149436-41-9

Basic information

• Product Name: N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride
• Synonyms: N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride;2-Amino-1-(2-methoxy-4-methanesulfonylamino-5-phenoxyphenyl)ethanone hydrochloride;Iguratimod Impurity 8;Methanesulfonamide,N-[4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl]-,hydrochloride;-5-methoxy-2-phenoxyphenyl);N-(4-(2-Aminoacetyl)
• CAS NO: 149436-41-9
• Molecular Formula: C16H19ClN2O5S
• Molecular Weight: 386.85
• Mol File: 149436-41-9.mol

Chemical Properties

• Boiling Point: 526 °C at 760 mmHg
• Flash Point: 271.9 °C
• Appearance: /
• Vapor Pressure: 3.73E-11mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride(149436-41-9)
• EPA Substance Registry System: N-(4-(2-aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride(149436-41-9)

Safety Data

• Hazardous Substances Data: 149436-41-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Applications:
N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride is used as a potential therapeutic agent for its ability to interact with various biological targets. The presence of the aminoacetyl and phenoxyphenyl groups may allow it to modulate signaling pathways or bind to specific receptors, offering potential benefits in the treatment of certain diseases.
Used in Materials Science:
In the field of materials science, N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride is used as a component in the development of new materials. Its ionic nature and solubility properties may contribute to the creation of novel materials with unique properties, such as improved conductivity or enhanced stability.
Used in Chemical Research:
N-(4-(2-Aminoacetyl)-5-methoxy-2-phenoxyphenyl)methanesulfonamide hydrochloride is used as a research compound in the study of organic chemistry. Its complex structure and potential reactivity with other substances make it an interesting subject for investigations into new reaction mechanisms or the synthesis of novel compounds.

InChI:InChI=1/C16H18N2O5S.ClH/c1-22-15-9-13(18-24(2,20)21)16(8-12(15)14(19)10-17)23-11-6-4-3-5-7-11;/h3-9,18H,10,17H2,1-2H3;1H

Upstream product

• 108-95-2 phenol 
• 10298-80-3 2-chloro-5-methoxynitrobenzene 
• 76838-72-7 5-methoxy-2-phenoxyaniline 
• 84594-95-6 5-methoxy-1-nitro-2-phenoxybenzene 
• 6011-14-9 2-aminoacetonitrile hydrochloride 
• 123664-84-6 N-(5-methoxy-2-phenoxyphenyl)methanesulfonamide 

Downstream Products

• 149456-98-4 N-(2-(2-methoxy-4-(methylsulfonamido)-5-phenoxyphenyl)-2-oxoethyl)formamide 

Relevant articles and documents

Preparation method of iguratimod intermediate IV

The invention discloses a preparation method of an iguratimod intermediate IV, and belongs to the technical field of the pharmaceutical and chemical industry. The preparation method provided by the invention utilizes nitromethane instead of nitrobenzene as a solvent for preparing the iguratimod intermediate IV (alpha-amino-2-methoxy-4-methanesulfonamido-5-phenoxyphenyl ethanone hydrochloride); the prepared iguratimod intermediate IV has a weight yield up to 102-105% and a purity up to 99% or more than 99%. In addition, nitromethane as the solvent of the reaction further has advantages of having weak odor and less pollution, reducing damage to human body, facilitating post-treatment and purity improvement of products, and making final products without residues of genotoxic impurity nitrobenzene.

Synthesis and antiinflammatory activity of 7-methanesulfonylamino-6- phenoxychromones. Antiarthritic effect of the 3-formylamino compound (T-614) in chronic inflammatory disease models

A group of derivatives of 7-methanesulfonylamino-6-phenoxychromone (1) at the pyrone and phenoxy rings was synthesized starting with 4-chloro-3- nitroanisole and evaluated against acute and chronic inflammations in oral administration in animals. Significant potency in the rat models of carrageenin-induced edema (CPE) and adjuvant-induced arthritis (AA) was realized with 2'-fluoro and 2',4'-difluoro derivatives (9a and 9d), and 3- formylamino derivative (19a) and its 2'-fluoro and 2',4'-difluoro compounds (22a and 22d), displaying AA therapeutic effect of ED40=2.5-7.1 mg/kg/d for 7 d and AA prophylactic effect of 53-70% inhibition at the dosage of 3 mg/kg/d for 22 d. To identify a candidate for further pharmacological study, the five compounds were subjected to evaluation of their gastro-ulcerogenic liability, leading to selection of the fluorine-free compound 19a which did not cause acute ulceration at 300 mg/kg in oral administration in rats. Compound 19a (ED40=3.6 mg/kg in established AA) possessed good therapeutic efficacy against type II collagen-induced arthritis in DBA/1J mice with doses of 30 and 100 mg/kg, suggesting the development of 19a (designated T-614) as a prospective disease-modifying antirheumatic agent. In addition, a preparative-scale synthetic route to T-614 has been established.