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359785

Sigma-Aldrich

8-Quinolinethiol hydrochloride

97%

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Synonym(s):
8-Mercaptoquinoline hydrochloride, Thiooxine hydrochloride
Empirical Formula (Hill Notation):
C9H7NS · HCl
CAS Number:
Molecular Weight:
197.68
Beilstein:
3694939
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

97%

form

solid

mp

165 °C (dec.) (lit.)

solubility

ethanol: soluble 50 mg/mL, clear, dark orange-brown

SMILES string

Cl[H].Sc1cccc2cccnc12

InChI

1S/C9H7NS.ClH/c11-8-5-1-3-7-4-2-6-10-9(7)8;/h1-6,11H;1H

InChI key

RWBSBQAUAJSGHY-UHFFFAOYSA-N

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Application

8-Quinolinethiol hydrochloride may be used in the synthesis of N2S2-donor tetradentate ligands.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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

Certificates of Analysis (COA)

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N Ashizawa et al.
Biological & pharmaceutical bulletin, 17(2), 207-211 (1994-02-01)
The effects of various metal chelators on endothelin (ET)-converting enzyme (ECE) activity were examined in vitro. Three chelators, 2,3-dimercapto-1-propanol (DMP), toluene-3,4-dithiol (TDT) and 8-mercaptoquinoline (8-MQ), were found to dose-dependently inhibit ECE activity, but this inhibition was much weaker compared with
N Ashizawa et al.
Biological & pharmaceutical bulletin, 17(2), 212-216 (1994-02-01)
The effects of metal chelators on endothelin (ET)-converting enzyme (ECE) activity in vivo were examined. Three compounds, (2,3-dimercapto-1-propanol (DMP), toluene-3,4-dithiol (TDT) and 8-mercaptoquinoline (8-MQ)), which inhibited ECE in in vitro studies, exhibited inhibitory activity towards big ET-1-induced sudden death in
Synthesis and coordination chemistry of tetradentate ligands containing two bidentate thioquinoline units: mononuclear complexes with Cu (I) and Cu (II), and a coordination polymer with Cu (I).
Tavacoli S, et al.
Polyhedron, 22(4), 507-514 (2003)
K Borg-Neczak et al.
Pharmacology & toxicology, 74(3), 185-192 (1994-03-01)
Oral administration of Ni2+ together with 8-hydroxyquinoline (8-OH-quinoline), 8-mercaptoquinoline (8-SH-quinoline) or 5-chloro-7-iodo-8-hydroxyquinoline (clioquinol) resulted in increased tissue levels of the metal in several tissues of mice in comparison with animals given the Ni2+ alone. Ni2+ forms lipophilic complexes with these
W D Figg et al.
Journal of chromatography, 652(2), 187-194 (1994-02-11)
This paper describes a reversed-phase, high-performance liquid chromatographic (HPLC) method for the isolation, detection, and quantification of TNP-470 (I) and one of its active metabolites, AGM-1883 (II), from plasma. These compounds are initially extracted from plasma with an organic solvent

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