salicylanilide

{{chembox

| Verifiedfields = changed

| Watchedfields = changed

| verifiedrevid = 444097323

| Reference = [http://chemicalland21.com/lifescience/phar/SALICYLANILIDE.htm Salicylanilide] at chemicalland21.com

| ImageFile = Salicylanilide.svg

| ImageSize = 175px

| PIN =2-Hydroxy-N-phenylbenzamide

| OtherNames = 2-Hydroxybenzanilide

| Section1 = {{Chembox Identifiers

| CASNo_Ref = {{cascite|correct|??}}

| CASNo = 87-17-2

| Beilstein = 1108135

| ChEBI = 239133

| ChEMBL = 82970

| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}

| ChemSpiderID = 6610

| EINECS = 201-727-8

| KEGG = C18915

| PubChem = 6872

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = LHP8NEY345

| 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)

| InChIKey = WKEDVNSFRWHDNR-UHFFFAOYAI

| StdInChI_Ref = {{stdinchicite|changed|chemspider}}

| StdInChI = 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)

| StdInChIKey_Ref = {{stdinchicite|changed|chemspider}}

| StdInChIKey = WKEDVNSFRWHDNR-UHFFFAOYSA-N

| SMILES =C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2O

}}

| Section2 = {{Chembox Properties

| C=13 | H=11 | N=1 | O=2

| Appearance = White to off-white crystalline solid

| Density =

| MeltingPtC = 136 to 138

| MeltingPt_notes =

| BoilingPt =

| Solubility =

}}

| Section3 = {{Chembox Hazards

| FlashPt =

| AutoignitionPt =

| GHS_ref={{cite web |title=Salicylanilide |url=https://pubchem.ncbi.nlm.nih.gov/compound/6872#section=Safety-and-Hazards |website=pubchem.ncbi.nlm.nih.gov |access-date=13 December 2021 |language=en}}

| GHSPictograms = {{GHS07}}{{GHS09}}

| GHSSignalWord = Warning

| HPhrases = {{H-phrases|315|319|335|400}}

| PPhrases = {{P-phrases|261|264|271|273|280|302+352|304+340|305+351+338|312|321|332+313|337+313|362|391|403+233|405|501}}

}}

}}

Salicylanilide is a chemical compound which is the amide of salicylic acid and aniline. It is classified as both a salicylamide and an anilide.{{MeshName|Salicylanilides}}

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

File:Bromochlorosalicylanilide.svg | Bromochlorosalicylanilide

File:Niclosamide.svg | Niclosamide

File:Oxyclozanide.svg | Oxyclozanide

File:Rafoxanide.svg | Rafoxanide