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Merck

211370

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:
Molecular Weight:
96.11
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
EC Number:
232-262-9
MDL number:
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Product Name

Sulfamide, 99%

InChI key

NVBFHJWHLNUMCV-UHFFFAOYSA-N

InChI

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

SMILES string

NS(N)(=O)=O

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.)

Quality Level

Gene Information

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

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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.

General description

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

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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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