102878-14-8

Basic information

• Product Name: 6-CHLORONAPHTHALENE-2-SULFONIC ACID
• Synonyms: 6-CHLORONAPHTHALENE-2-SULFONIC ACID
• CAS NO: 102878-14-8
• Molecular Formula: C₁₀H₇ClO₃S
• Molecular Weight: 242.68
• Mol File: 102878-14-8.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Density: 1.533±0.06 g/cm3(Predicted)
• PKA: 0.13±0.40(Predicted)
• CAS DataBase Reference: 6-CHLORONAPHTHALENE-2-SULFONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 6-CHLORONAPHTHALENE-2-SULFONIC ACID(102878-14-8)
• EPA Substance Registry System: 6-CHLORONAPHTHALENE-2-SULFONIC ACID(102878-14-8)

Safety Data

• Hazardous Substances Data: 102878-14-8(Hazardous Substances Data)

Usage

Description

6-Chloronaphthalene-2-sulfonic acid is a chemical compound characterized by a naphthalene ring with a chlorine atom and a sulfonic acid group attached at the 6th and 2nd positions, respectively. It is known for its role as a reactive intermediate in the production of dyes, pigments, and other organic compounds.

Uses

Used in Dye and Pigment Production:
6-Chloronaphthalene-2-sulfonic acid is utilized as a reactive intermediate for the synthesis of various dyes and pigments, contributing to the coloration and stability of these products.
Used in Textile Industry:
In the textile industry, 6-Chloronaphthalene-2-sulfonic acid is employed as a dyeing agent, enhancing the colorfastness and quality of dyed fabrics.
Used in Pharmaceutical Synthesis:
6-Chloronaphthalene-2-sulfonic acid is used as a chemical intermediate in the synthesis of pharmaceuticals, playing a crucial role in the development of new drugs.
Used in Agrochemical Synthesis:
6-CHLORONAPHTHALENE-2-SULFONIC ACID is also utilized as a chemical intermediate in the production of agrochemicals, contributing to the effectiveness of these products in agricultural applications.
Safety Precautions:
It is important to handle 6-Chloronaphthalene-2-sulfonic acid with care, as it is corrosive to skin and eyes and may cause irritation upon contact. Proper safety measures should be taken during its use to minimize potential hazards.

Upstream product

• 91-58-7 2-chloronaphthalene 
• 7664-93-9 sulfuric acid 
• 93-00-5 Bronner acid 

Downstream Products

• 724706-30-3 4-(6-chloro-naphthalene-2-sulfonyl)-piperazine-2-carboxylic acid cyclohexylmethyl-amide 
• 203521-17-9 1-[(6-chloronaphthalen-2-yl]sulfonyl]piperazine 
• 792172-61-3 1-[(6-chloro-2-naphthyl)sulfonyl]-4-[3-methoxy-4-(4-pyridyl)benzoyl]piperazine 
• 207798-71-8 1-[(6-chloronaphthalen-2-yl)sulfonyl]-4-[4-(pyridin-4-yl)benzoyl]piperazine 
• 102153-63-9 6-chloronaphth-2-ylsulfonyl chloride 

Relevant articles and documents

SUBSTITUTED SULFONAMIDES USEFUL AS ANTIAPOPTOTIC BCL INHIBITORS

Disclosed are compounds of Formula (I), or a pharmaceutically acceptable salt thereof, wherein: W and Q and G are defined herein. Also disclosed are methods of using such compounds as inhibitors of Bcl-2 family antiapoptotic proteins for the treatment of cancer; and pharmaceutical compositions comprising such compounds.

Design, synthesis, and biological activity of non-basic compounds as factor Xa inhibitors: SAR study of S1 and aryl binding sites

Compound 7 was identified as the active metabolite of 6 by HPLC and mass spectral analysis. Modification of lead compound 7 by transformation of its N-oxide 6-6 biaryl ring system and fused aromatics produced a series of non-basic fXa inhibitors with excellent potency in anti-fXa and anticoagulant assays. The optimized compounds 73b and 75b showed sub to one digit micromolar anticoagulant activity (PTCT2). Particularly, anti-fXa activity was detected in plasma of rats orally administered with 1 mg/kg of compound 75b.

Synthesis and conformational analysis of a non-amidine factor Xa inhibitor that incorporates 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine as S4 binding element

Our exploratory study was based on the concept that a non-amidine factor Xa (fXa) inhibitor is suitable for an orally available anticoagulant. We synthesized and evaluated a series of N-(6-chloronaphthalen-2-yl) sulfonylpiperazine derivatives incorporating various fused-bicyclic rings containing an aliphatic amine expected to be S4 binding element. Among this series, 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c]pyridine type 61 displayed orally potent anti-fXa activity and evident prolongation of prothrombin time (PT) with the moderate bioavailability in rats. The X-ray crystal analysis afforded an obvious binding mode that 5-methyl-4,5,6,7-tetrahydrothiazolo[5,4-c] pyridine and 6-chloronaphthalene respectively bound to S4 and S1 subsites. In this X-ray study, we discovered a novel intramolecular S-O close contact. Ab initio energy calculations of model compounds deduced that conformers with the most close S-O proximity were most stable. The Mulliken population analysis proposed that this energy profile was caused by both of electrostatic S-O affinity and N-O repulsion. The results of these calculations and X-ray analysis suggested a possibility that the restricted conformation effected the affinity to S4 subsite of fXa.