595582-47-1

Basic information

• Product Name: 3-NITRO-4-METHOXYANILINOSULFONYL ACETIC ACID
• Synonyms: 3-NITRO-4-METHOXYANILINOSULFONYL ACETIC ACID
• CAS NO: 595582-47-1
• Molecular Formula: C₉H₁₀N₂O₇S
• Molecular Weight: 290.25
• Mol File: 595582-47-1.mol

Chemical Properties

• Boiling Point: 527.9°C at 760 mmHg
• Flash Point: 273.1°C
• Appearance: /
• Density: 1.64g/cm³
• Vapor Pressure: 5.65E-12mmHg at 25°C
• Refractive Index: 1.624
• PKA: 2.54±0.10(Predicted)
• CAS DataBase Reference: 3-NITRO-4-METHOXYANILINOSULFONYL ACETIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 3-NITRO-4-METHOXYANILINOSULFONYL ACETIC ACID(595582-47-1)
• EPA Substance Registry System: 3-NITRO-4-METHOXYANILINOSULFONYL ACETIC ACID(595582-47-1)

Safety Data

• Hazardous Substances Data: 595582-47-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H10N2O7S/c1-18-8-3-2-6(4-7(8)11(14)15)10-19(16,17)5-9(12)13/h2-4,10H,5H2,1H3,(H,12,13)

Upstream product

• 364-76-1 4-Fluoro-3-nitroaniline 
• 577-72-0 4-methoxy-3-nitroaniline 
• 1445726-97-5 ethyl 2-(N-(4-Methoxy-3-nitrophenyl)sulfamoyl)acetate 

Downstream Products

• 595582-56-2 (E)-methyl 2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetate 
• 1445726-84-0 (E)-methyl 2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)propanoate 
• 1445726-85-1 (E)-methyl 2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)-2-methylpropanoate 
• 1445726-86-2 (E)-methyl 2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)-2-phenylacetate 
• 1445726-87-3 (E)-methyl 2-(4-fluorophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetate 
• 1445726-88-4 (E)-methyl 2-(4-chlorophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetate 
• 1445726-89-5 (E)-methyl 2-(4-bromophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetate 
• 595582-55-1 (E)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetic acid 
• 1445726-90-8 (E)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)propanoic acid 
• 1445726-91-9 (E)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)-2-methylpropanoic acid 
• 1445726-92-0 (E)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)-2-phenylacetic acid 
• 1445726-93-1 (E)-2-(4-fluorophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetic acid 
• 1445726-94-2 (E)-2-(4-chlorophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetic acid 
• 1445726-95-3 (E)-2-(4-bromophenyl)-2-(2-methoxy-5-(2-(2,4,6-trimethoxyphenyl)vinylsulfonamido)phenylamino)acetic acid 

Relevant articles and documents

2,4,6-TRIALKOXYSTRYL ARYL SULFONES, SULFONAMIDES AND CARBOXAMIDES, AND METHODS OF PREPARATION AND USE

Compounds according to Formula (I) are provided and salts thereof, wherein R1, R2, R33, R4, R5, R6, R13, A, X and Y are as defined herein. Methods for preparing compounds of Form

Design, synthesis, and biological evaluation of (E)-N-Aryl-2- arylethenesulfonamide analogues as potent and orally bioavailable microtubule-targeted anticancer agents

A series of novel (E)-N-aryl-2-arylethenesulfonamides (6) were synthesized and evaluated for their anticancer activity. Some of the compounds in this series showed potent cytotoxicity against a wide spectrum of cancer cell-lines (IC50 values ranging from 5 to 10 nM) including all drug resistant cell-lines. Nude mice xenograft assays with compound (E)-N-(3-amino-4- methoxyphenyl)-2-(2′,4′,6′-trimethoxyphenyl)ethenesulfonamide (6t) showed dramatic reduction in tumor size, indicating their in vivo potential as anticancer agents. A preliminary drug development study with compound 6t is predicted to have increased blood-brain barrier permeability relative to many clinically used antimitotic agents. Mechanistic studies indicate that 6t and some other analogues disrupted microtubule formation, formation of mitotic spindles, and arrest of cells in mitotic phase. Compound 6t inhibited purified tubulin polymerization in vitro and in vivo and circumvented drug resistance mediated by P-glycoprotein. Compound 6t specifically competed with colchicine binding to tubulin and with similar avidity as podophylltoxin, indicating its binding site on tubulin.