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Merck
CN

131768

Salicylanilide

98%

Synonym(s):

2-Hydroxy-N-phenylbenzamide, 2-Hydroxybenzanilide, N-Phenylsalicylamide

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About This Item

Linear Formula:
2-(HO)C6H4CONHC6H5
CAS Number:
Molecular Weight:
213.23
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
EC Number:
201-727-8
Beilstein/REAXYS Number:
1108135
MDL number:
Assay:
98%
Form:
liquid
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InChI key

WKEDVNSFRWHDNR-UHFFFAOYSA-N

InChI

1S/C13H11NO2/c15-12-9-5-4-8-11(12)13(16)14-10-6-2-1-3-7-10/h1-9,15H,(H,14,16)

SMILES string

Oc1ccccc1C(=O)Nc2ccccc2

assay

98%

form

liquid

solubility

alcohol: freely soluble, benzene: freely soluble, chloroform: freely soluble, diethyl ether: freely soluble

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General description

Salicylanilide inhibited mycobacterial isocitrate lyase (ICL) and showed a significant antimycobacterial effect.

pictograms

Exclamation markEnvironment

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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Jarmila Vinsova et al.
Molecules (Basel, Switzerland), 12(1), 1-12 (2007-08-19)
A new series of salicylanilide acetates was synthesized and evaluated for their in vitro antifungal and antituberculotic activity. Some of the evaluated compounds possessed comparable or better antifungal activity than a fluconazole standard. All these compounds exhibited very good potential
Ales Imramovsky et al.
Molecules (Basel, Switzerland), 17(9), 10142-10158 (2012-08-28)
A series of twenty-five novel salicylanilide N-alkylcarbamates were investigated as potential acetylcholinesterase inhibitors. The compounds were tested for their ability to inhibit acetylcholinesterase (AChE) from electric eel (Electrophorus electricus L.). Experimental lipophilicity was determined, and the structure-activity relationships are discussed.
Rohit Sharma et al.
Recent patents on inflammation & allergy drug discovery, 7(2), 114-123 (2013-03-20)
Current TB regimen involves a combination of first and second line drugs which target only a small number of core metabolic processes such as deoxyribonucleic acid (DNA)/ ribonucleic acid (RNA) synthesis, cell wall synthesis, and energy metabolism pathways. New classes
Martin Krátký et al.
TheScientificWorldJournal, 2012, 290628-290628 (2012-06-06)
The resistance to antimicrobial agents brings a need of novel antimicrobial agents. We have synthesized and found the in vitro antibacterial activity of salicylanilide esters with benzoic acid (2-(phenylcarbamoyl)phenyl benzoates) in micromolar range. They were evaluated in vitro for the
Jim P Boyce et al.
Bioconjugate chemistry, 19(9), 1775-1784 (2008-09-04)
Salicylanilides were found as selective inhibitors of interleukin-12p40 production in stimulated dendritic cells. The conversion of one of these bioactive salicylanilides into a comparably bioactive, chemically labeled derivative was achieved using a facile and systematic functional group derivatization strategy. This

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