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131768

Sigma-Aldrich

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
Beilstein/REAXYS Number:
1108135
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

liquid

mp

136-138 °C (lit.)

solubility

H2O: slightly soluble
alcohol: freely soluble
benzene: freely soluble
chloroform: freely soluble
diethyl ether: freely soluble

SMILES string

Oc1ccccc1C(=O)Nc2ccccc2

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)

InChI key

WKEDVNSFRWHDNR-UHFFFAOYSA-N

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General description

Salicylanilide inhibited mycobacterial isocitrate lyase (ICL) and showed a significant antimycobacterial effect[1].

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_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


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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
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
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
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.
Ales Imramovsky et al.
Bioorganic & medicinal chemistry letters, 21(15), 4564-4567 (2011-07-05)
A series of photosynthetic electron transport (PET) inhibitors from the group of salicylanilide alkylcarbamates was investigated. The compounds were analyzed using RP-HPLC to determine lipophilicity, and their PET inhibition was determined in spinach (Spinacia oleracea L.) chloroplasts. The site of

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