Salicylanilide

Salicylanilide is a chemical compound which is the amide of salicylic acid and aniline. It is classified as both a salicylamide and an anilide.[2]

Salicylanilide[1]

Names
IUPAC name 2-Hydroxy-N-phenylbenzamide
Other names 2-Hydroxybenzanilide
Identifiers
CAS Number	87-17-2^Y
3D model (JSmol)	Interactive image
ChemSpider	6610^N
ECHA InfoCard	100.001.571
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
EU classification (DSD) (outdated)	Xi
R-phrases (outdated)	R36/37/38
S-phrases (outdated)	S36/37/39
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

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 disinfectants with antibacterial and antifungal activities.

• 
  Bromochlorosalicylanilide
• 
  Niclosamide
• 
  Oxyclozanide
• 
  Rafoxanide

Uses

Salicylanilides may be used as antiseptics.
Replacement of the phenol with iodo leads to de:Benodanil, which is fungicidal.

References

1. Salicylanilide at chemicalland21.com
2. Salicylanilides at the US National Library of Medicine Medical Subject Headings (MeSH)