121315-20-6

Basic information

• Product Name: 2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate
• Synonyms: 3-AMINO-N-[2-[(2-SULFOXY)ETHYL]-SULFONYL]ETHYL BENZAMIDE,SODIUM;2-[2-(3-AMINOBENZAMIDE)ETHYLSULFONYL]ETHANOL HYDROGEN SULFATE;3-amino-n-[2-[[2-(sulfooxy)ethyl]sulfonyl]ethyl]-benzamid;2-[2-[(3-AMINOBENZOYL)AMINO]ETHYLSULFONYL]ETHYL HYDROGEN SULFATE;3-Amino-N-(2-((2-(sulfooxy)ethyl)sulfonyl)ethyl)benzamide;Benzamide, 3-amino-N-(2-((2-(sulfooxy)ethyl)sulfonyl)ethyl)-
• CAS NO: 121315-20-6
• Molecular Formula: C₁₁H₁₆N₂O₇S₂
• Molecular Weight: 352.38
• Mol File: 121315-20-6.mol
• Article Data: 0

Chemical Properties

• Appearance: white
• Density: 1.548 g/cm³
• Refractive Index: 1.603
• PKA: -3.85±0.18(Predicted)
• CAS DataBase Reference: 2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate(121315-20-6)
• EPA Substance Registry System: 2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate(121315-20-6)

Safety Data

• Hazardous Substances Data: 121315-20-6(Hazardous Substances Data)

Usage

General Description

2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate is a chemical compound with the molecular formula C12H17N3O6S. It is a sulfonated derivative of 3-aminobenzoic acid and is commonly used as a pharmaceutical ingredient. 2-[2-[(3-Aminobenzoyl)amino]ethylsulfonyl]ethyl hydrogen sulfate has been studied for its potential therapeutic applications, including as an anti-inflammatory and analgesic agent. It functions by modifying the activity of certain enzymes and receptors in the body, leading to a reduction in pain and inflammation. Additionally, it has shown promise in the treatment of certain skin conditions and may have potential applications in cancer therapy. However, further research is needed to fully understand its biological effects and potential medical uses.

InChI:InChI=1/C11H16N2O7S2/c12-10-3-1-2-9(8-10)11(14)13-4-6-21(15,16)7-5-20-22(17,18)19/h1-3,8H,4-7,12H2,(H,13,14)(H,17,18,19)

Synthetic route

2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate (121315-20-6) → C24H18Cl2N7O14S4(3-)*3Na(1+)

Conditions	Yield
Multi-step reaction with 2 steps 1.1: hydrogenchloride; sodium nitrite / water / 1.5 h / Cooling with ice 1.2: 2 h / 0 - 10 °C / pH 5.5 - 8 2.1: sodium hydrogencarbonate / 0 - 10 °C / pH 3.5 - 5 View Scheme

2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate (121315-20-6) → C40H35ClN8O20S6(4-)*4Na(1+)

Conditions	Yield
Multi-step reaction with 3 steps 1.1: hydrogenchloride; sodium nitrite / water / 1.5 h / Cooling with ice 1.2: 2 h / 0 - 10 °C / pH 5.5 - 8 2.1: sodium hydrogencarbonate / 0 - 10 °C / pH 3.5 - 5 3.1: sodium hydrogencarbonate / 40 - 60 °C / pH 3.5 - 5 View Scheme

2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate (121315-20-6) → C40H33ClN8O12S4(2-)*2Na(1+)

Conditions	Yield
Multi-step reaction with 4 steps 1.1: hydrogenchloride; sodium nitrite / water / 1.5 h / Cooling with ice 1.2: 2 h / 0 - 10 °C / pH 5.5 - 8 2.1: sodium hydrogencarbonate / 0 - 10 °C / pH 3.5 - 5 3.1: sodium hydrogencarbonate / 40 - 60 °C / pH 3.5 - 5 4.1: sodium carbonate / 40 - 70 °C / pH 9 - 10 View Scheme

2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate (121315-20-6) + 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid (90-20-0) → C21H19N4O14S4(3-)*3Na(1+)

Conditions	Yield
Stage #1: 2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate With hydrogenchloride; sodium nitrite In water for 1.5h; Cooling with ice; Stage #2: 4-amino-5-hydroxy-2,7-naphthalenedisulfonic acid With sodium hydrogencarbonate In water at 0 - 10℃; for 2h; pH=5.5 - 8;

2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate (121315-20-6) + 3,5-diaminobenzamide (53882-15-8) → C18H21N6O8S2(1-)*Na(1+)

Conditions	Yield
Stage #1: 2-[2-(3-aminobenzamido)ethylsulfonyl]ethanol sulfate With hydrogenchloride; sodium nitrite In water for 1.5h; Cooling with ice; Stage #2: 3,5-diaminobenzamide With sodium hydrogencarbonate In water at 0 - 10℃; for 2h; pH=3-5;