57198-56-8

Basic information

• Product Name: 3-METHOXYBENZYL ISOCYANATE 97
• Synonyms: 3-METHOXYBENZYL ISOCYANATE 97;1-(isocyanatomethyl)-3-methoxybenzene
• CAS NO: 57198-56-8
• Molecular Formula: C₉H₉NO₂
• Molecular Weight: 163.17
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 57198-56-8.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 249.4°C at 760 mmHg
• Flash Point: 80 °F
• Appearance: /
• Density: 1.136 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0229mmHg at 25°C
• Refractive Index: n20/D 1.5320(lit.)
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 3-METHOXYBENZYL ISOCYANATE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 3-METHOXYBENZYL ISOCYANATE 97(57198-56-8)
• EPA Substance Registry System: 3-METHOXYBENZYL ISOCYANATE 97(57198-56-8)

Safety Data

• Hazard Codes: Xn
• Statements: 10-20/21/22-36/37/38-42
• Safety Statements: 16-23-26-36/37/39-45
• RIDADR: UN 1993 3/PG 3
• WGK Germany: 3
• HazardClass: IRRITANT
• Hazardous Substances Data: 57198-56-8(Hazardous Substances Data)

Usage

Description

3-Methoxybenzyl isocyanate (3MBITC) is a degradation product of glucolimnanthin, a glucosinolate found in meadowfoam (Limnanthes alba) seed oil. It is an organic compound with the molecular formula C8H7NO2 and is known for its potential applications in various industries.

Uses

Used in Chemical Synthesis:
3-Methoxybenzyl isocyanate is used as a key intermediate in the synthesis of various thiourea derivatives. These derivatives have potential applications in different fields, such as pharmaceuticals, agrochemicals, and materials science.
Used in Pharmaceutical Industry:
3-Methoxybenzyl isocyanate is used as a synthetic building block for the development of new pharmaceutical compounds. The synthesized thiourea derivatives can be further explored for their potential therapeutic properties, such as anti-inflammatory, antimicrobial, or anticancer activities.
Used in Agrochemical Industry:
In the agrochemical industry, 3-Methoxybenzyl isocyanate can be utilized in the synthesis of novel compounds with potential applications as pesticides, herbicides, or fungicides. The thiourea derivatives synthesized from this compound can be evaluated for their effectiveness in controlling pests and diseases in agriculture.
Used in Materials Science:
3-Methoxybenzyl isocyanate can be employed in the development of new materials with specific properties, such as improved thermal stability, mechanical strength, or chemical resistance. The synthesized thiourea derivatives can be used as additives or components in the formulation of polymers, coatings, or adhesives.

InChI:InChI=1/C9H9NO2/c1-12-9-4-2-3-8(5-9)6-10-7-11/h2-5H,6H2,1H3

Upstream product

• 1798-09-0 m-methoxyphenylacetic acid 
• 5071-96-5 3-METHOXYBENZYLAMINE 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 

Downstream Products

• 57198-53-5 1,3-bis-(3-methoxy-benzyl)-[1,3]diazetidine-2,4-dione 
• 271598-02-8 5-amino-4-cyano-2-hydroxy-1-(3-methoxybenzyl)imidazole 
• 869783-55-1 N-[3-(1,3-diazabicyclo[3.2.2]non-3-ylcarbonyl)-1H-indazol-5-yl]-N'-(3-methoxybenzyl)urea hydroformate 
• 869783-57-3 CH₂O₂*C₃₃H₃₇N₇O₅ 
• 917889-33-9 3-(3-methoxybenzyl)-2,4-dioxo-1,2,3,4-tetrahydro-quinazoline-7-carboxylic acid methyl ester 
• 1161825-81-5 3-(3-methoxybenzyl)-4-oxo-3,4-dihydroimidazo[5,1-d][1,2,3,5]tetrazine-8-carboxamide 
• 1003604-62-3 tert-butyl-3-amino-5-[3-(3-methoxybenzyl)ureido]indazole-1-carboxylate 
• 1261168-05-1 1-(3-methoxybenzyl)-4-(1-(4-methoxybenzyl)-5-amino-1H-imidazol-4-yl)-5-imino-1H-imidazol-2(5H)-one 
• 1261167-89-8 C₂₃H₂₀N₆O₃ 
• 1342276-76-9 1-(3-methoxybenzyl)-3-(4-(pyridin-4-yl)thiazol-2-yl)urea 
• 1401335-01-0 (S)-2-[3-(3-methoxybenzyl)ureido]-4-methylpentanoic acid hydroxyamide 
• 1219727-04-4 1-(4-(1H-pyrazol-4-yl)phenyl)-3-(3-methoxybenzyl)-1-methylurea 
• 1219725-81-1 1-(4-(1H-pyrazol-4-yl)phenyl)-1-(2-hydroxyethyl)-3-(3-methoxybenzyl)urea 
• 1431632-42-6 C₂₂H₂₇N₅O₂ 

Relevant articles and documents

Design, synthesis, and biological evaluation of urea-based ROCK2 inhibitors

A series of urea-based ROCK2 inhibitors were design and synthesized. The inhibitory activity on ROCK2 was screened by enzyme-linked immunosorbent assay (ELISA). The study results showed that the urea derivatives exhibited certain ROCK2 inhibitory activity. The most potent compound 10p showed ROCK2 inhibitory activity with the IC50?value of 0.03?μM. A preliminary structure-activity relationship was then summarized. The molecular docking studies showed that further optimization needs to conduct to obtain more potent ROCK inhibitors.

Structure-based drug design and potent anti-cancer activity of tricyclic 5:7:5-fused diimidazo[4,5-d:4′,5′-f][1,3]diazepines

Judicial structural modifications of 5:7-fused ring-expanded nucleosides (RENs), based on molecular modeling studies with one of its known targets, human RNA helicase (hDDX3), led to the lead, novel, 5:7-5-fused tricyclic heterocycle (1). The latter exhibited promising broad-spectrum in vitro anti-cancer activity against a number of cancer cell lines screened. This paper describes our systematic, albeit limited, structure-activity relationship (SAR) studies on this lead compound, which produced a number of analogs with broad-spectrum in vitro anti-cancer activities against lung, breast, prostate, and ovarian cancer cell lines, in particular compounds 15i, 15j, 15m and 15n which showed IC 50 values in submicromolar to micromolar range, and are worthy of further explorations. The SAR data also enabled us to propose a tentative SAR model for future SAR efforts for ultimate realization of optimally active and minimally toxic anti-cancer compounds based on the diimidazo[4,5-d:4′, 5′-f][1,3]diazepine structural skeleton of the lead compound 1.

Organosilicon synthesis of isocyanates: II. Synthesis of aliphatic, carbocyclic, and fatty-aromatic isocyanates

Silylation of a series of aliphatic, carbocyclic, and fatty-aromatic amines gave the corresponding silyl derivatives whose yield depended on the electronic and steric structure of the substrate and the nature of the silylating agent. The yield of isocyanates obtained by phosgenation of the silyl derivatives under mild conditions decreased in going from aliphatic amines to benzylamines and rose as the length of the alkyl chain in fatty-aromatic amines extended. The most convenient procedure for the synthesis of low-boiling alkyl isocyanates was found to be based on the transformation of amines or ammonium salts into silyl or silyl silyl-carabamates, followed by pyrolysis of the latter in the presence of trichloro(phenyl)silane. Pleiades Publishing, Inc., 2006.