71369-81-8

Basic information

• Product Name: 2-(4-METHOXYPHENYLAMINO)-2-THIOXOACETAMIDE
• Synonyms: ACETAMIDE, 2-[(4-METHOXYPHENYL)AMINO]-2-THIOXO-;2-(4-METHOXYPHENYLAMINO)-2-THIOXOACETAMIDE;ethyl 2-(pyridin-4-ylamino)-2-thioxoacetate
• CAS NO: 71369-81-8
• Molecular Formula: C₉H₁₀N₂O₂S
• Molecular Weight: 210.25
• Mol File: 71369-81-8.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 358.814 °C at 760 mmHg
• Flash Point: 170.805 °C
• Appearance: /
• Density: 1.355 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.671
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 2-(4-METHOXYPHENYLAMINO)-2-THIOXOACETAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(4-METHOXYPHENYLAMINO)-2-THIOXOACETAMIDE(71369-81-8)
• EPA Substance Registry System: 2-(4-METHOXYPHENYLAMINO)-2-THIOXOACETAMIDE(71369-81-8)

Safety Data

• Hazardous Substances Data: 71369-81-8(Hazardous Substances Data)

Usage

General Description

2-(4-Methoxyphenylamino)-2-thioxoacetamide, also known as methoxsalen, is a synthetic compound used in medicine and pharmacology. It is commonly used in combination with ultraviolet light therapy to treat skin conditions such as psoriasis and vitiligo. Methoxsalen works by increasing the skin's sensitivity to UV light, which helps to slow down the rapid growth of skin cells and reduce inflammation. In addition to its use in dermatology, methoxsalen has also been investigated for its potential anti-cancer properties, particularly in the treatment of certain types of skin cancer. Due to its photosensitizing properties, it is important to use caution when taking methoxsalen and to avoid excessive sunlight exposure during and after treatment.

InChI:InChI=1/C9H10N2O2S/c1-13-7-4-2-6(3-5-7)11-9(14)8(10)12/h2-5H,1H3,(H2,10,12)(H,11,14)

Upstream product

• 104-94-9 4-methoxy-aniline 
• 79-07-2 Chloroacetamide 

Downstream Products

• 946-12-3 6-methoxybenzothiazole-2-carboxamide 
• 943-03-3 2-cyano-6-methoxybenzothiazole 
• 946-13-4 6-methoxybenzo[d]thiazol-2-carboxylic acid 
• 946-61-2 1-Thio-oxalsaeure-1-<4-methoxy-anilid> 

Relevant articles and documents

A new application of the mild thiolation concept for an efficient three-step synthesis of 2-cyanobenzothiazoles: A new approach to Firefly-luciferin precursors

An easy, low cost and upscalable three-step synthesis of Firefly luciferin precursors is presented. The 6-alkoxy-2-cyano-benzothiazoles (1) were synthesized starting from easily available O-alkylated 4-aminophenoles (2) via a mild thiolation, Jacobsen cyclization and dehydratization sequence.

Some chemistry of 4,5-dichloro-1,2,3-dithiazolium chloride and its derivatives

4,5-Dichloro-1,2,3-dithiazolium chloride 1 reacts with fluoroanilines (see Table 1) to give the iminodithiazoles 5 in very high yield.Thermolysis of the latter gave the corresponding 2-cyanobenzothiazoles 6 together, in some cases, with the cyanoimidoyl chlorides 7.This reaction sequence provides modest yields of 2-cyanobenzothiazoles from the corresponding aniline, in two steps.Treatment of the iminodithiazoles with m-chloroperbenzoic acid in dichloromethane at or below room temperature opened the heterocyclic ring to give the N-arylcyanothioformamides (e.g. 8 --> 10), except for the p-nitrophenyl compound which gave p-nitrophenyl isothiocyanate 14 in high yield.