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

Uses

3-Methoxybenzyl isocyanate may be used to synthesize the following thiourea derivatives:1-(3-methoxybenzyl)-3-dodecyl thiourea1-(3-methoxybenzyl)-3-octyl thiourea1,3-di(3-methoxybenzyl) thiourea1-(3-methoxybenzyl)-3-octadecyl thiourea

General Description

3-Methoxybenzyl isocyanate (3MBITC) is the degradation product of glucolimnanthin, a glucosinolate found in meadowfoam (Limnanthes alba) seed oil.

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

Upstream product

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

Downstream Products

• 57198-53-5 1,3-bis-(3-methoxy-benzyl)-[1,3]diazetidine-2,4-dione 
• 1003604-62-3 tert-butyl-3-amino-5-[3-(3-methoxybenzyl)ureido]indazole-1-carboxylate 

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.

Design, synthesis and evaluation of 1,2-benzisothiazol-3-one derivatives as potent caspase-3 inhibitors

A number of 1,2-benzisothiazol-3-one derivatives were prepared through structural modification of the original compound from high-throughput screening. Some analogues (e.g., 6b, 6r, 6s and 6w) were identified as novel and potent caspase inhibitors with IC50 of nanomolar. Structure-activity relationship (SAR) studies for caspase-3 inhibition were evaluated in vitro. Molecular modeling studies provided further insight into the interaction of this class of compounds with activated caspase-3. The present small molecule caspase-3 inhibitor with novel structures different from structures of known caspase inhibitors revealed a new direction for therapeutic strategies directed against diseases involving abnormally up-regulated apoptosis.

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.