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A9584

Sigma-Aldrich

N-Acetoxy-N-acetyl-4-chlorobenzenesulfonamide

≥98%

Synonym(s):

O-Acetyl-N-(4-chlorophenylsulfonyl)acethydroxamic acid, HOPO

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About This Item

Empirical Formula (Hill Notation):
C10H10ClNO5S
CAS Number:
142867-52-5
Molecular Weight:
291.71
Beilstein:
5821854
MDL number:
MFCD00467860
UNSPSC Code:
12352100
PubChem Substance ID:
57653900

Assay

≥98%

form

flakes

storage temp.

2-8°C

SMILES string

CC(=O)ON(C(C)=O)S(=O)(=O)c1ccc(Cl)cc1

InChI

1S/C10H10ClNO5S/c1-7(13)12(17-8(2)14)18(15,16)10-5-3-9(11)4-6-10/h3-6H,1-2H3

InChI key

GWYBSWWLKXEDLB-UHFFFAOYSA-N

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Application

Nitroxyl (HNO) releasing compound in neutral solution

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)

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J M Fukuto et al.
Biochemical and biophysical research communications, 187(3), 1367-1373 (1992-09-30)
N,O-Diacylated-N-hydroxyarylsulfonamides are capable of slowly releasing nitroxyl (HNO) by simple, non-enzymatic hydrolysis in Krebs solution at 37 degrees C. Release of nitric oxide (NO) was not seen. These compounds were also found to elicit vasorelaxation in rabbit thoracic aorta in
M J Lee et al.
Journal of medicinal chemistry, 35(20), 3648-3652 (1992-10-02)
In the preceding paper, analogs of chlorpropamide with an OMe substituent on the sulfonamide nitrogen were shown to inhibit aldehyde dehydrogenase (AlDH), and it was postulated that these compounds were bioactivated by O-demethylation to release nitroxyl (HN = O, nitrosyl

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