmHg at 25°C
• Refractive Index: 1.588
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility: Slightly soluble in methanol.
• Sensitive: Light Sensitive
• CAS DataBase Reference: METHYL 4-IODO-3-METHYLBENZOATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)
• EPA Substance Registry System: METHYL 4-IODO-3-METHYLBENZOATE(5471-81-8)

Safety Data

• Statements: 36/37/38
• Safety Statements: 24/25-37-26
• Hazardous Substances Data: 5471-81-8(Hazardous Substances Data)

Usage

Description

METHYL 4-IODO-3-METHYLBENZOATE is an organic compound that serves as an essential intermediate in the synthesis of various pharmaceutical compounds. It is characterized by its unique chemical structure, which includes a benzoate group with an iodine atom at the 4-position and a methyl group at the 3-position.

Uses

Used in Pharmaceutical Industry:
METHYL 4-IODO-3-METHYLBENZOATE is used as a key intermediate in the synthesis of novel colchicine-derived nitrate esters. These esters are known for their immunosuppressant properties and are being developed as potential therapeutic agents for various medical conditions.
METHYL 4-IODO-3-METHYLBENZOATE is used as a precursor for the development of colchicine-derived nitrate esters, which exhibit immunosuppressant activity. This application is particularly relevant in the pharmaceutical industry, where these compounds may be utilized to treat autoimmune diseases and other conditions requiring immunosuppression.

InChI:InChI=1/C9H9IO2/c1-6-5-7(9(11)12-2)3-4-8(6)10/h3-5H,1-2H3

Upstream product

• 18595-14-7 methyl 4-amino-3-methylbenzoate 
• 52107-87-6 4-iodo-3-methylbenzoic acid 
• 67-56-1 methanol 

Downstream Products

• 892843-59-3 2-methyl-biphenyl-4-carboxylic acid methyl ester 
• 25978-68-1 methyl 4-cyano-3-methylbenzoate 
• 1080564-14-2 5-[4-(methoxycarbonyl)-2-methylphenyl]-7-methyl-4,5-dihydrobenzo[b]oxepin-2(3H)-one 
• 1057977-05-5 4,4'-(1,2-ethynediyl)bis(3-methylbenzoic acid) dimethyl ester 
• 1127737-38-5 methyl 4-((3-(3-benzyl-8-(trifluoromethyl)quinolin-4-yl)phenyl)ethynyl)-3-methylbenzoate 
• 158429-38-0 (4-(methoxycarbonyl)-2-methylphenyl)boronic acid 
• 952053-73-5 methyl 4-[bis(5-fluoro-2,4-dihydroxyphenyl)methyl]-3-methylbenzoate 
• 952053-74-6 1-{[4-(2,7-difluoro-6-hydroxy-3-oxo-xanthen-9-yl)-3-methylbenzoyl]oxy}pyrrolidine-2,5-dione 
• 879288-14-9 4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoic acid 
• 879288-18-3 4-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoic acid methyl ester 
• 24078-24-8 methyl 4-formyl-3-methylbenzoate 
• 879288-19-4 4-(6-hydroxy-3-oxo-3H-xanthen-9-yl)-3-methylbenzoic acid methyl ester 

Relevant articles and documents

Palladium-Catalyzed Norbornene-Mediated Tandem Amination/Cyanation Reaction: A Method for the Synthesis of ortho-Aminated Benzonitriles

A palladium-catalyzed, norbornene-mediated tandem amination/cyanation reaction via Catellani-type C-H functionalization was developed using N-benzoyloxyamines as the amination reagent and Zn(CN)2 as the terminating agent. This transformation, in which one C-N bond and one C-C bond are formed, provides an efficient approach for the synthesis of ortho-aminated benzonitriles in one pot from easily accessible starting materials.

Design, synthesis and identification of novel colchicine-derived immunosuppressant

Synthesis and biological evaluation of various colchicine analogues through the mixed-lymphocyte reaction (MLR), lymphoproliferation, and inhibitory effects on the inflammatory genes are described. In addition, a new series of immunosuppressive agents developed on the structural basis of colchicine, as well as their structure-activity relationships is reported. The most potent analogue 20a exhibited an excellent immunosuppressive activity on in vivo skin-allograft model, which is comparable to that of cyclosporin A.

Preparation of annulated nitrogen-containing heterocycles via a one-pot palladium-catalyzed alkylation/direct arylation sequence

A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic sp2 C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of hig