Salicylanilide

Salicylanilide^[1]
Names
	Preferred IUPAC name 2-Hydroxy-N-phenylbenzamide
	Other names 2-Hydroxybenzanilide
Identifiers
CAS Number	87-17-2 ;
3D model (JSmol)	Interactive image ;
Beilstein Reference	1108135
ChEBI	CHEBI:239133 ;
ChEMBL	ChEMBL82970 ;
ChemSpider	6610 ;
ECHA InfoCard	100.001.571
EC Number	201-727-8;
KEGG	C18915 ;
PubChem CID	6872 ;
UNII	LHP8NEY345 ;
CompTox Dashboard (EPA)	DTXSID7021784 ;
	InChI 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) Key: WKEDVNSFRWHDNR-UHFFFAOYSA-N ; InChI=1/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) Key: WKEDVNSFRWHDNR-UHFFFAOYAI;
	SMILES C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2O;
Properties
Chemical formula	C13H11NO2
Molar mass	213.236 g·mol−1
Appearance	White to off-white crystalline solid
Melting point	136 to 138 °C (277 to 280 °F; 409 to 411 K)
Hazards
	GHS labelling:
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H400
Precautionary statements	P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated March 20, 2025

Salicylanilide is a chemical compound which is the amide of salicylic acid and aniline. It is classified as both a salicylamide and an anilide.^[3]

Derivatives of salicylanilide have a variety of pharmacological uses. Chlorinated derivatives including niclosamide, oxyclozanide, and rafoxanide are used as anthelmintics, especially as flukicides. Brominated derivatives including dibromsalan, metabromsalan, and tribromsalan are used as topical antibacterials and antifungals.

Bromochlorosalicylanilide
Niclosamide
Oxyclozanide
Rafoxanide

References

↑ Salicylanilide at chemicalland21.com
↑ "Salicylanilide". pubchem.ncbi.nlm.nih.gov. Retrieved 13 December 2021.
↑ Salicylanilides at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

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[1] Salicylanilide at chemicalland21.com

[2] "Salicylanilide". pubchem.ncbi.nlm.nih.gov. Retrieved 13 December 2021.

[3] Salicylanilides at the U.S. National Library of Medicine Medical Subject Headings (MeSH)

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Names

Preferred IUPAC name 2-Hydroxy-N-phenylbenzamide
Other names 2-Hydroxybenzanilide
Identifiers
CAS Number	87-17-2 ^Y
3D model (JSmol)	Interactive image
Beilstein Reference	1108135
ChEBI	CHEBI:239133
ChEMBL	ChEMBL82970
ChemSpider	6610 ^Y
ECHA InfoCard	100.001.571
EC Number	201-727-8
KEGG	C18915
PubChem CID	6872
UNII	LHP8NEY345 ^Y
CompTox Dashboard (EPA)	DTXSID7021784
InChI 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)^N Key: WKEDVNSFRWHDNR-UHFFFAOYSA-N^N InChI=1/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) Key: WKEDVNSFRWHDNR-UHFFFAOYAI
SMILES C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2O
Properties
Chemical formula	C₁₃H₁₁NO₂
Molar mass	213.236 g·mol⁻¹
Appearance	White to off-white crystalline solid
Melting point	136 to 138 °C (277 to 280 °F; 409 to 411 K)
Hazards
GHS labelling:^[2]
Pictograms
Signal word	Warning
Hazard statements	H315, H319, H335, H400
Precautionary statements	P261, P264, P271, P273, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P391, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references