7693-41-6

Basic information

• Product Name: 4-METHOXYPHENYL CHLOROFORMATE
• Synonyms: carbonochloridicacid,4-methoxyphenylester;Carbonochloridicacid4-methoxyphenylester;4-METHOXYPHENYL CHLOROFORMATE;4-Methoxyphenylchloroformate 99% By Gc;4-METHOXYPHENYL CHLOROFORMATE 98%;Chloroformic acid 4-methoxyphenyl ester;4-Methoxyphenyl chloroformate,98%;4-Methoxyphenyl chloroforMate, 98% 5GR
• CAS NO: 7693-41-6
• Molecular Formula: C₈H₇ClO₃
• Molecular Weight: 186.59
• EINECS: 200-110-4
• Product Categories: Acid Halides;Carbonyl Compounds;Organic Building Blocks
• Mol File: 7693-41-6.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 49 °C0.27 mm Hg(lit.)
• Flash Point: >230 °F
• Appearance: Clear colorless to pale yellow/Liquid
• Density: 1.255 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.0396mmHg at 25°C
• Refractive Index: n20/D 1.5254(lit.)
• Storage Temp.: 0-6°C
• CAS DataBase Reference: 4-METHOXYPHENYL CHLOROFORMATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-METHOXYPHENYL CHLOROFORMATE(7693-41-6)
• EPA Substance Registry System: 4-METHOXYPHENYL CHLOROFORMATE(7693-41-6)

Safety Data

• Hazard Codes: T,C
• Statements: 23/24/25-34
• Safety Statements: 26-27-36/37/39-45
• RIDADR: UN 3277 6.1/PG 2
• WGK Germany: 3
• HazardClass: 6.1(a)
• PackingGroup: II
• Hazardous Substances Data: 7693-41-6(Hazardous Substances Data)

Usage

Uses

4-Methoxyphenyl Chloroformate is a useful reagent in epoxidation reactions.

Chemical Properties

clear colorless to pale yellow liquid

InChI:InChI=1/C8H7ClO3/c1-11-6-2-4-7(5-3-6)12-8(9)10/h2-5H,1H3

Upstream product

• 150-76-5 4-methoxy-phenol 
• 503-38-8 trichloromethyl chloroformate 
• 32315-10-9 bis(trichloromethyl) carbonate 
• 75-44-5 phosgene 
• 1122-95-8 sodium 4-methoxyphenolate 

Downstream Products

• 31364-71-3 (1-Methyl-2-phenyl-ethyl)-carbamic acid 4-methoxy-phenyl ester 
• 60981-50-2 C₁₀H₁₀O₅ 
• 22159-41-7 methyl 4-methoxyphenyl carbonate 
• 193139-63-8 4-(tert-Butyl-dimethyl-silanyloxymethyl)-2-ethynyl-2H-quinoline-1-carboxylic acid 4-methoxy-phenyl ester 
• 150-76-5 4-methoxy-phenol 
• 319491-83-3 ((3aR,6R,7S,7aS)-6,7-Dihydroxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl)-carbamic acid 4-methoxy-phenyl ester 
• 13511-98-3 S-(4-methoxyphenyl) N,N-dimethylcarbamothioate 

Relevant articles and documents

In vitro radical scavenging and cytotoxic activities of novel hybrid selenocarbamates

Novel selenocyanate and diselenide derivatives containing a carbamate moiety were synthesised and evaluated in vitro to determine their cytotoxic and radical scavenging properties. Cytotoxic activity was tested against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds displayed high antiproliferative activity with GI50 values below 10 μM in MCF-7, CCRF-CEM and PC-3 cells. Radical scavenging properties of the new selenocompounds were confirmed testing their ability to scavenge DPPH and ABTS radicals. Based on the activity of selenium-based glutathione peroxidases (GPxs), compounds 1a, 2e and 2h were further screened for their capacity to reduce hydrogen peroxide under thiol presence. Results suggest that compound 1a mimics GPxs activity. Cytotoxic parameters, radical scavenging activity and ADME profile point to 1a as promising drug candidate.

Synthesis and antiproliferative activity of novel methylselenocarbamates

A series of new aliphatic, aromatic and heteroaromatic carbamate derivatives containing a methylseleno moiety were synthesized and evaluated in vitro for their cytotoxic activity against a panel of human cell lines including CCRF-CEM (lymphoblastic leukaemia), K-562 (lymphocytic leukaemia), HT-29 (colon carcinoma), HTB-54 (lung carcinoma), PC-3 (prostate carcinoma), MCF-7 (breast adenocarcinoma), 184B5 (non-malignant, mammary gland derived) and BEAS-2B (non-malignant, derived from bronchial epithelium). Most of the compounds are highly cytotoxic with GI50 values below 10 μM in every tested tumour cell line. Based on its cytotoxic parameters, selectivity index and ADME profile, the biological activity of compound 2, the propyl derivative, was further analysed in CCRF-CEM and HTB-54 cells. Results showed that this compound is able to induce apoptosis in a time- and dose-dependent manner. Involvement of caspases in cell death induction by 2 was detected. Besides, compound 2 was also able to induce cell cycle arrest at G0/G1 in CCRF-CEM cells and at G2/M in HTB-54 cells.

Modulation of thermo-transient receptor potential (thermo-TRP) channels by thymol-based compounds

A series of thirty-three thymol, p-cymene-3-carboxylic acid, and 3-amino-p-cymene derivatives was synthesized and tested on TRPA1, TRPM8, and TRPV3 channels. Most of them acted as strong modulators of TRPA1, TRPM8, and TRPV3 channels with EC50 and/or IC50 values distinctly lower than those of thymol and related monoterpenoids. Some of the compounds examined, that is, 3c, 4e, f, 6b, and 8b exhibited an appreciable subtype-selectivity.