4-(2-Aminoethyl)benzenesulfonamide Chemical Properties

Melting point:

150-152 °C (lit.)

Boiling point:

387.4±44.0 °C(Predicted)

Density 

1.2581 (rough estimate)

vapor pressure 

0Pa at 25℃

refractive index 

1.5690 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Slightly), Methanol (Slightly)

pka

10.16±0.10(Predicted)

form 

Solid

color 

White

Water Solubility 

15.5g/L at 20℃

InChI

InChI=1S/C8H12N2O2S/c9-6-5-7-1-3-8(4-2-7)13(10,11)12/h1-4H,5-6,9H2,(H2,10,11,12)

InChIKey

FXNSVEQMUYPYJS-UHFFFAOYSA-N

SMILES

C1(S(N)(=O)=O)=CC=C(CCN)C=C1

LogP

-3.1 at 19.8℃

CAS DataBase Reference

35303-76-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

C,Xi,Xn

Risk Statements 

34-22-36/37/38-20/21/22

Safety Statements 

45-36/37/39-26-36-24/25

RIDADR 

UN3259

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

8

PackingGroup 

III

HS Code 

29350090

MSDS

• Language:English Provider:4-(2-Aminoethyl)benzenesulfonamide
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4-(2-Aminoethyl)benzenesulfonamide Usage And Synthesis

Uses

4-(2-Aminoethyl)benzenesulfonamide is used as the starting material in the synthesis of Des(5-methylpyrazinecarbonyl) trans-4-Methyl Glipizide (D292605); a degradation product of Glimepiride (G410150) which is a sulfonylurea hypoglycemic agent and an antidiabetic. 4-(2-Aminoethyl)benzenesulfonamide is also used as a reagent in the synthesis of deorphaning pyrrolopyrazines as potent multi-target antimalarial agents.

Chemical Properties

white to yellowish crystalline powder

Uses

4-(2-Aminoethyl)benzenesulfonamide was used to develop a model system to study the implementation of a microfluid chip required for Fourier transform measurements of biochemical interactions.

General Description

The human hepatocellular carcinoma (HCC) cells were treated with its inhibitor 4-(2-aminoethyl)benzenesulfonamide.

Flammability and Explosibility

Not classified

Synthesis

The general procedure for the synthesis of 4-(2-aminoethyl)benzenesulfonamide from the compound (CAS:223253-87-0) was as follows: compound II was dissolved in 80 mL of acetone. Under the condition of ice water bath, 150 mL of concentrated ammonia was added to the reaction mixture and the reaction was stirred at room temperature. After completion of the reaction, the mixture was poured into 500 mL of ice water and the solid was collected by filtration. The filter cake was acidified with 200 mL of 2N hydrochloric acid. Subsequently, the mixture was heated to reflux for 6 hours and filtered. The filtrate was dissolved in hot water and the pH was adjusted to 11-12 with 2N KOH solution. after cooling in an ice bath, the solution was boiled naturally and cooled again to precipitate a pale yellow precipitate. After filtration, it was dried under vacuum to obtain 21.6 g (0.108 mol) of compound III, i.e., 4-(2-aminoethyl)benzenesulfonamide.

References

[1] Patent: CN107879955, 2018, A. Location in patent: Paragraph 0050

4-(2-Aminoethyl)benzenesulfonamide(35303-76-5)Related Product Information

• Phenethyl isocyanate
• 3-Ethyl-2,5-Dihydro-4-Methyl-2-Oxo-N-(2-Phenylethyl)-1h-Pyrrole-1-Carboxamide
• GLIMEPIRIDE RELATED COMPOUND C (20 MG) (GLIMEPIRIDE URETHANE)
• 4-12-00-02470 (Beilstein Handbook Reference)
• Glimepiride Impurity 19
• 4-[2-[(3-Ethyl-4-methyl-2-oxo-3-pyrrolin-1-yl)carboxamido]ethyl]benzenesulfonamide
• trans-4-Methylcyclohexyl amine
• methyl hydrogen sulphate
• Glimepiride Impurity 2
• Meta-GliMepiride IMpurity
• GliMepiride EP IMpurity J
• Benzenesulfonamide, 3-(2-aminoethyl)- (9CI)
• trans-4-Methycyclohexyl isocyanate
• ortho-GliMepiride IMpurity
• [[4-[2-[[(3-Ethyl-2,5-dihydro-4-methyl-2-oxo-1H-pyrrol-1-yl)carbonyl]amino]ethyl]phenyl]sulfonyl]-carbamic acid ethyl ester
• cis-Glimepiride
• Glimepiride
• Glimepiride Impurity 30