40398-00-3

Basic information

• Product Name: 2-CHLORO-4-METHYLPHENYL ISOCYANATE 97
• Synonyms: 2-chloro-1-isocyanato-4-methylbenzene(SALTDATA: FREE);2-CHLORO-4-METHYLPHENYL ISOCYANATE 97;3-chloro-4-isocyanatotoluene;3-Chloro-4-toluene isocyanate
• CAS NO: 40398-00-3
• Molecular Formula: C₈H₆ClNO
• Molecular Weight: 167.59234
• EINECS: 254-906-8
• Product Categories: Isocyanates;Nitrogen Compounds;Organic Building Blocks
• Mol File: 40398-00-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 26-30 °C(lit.)
• Boiling Point: 231-232 °C(lit.)
• Flash Point: 225 °F
• Appearance: /
• Density: 1.17g/cm³
• Vapor Pressure: 0.0826mmHg at 25°C
• Refractive Index: 1.543
• CAS DataBase Reference: 2-CHLORO-4-METHYLPHENYL ISOCYANATE 97(CAS DataBase Reference)
• NIST Chemistry Reference: 2-CHLORO-4-METHYLPHENYL ISOCYANATE 97(40398-00-3)
• EPA Substance Registry System: 2-CHLORO-4-METHYLPHENYL ISOCYANATE 97(40398-00-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 40398-00-3(Hazardous Substances Data)

Usage

General Description

2-CHLORO-4-METHYLPHENYL ISOCYANATE 97 is a chemical compound that is a derivative of isocyanate, which is commonly used in the production of polyurethane and other industrial materials. Isocyanates are known for their strong reactivity, and this particular compound is characterized by the presence of a chloro and methyl group on the phenyl ring. It is often used as a building block in the synthesis of various polymers and resins, and it is important to handle it with care due to its potential hazards and irritant properties.

InChI:InChI=1/C8H6ClNO/c1-6-2-3-8(10-5-11)7(9)4-6/h2-4H,1H3

Upstream product

• 51085-51-9 4-methyl-2-chloroaniline hydrochloride 
• 503-38-8 trichloromethyl chloroformate 

Downstream Products

• 1260404-49-6 1-(2-chloro-4-methylphenyl)-3-(3-ethyl-1-(4-methoxyphenyl)pent-1-yn-3-yl)urea 
• 85601-63-4 C₁₄H₂₀ClN₅O₃ 
• 85601-73-6 1-(2-Chloro-4-methyl-phenyl)-3-(4-hydroxy-3,5,5-trimethyl-2-oxo-imidazolidin-1-yl)-urea 
• 247075-29-2 N-[4-(daunorubicin-N-carbonyloxymethyl)-2-chlorophenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-28-1 N-[4-(hydroxymethyl)-2-chlorophenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-27-0 N-[4-(bromomethyl)-2-chlorophenyl] O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 247075-26-9 N-(4-methyl-2-chlorophenyl) O-(methyl 2,3,4-tri-O-acetyl-β-D-glucopyranuronosyl) carbamate 
• 56462-10-3 1-amidino-3-(2-chloro-4-methylphenyl)urea 
• 85601-53-2 C₁₂H₁₇ClN₄O₂ 
• 40397-46-4 2-Hydroxy-6-oxo-cyclohex-1-enecarboxylic acid (2-chloro-4-methyl-phenyl)-amide 

Relevant articles and documents

Novel anthracycline-spacer-β-glucuronide, -β-glucoside, and -β-galactoside prodrugs for application in selective chemotherapy

A series of anthracycline prodrugs containing an immolative spacer was synthesized for application in selective chemotherapy. The prodrugs having the general structure anthracycline-spacer-β-glycoside were designed to be activated by β-glucuronidase or β-galactosidase. Prodrugs with -chloro, -bromo or -n-hexyl substituents on the spacer were synthesized as well as prodrugs containing a -β-glucuronyl, -β-glucosyl or -β-galactosyl carbamate specifier. The key step in the synthesis of all prodrugs is the highly β-diastereoselective addition reaction of the anomeric hydroxyl of a glycosyl donor to a spacer isocyanate resulting in the respective β-glycosyl carbamate pro-moieties. The resulting protected pro-moieties were coupled to an anthracycline. Prodrugs were evaluated with respect to activation rate by the appropriate enzyme and additionally, their IC50 values were determined. Optimal prodrugs in this study were at least 100- to 200-fold less toxic than their corresponding drug in vitro and were activated to the parent drug in a half-life time of approximately 2h. Copyright (C) 1999 Elsevier Science Ltd.