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C11804

Sigma-Aldrich

4-Sulfamoylbenzoic acid

97%

Synonym(s):

4-Carboxybenzenesulfonamide, Benzoic acid 4-sulfamide

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About This Item

Linear Formula:
HO2CC6H4SO2NH2
CAS Number:
138-41-0
Molecular Weight:
201.20
Beilstein:
1875393
EC Number:
205-327-4
MDL number:
MFCD00007938
UNSPSC Code:
12352108
PubChem Substance ID:
24892374
NACRES:
NA.22

Quality Level

200

Assay

97%

form

powder

reaction suitability

reagent type: cross-linking reagent

mp

285-295 °C (lit.)

functional group

carboxylic acid
sulfonamide

SMILES string

O=S(C(C=C1)=CC=C1C(O)=O)(N)=O

InChI

1S/C7H7NO4S/c8-13(11,12)6-3-1-5(2-4-6)7(9)10/h1-4H,(H,9,10)(H2,8,11,12)

InChI key

UCAGLBKTLXCODC-UHFFFAOYSA-N

Gene Information

human ... CA1(759) , CA2(760) , CA5A(763) , CA5B(11238) , CA9(768)

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General description

4-Sulfamoylbenzoic acid also known as 4-carboxybenzenesulfonamide, is a sulfonamide derivative of benzoic acid. It is a crosslinking reagent used widely in organic synthesis.

Application

4-Sulfamoylbenzoic acid is used to synthesize 4-sulfamoylbenzoyl chloride and isocyanate derivatives. Additionally, it can be used in the esterification of alcohols.

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)

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MKCQ2485
MKCP9687
MKCP3551
MKCM5489
MKCD9997

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Jean-Yves Winum et al.
Journal of medicinal chemistry, 48(6), 2121-2125 (2005-03-18)
Targeting proteins overexpressed in hypoxic tumors is as an important means of controlling cancer disease. One such protein is the carbonic anhydrase (CA) isoenzyme IX, which in some types of tumors is overexpressed 150-200-fold. We report here a series of
H C Palfrey et al.
The American journal of physiology, 246(3 Pt 1), C242-C246 (1984-03-01)
The secretory response of isolated perfused shark rectal gland was characterized with respect to its inhibition by a chemically related series of 5-sulfamoylbenzoic acid derivatives and certain phenoxyacetic acid derivatives. Maximal fluid and salt secretion was elicited with dibutyryl adenosine
Tiffani A Greene et al.
PloS one, 6(5), e20123-e20123 (2011-06-02)
Bitter taste stimuli are detected by a diverse family of G protein-coupled receptors (GPCRs) expressed in gustatory cells. Each bitter taste receptor (TAS2R) responds to an array of compounds, many of which are toxic and can be found in nature.
Daniel J Orton et al.
Analytical chemistry, 90(1), 737-744 (2017-11-22)
To better understand disease conditions and environmental perturbations, multiomic studies combining proteomic, lipidomic, and metabolomic analyses are vastly increasing in popularity. In a multiomic study, a single sample is typically extracted in multiple ways, and various analyses are performed using
Daniela Vullo et al.
Bioorganic & medicinal chemistry letters, 15(4), 963-969 (2005-02-03)
The inhibition of a newly cloned human carbonic anhydrase (CA, EC 4.2.1.1), isozyme XII (hCA XII), has been investigated with a series of sulfonamides, including some clinically used derivatives (acetazolamide, methazolamide, ethoxzolamide, dichlorophenamide, dorzolamide, brinzolamide, benzolamide, and sulpiride, or indisulam
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