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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

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Sulfamides and sulfonamides as polar aprotic solvents
Herman R G et al.
The Journal of Organic Chemistry, 52, 479-483 (1987)
Carolina Cano et al.
Journal of medicinal chemistry, 50(2), 389-393 (2007-01-19)
Long chain saturated and unsaturated alkyl sulfamide and propyl sulfamide derivatives, analogs of oleoylethanolamide, have been synthesized and evaluated in vivo and in vitro as peroxisome proliferator activated receptor alpha (PPARalpha) activators. Additionally, the anorexic effects of the new compounds
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)
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
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
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