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Sigma-Aldrich

3-Chloro-2-methylbenzenesulfonyl chloride

97%

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About This Item

Linear Formula:
ClC6H3(CH3)SO2Cl
CAS Number:
Molecular Weight:
225.09
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Assay

97%

mp

71-74 °C (lit.)

SMILES string

Cc1c(Cl)cccc1S(Cl)(=O)=O

InChI

1S/C7H6Cl2O2S/c1-5-6(8)3-2-4-7(5)12(9,10)11/h2-4H,1H3

InChI key

ZSIYKAQPQRTBPF-UHFFFAOYSA-N

General description

3-Chloro-2-methylbenzenesulfonyl chloride is an aryl sulfonyl chloride derivative.

Application

3-Chloro-2-methylbenzenesulfonyl chloride may be used in the synthesis of ethyl [6-(3-chloro-2-methyl-benzenesulfonyl-amino)-pyridin-2-yl]-acetate and ethyl 2-(2-{[(3-chloro-2-methylphenyl)sulfonyl]amino}-1,3-thiazol-4-yl)acetate.

Pictograms

Corrosion

Signal Word

Danger

Hazard Statements

Hazard Classifications

Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

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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Tjeerd Barf et al.
Journal of medicinal chemistry, 45(18), 3813-3815 (2002-08-23)
Novel antidiabetic arylsulfonamidothiazoles are presented that exert action through selective inhibition of the 11beta-hydroxysteroid dehydrogenase type 1 (11beta-HSD1) enzyme, thereby attenuating hepatic gluconeogenesis. The diethylamide derivative 2a was shown to potently inhibit human 11beta-HSD1 (IC(50) = 52 nM), whereas the
P G De Benedetti et al.
Journal of medicinal chemistry, 30(3), 459-464 (1987-03-01)
A set of 25 4'-, eight 2',4'-, and five 2',4',6'-substituted 4-aminodiphenyl sulfones were tested for their inhibitory activity on dihydropteroate synthase of Escherichia coli. Linear regression analysis shows that enzymic inhibition indices correlate well with both quantum chemical and spectroscopic
Michael Siu et al.
Bioorganic & medicinal chemistry letters, 19(13), 3493-3497 (2009-05-29)
N-(Pyridin-2-yl) arylsulfonamides are identified as inhibitors of 11beta-hydroxysteroid dehydrogenase type 1 (11betaHSD1), an enzyme that catalyzes the reduction of the glucocorticoid cortisone to cortisol. Dysregulation of glucocorticoids has been implicated in the pathogenesis of diabetes and the metabolic syndrome. In

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