2-Aminobenzenesulfonamide

Names

[ Name ]:
2-Aminobenzenesulfonamide

[Synonym ]:
2-Aminobenzenesulfonamide
orthanilamide
aminobenzenesulfonamide
2-Sulphamoylaniline
EINECS 221-988-1
MFCD08443599
sulfamoylaniline
o-sulfanilamide
2-amino-benzenesulfonamid
Benzenesulfonamide, 2-amino-
o-amino-benzenesulfonamid
2-Aminobenzenesulfonamde
2-Amino-Benzensulfonamide
o-aminobenzenesulfonamide
2-Aminobenzenesulfamide

Biological Activity

[Description]:

2-Aminobenzenesulfonamide is a carbonic anhydrase IX inhibitor.

[Related Catalog]:

Signaling Pathways >> Metabolic Enzyme/Protease >> Carbonic Anhydrase

Research Areas >> Cancer

[Target]

carbonic anhydrase IX[1]

[References]

[1]. Vullo D, et al. Carbonic anhydrase inhibitors: inhibition of the tumor-associated isozyme IX with aromatic and heterocyclic sulfonamides. Bioorg Med Chem Lett. 2003 Mar 24;13(6):1005-9.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
392.7±44.0 °C at 760 mmHg

[ Melting Point ]:
155-157 °C(lit.)

[ Molecular Formula ]:
C₆H₈N₂O₂S

[ Molecular Weight ]:
172.205

[ Flash Point ]:
191.3±28.4 °C

[ Exact Mass ]:
172.030655

[ PSA ]:
94.56000

[ LogP ]:
0.22

[ Vapour Pressure ]:
0.0±0.9 mmHg at 25°C

[ Index of Refraction ]:
1.628

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DA9449000

CHEMICAL NAME :: Benzenesulfonamide, o-amino-

CAS REGISTRY NUMBER :: 3306-62-5

BEILSTEIN REFERENCE NO. :: 0512329

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C6-H8-N2-O2-S

MOLECULAR WEIGHT :: 172.22

WISWESSER LINE NOTATION :: ZSWR BZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: QJPPAL Quarterly Journal of Pharmacy & Pharmacology. (London, UK) V.2-21, 1929-48. For publisher information, see JPPMAB. Volume(issue)/page/year: 10,319,1937 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84518 No. of Facilities: 28 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 168 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H319

[ Precautionary Statements ]:
P305 + P351 + P338

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xi:Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
S36/37/39-S26-S22

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
DA9449000

[ HS Code ]:
2935009090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2935009090

[ Summary ]:
2935009090 other sulphonamides VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:35.0%

Articles

Hepatitis C virus NS3 protease inhibitors comprising a novel aromatic P1 moiety.

Bioorg. Med. Chem. 16(6) , 2955-67, (2008)

Inhibition of the hepatitis C virus (HCV) NS3 protease has emerged as an attractive approach to defeat the global hepatitis C epidemic. In this work, we present the synthesis and biochemical evaluatio...

Nitrogen-15 nuclear magnetic resonance study of benzenesulfonamide and cyanate binding to carbonic anhydrase.

Biochemistry 22 , 2658, (1983)

Heterocycles with a benzothiadiazepine moiety. 5. Derivatives of pyrrolo[2,1-d][1,2,5]benzothiadiazepine, a novel tricyclic ring.

Il Farmaco 52(6-7) , 375-8, (1997)

The synthesis of pyrrolo[2,1-d][1,2,5]benzothiadiazepin-7(6H)-one 5,5-dioxide has been achieved by reaction between 2-(1H-pyrrol-1-yl)benzenesulfonamide and triphosgene. N-Ethylation of the tricyclic ...