2-Aminobenzenesulfonamide Chemical Properties

Melting point:

155-157 °C(lit.)

Boiling point:

392.7±44.0 °C(Predicted)

Density 

1.3250 (rough estimate)

refractive index 

1.6490 (estimate)

storage temp. 

Keep in dark place,Inert atmosphere,Room temperature

solubility 

DMSO (Sparingly), Methanol (Slightly)

pka

10.29±0.60(Predicted)

form 

Solid

color 

Off-White to Beige

Water Solubility 

6.655g/L(24 ºC)

InChI

InChI=1S/C6H8N2O2S/c7-5-3-1-2-4-6(5)11(8,9)10/h1-4H,7H2,(H2,8,9,10)

InChIKey

YAZSBRQTAHVVGE-UHFFFAOYSA-N

SMILES

C1(S(N)(=O)=O)=CC=CC=C1N

CAS DataBase Reference

3306-62-5(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

36/37/39-26-22-36

WGK Germany 

3

RTECS 

DA9449000

Hazard Note 

Irritant

HS Code 

29350090

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2-Aminobenzenesulfonamide Usage And Synthesis

Chemical Properties

white to pale cream crystalline powder or crystals

Uses

Diuretic;Inhibitor of carbonic anhydrase B

Definition

ChEBI: 2-aminobenzenesulfonamide is a sulfonamide and a member of benzenes.

Synthesis

General procedure for the synthesis of o-aminobenzenesulfonamide from 2-nitrobenzenesulfonamide: 2-nitrobenzenesulfonamide (80.0 g, 0.58 mol) was dissolved in methanol in the presence of a Pd/C catalyst (10.0 g, 13% w/w) to prepare a solution with a mass concentration of 10%. The hydrogenation reaction was carried out at 50 psi hydrogen pressure and 60°C and the reaction was continued overnight. Upon completion of the reaction, the catalyst was removed by filtration and the filtrate was concentrated to give 60 g of off-white solid o-aminobenzenesulfonamide in 95% yield.

IC 50

CA Ⅸ

Solubility in organics

2-Aminobenzenesulfonamide is freely soluble in water, glacial acetic acid, ethyl alcohol, acetone, and methanol; insoluble in benzene.

References

[1] Patent: CN104761514, 2016, B. Location in patent: Paragraph 0028-0030
[2] Tetrahedron Letters, 2001, vol. 42, # 33, p. 5601 - 5603
[3] Bioorganic and Medicinal Chemistry, 2012, vol. 20, # 7, p. 2455 - 2478
[4] Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 17, p. 5647 - 5647
[5] Bihang till Svenska Vet.-Akad. Handlingar, vol. 27, p. II, No. 1, S. 4

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