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211370

Sigma-Aldrich

Sulfamide

99%

Synonym(s):

Imidosulfamic acid, Sulfamoylamine, Sulfonyl diamide, Sulfuryl amide, Sulfuryl diamide

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About This Item

Linear Formula:
(NH2)2SO2
CAS Number:
7803-58-9
Molecular Weight:
96.11
EC Number:
232-262-9
MDL number:
MFCD00011606
UNSPSC Code:
12352100
PubChem Substance ID:
24852683
NACRES:
NA.22

Quality Level

200

Assay

99%

mp

90-92 °C (lit.)

solubility

water: soluble 50 mg/mL, clear, colorless to faintly yellow

density

1.611 g/mL at 25 °C (lit.)

SMILES string

NS(N)(=O)=O

InChI

1S/H4N2O2S/c1-5(2,3)4/h(H4,1,2,3,4)

InChI key

NVBFHJWHLNUMCV-UHFFFAOYSA-N

Gene Information

human ... CA1(759) , CA2(760)

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General description

Sulfamide, a polar aprotic solvent compatible with Grignard reagents, is used as a functional group in medicinal chemistry.

Application

Sulfamide was used in the synthesis of:
  • Schiff bases of the type ArCH=NSO2NH2
  • 1H,3H-2,1,3-benzothiadiazin-4-one-2,2-dioxide (BTDD)
  • sulfamide analogs of oleoylethanolamide analogs in a study of PPARα activation.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
U9467
BCCD5505
U5133
U1945
1313608V

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Anomeric effects in sulfamides
Eric H et al.
The Journal of Physical Chemistry A, 120, 3677-3682 (2016)
Sulfamides and sulfonamides as polar aprotic solvents
Herman R G et al.
The Journal of Organic Chemistry, 52, 479-483 (1987)
Bacterial cleavage of nitrogen to sulfone bonds in sulfamide and 1H-2, 1, 3-benzothiadiazin-4 (3H)-one 2, 2-dioxide: formation of 2-nitrobenzamide by Gordonia sp.
Rein U and Cook AM.
FEMS Microbiology Letters, 172(2), 107-113 (1999)
Anna Di Fiore et al.
Bioorganic & medicinal chemistry letters, 20(12), 3601-3605 (2010-05-18)
We investigated the inhibition of carbonic anhydrase (CA, EC 4.2.1.1) isoforms I-XV with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenylsulfamide and other simple or sugar sulfamides, a class of less investigated CA inhibitors (CAIs). The crystal structure of the adduct of hCA II with the boron-substituted
A Scozzafava et al.
Journal of enzyme inhibition, 15(5), 443-453 (2000-10-13)
Sulfamide and sulfamic acid are the simplest compounds containing the SO2NH2 moiety, responsible for binding to the Zn(II) ion within carbonic anhydrase (CA, EC 4.2.1.1) active site, and thus acting as inhibitors of the many CA isozymes presently known. Here
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