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133361

2-Naphthalenesulfonyl chloride

Name: 2-Naphthalenesulfonyl chloride
Brand: ALDRICH

99%

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About This Item

Empirical Formula (Hill Notation):

C₁₀H₇ClO₂S

CAS Number:

93-11-8

Molecular Weight:

226.68

UNSPSC Code:

12352100

NACRES:

NA.22

PubChem Substance ID:

24848104

EC Number:

202-219-9

Beilstein/REAXYS Number:

641898

MDL number:

MFCD00004087

Assay:

99%

Form:

solid

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Properties

Quality Level

200

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

Description

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

GHS05

signalword

Danger

hcodes

H290,H314

pcodes

P234 - P260 - P280 - P303 + P361 + P353 - P304 + P340 + P310 - P305 + P351 + P338

Hazard Classifications

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

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

ppe

Eyeshields, Faceshields, Gloves, type P3 (EN 143) respirator cartridges

Regulatory Information

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From histamine to imidazolylalkyl-sulfonamides: the design of a novel series of histamine H3-receptor antagonists.

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.

Derivatization of primary amines by 2-naphthalenesulfonyl chloride for high-performance liquid chromatographic assay of neomycin sulfate.

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

Derivatization of secondary amines with 2-naphthalene-sulfonyl chloride for high-performance liquid chromatographic analysis of spectinomycin.