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133361

Sigma-Aldrich

2-Naphthalenesulfonyl chloride

99%

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About This Item

Empirical Formula (Hill Notation):
C10H7ClO2S
CAS Number:
93-11-8
Molecular Weight:
226.68
Beilstein:
641898
EC Number:
202-219-9
MDL number:
MFCD00004087
UNSPSC Code:
12352100
PubChem Substance ID:
24848104
NACRES:
NA.22

Assay

99%

form

solid

bp

147.7 °C/0.6 mmHg (lit.)

mp

74-76 °C (lit.)

SMILES string

ClS(=O)(=O)c1ccc2ccccc2c1

InChI

1S/C10H7ClO2S/c11-14(12,13)10-6-5-8-3-1-2-4-9(8)7-10/h1-7H

InChI key

OPECTNGATDYLSS-UHFFFAOYSA-N

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Application

2-Naphthalenesulfonyl chloride was employed as capping reagent for primary amine to convert histamine to a selective histamine H3-receptor antagonist. It was used for pre-column derivatization during the high-performance liquid chromatographic assay of neomycin sulfate.

Pictograms

Corrosion
GHS05

Signal Word

Danger

Hazard Statements

H290,H314

Hazard Classifications

Eye Dam. 1 - Met. Corr. 1 - Skin Corr. 1B

Storage Class Code

8A - Combustible corrosive hazardous materials

WGK

WGK 3

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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M J Tozer et al.
Bioorganic & medicinal chemistry letters, 9(13), 1825-1830 (1999-07-16)
Histamine was converted to a selective histamine H3-receptor antagonist by capping the primary amine with 2-naphthalenesulfonyl chloride. Higher receptor affinity and lower variability in the data from the various bioassays were achieved with the 2-naphthalensulfonamides of histamine homologues.
K Tsuji et al.
Journal of chromatography, 369(1), 105-115 (1986-11-07)
A normal phase high-performance liquid chromatographic (HPLC) method has been developed for the assay of neomycin sulfate. The method involves pre-column derivatization with 2-naphthalenesulfonyl chloride (NSCl) followed by extraction in chloroform and chromatography using a normal phase silica column with
K Tsuji et al.
Journal of chromatography, 333(2), 365-380 (1985-10-04)
A normal-phase high-performance liquid chromatographic (HPLC) method has been developed for the assay of spectinomycin hydrochloride and spectinomycin sulfate for detection at 254 nm. The method involves pre-column derivatization of secondary amines of spectinomycin with 2-naphthalenesulfonyl chloride (NSCl) using a

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