Salicylanilide | CAS# 87-17-2 | cholinesterase inhibitor

MedKoo Cat#: 592985 | Name: Salicylanilide

Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Salicylanilide is a potential inhibitor of acetyl- and butyrylcholinesterase.

Chemical Structure

Salicylanilide

CAS# 87-17-2

Theoretical Analysis

MedKoo Cat#: 592985

Name: Salicylanilide

CAS#: 87-17-2

Chemical Formula: C13H11NO2

Exact Mass: 213.0790

Molecular Weight: 213.23

Elemental Analysis: C, 73.23; H, 5.20; N, 6.57; O, 15.01

Price and Availability

Size	Price	Availability	Quantity

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

No Data

Synonym

Salicylanilide

IUPAC/Chemical Name

Benzamide, 2-hydroxy-N-phenyl-

InChi Key

WKEDVNSFRWHDNR-UHFFFAOYSA-N

InChi Code

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 Code

O=C(NC1=CC=CC=C1)C2=CC=CC=C2O

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.03.00

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 213.23 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

1: Koller BH, Jania LA, Li H, Barker WT, Melander RJ, Melander C. Adjuvants restore colistin sensitivity in mouse models of highly colistin-resistant isolates, limiting bacterial proliferation and dissemination. Antimicrob Agents Chemother. 2024 Aug 28:e0067124. doi: 10.1128/aac.00671-24. Epub ahead of print. PMID: 39194205. 2: Hou J, Shi Y, Mao R, Xie W, Wang P, Qian Y, Zhu Z, Chen A, Han C, Shen Y. Determining nine fasciolicides and three metabolite residues in milk and infant formula using solid-phase extraction and liquid chromatography-tandem mass spectrometry. Food Res Int. 2024 Sep;192:114753. doi: 10.1016/j.foodres.2024.114753. Epub 2024 Jul 19. PMID: 39147539. 3: Ma J, Veeragoni D, Ghosh H, Mutter N, Barbosa G, Webster L, Schobert R, Sande WV, Dandawate P, Biersack B. Superior Anticancer and Antifungal Activities of New Sulfanyl-Substituted Niclosamide Derivatives. Biomedicines. 2024 Jul 21;12(7):1621. doi: 10.3390/biomedicines12071621. PMID: 39062194; PMCID: PMC11275179. 4: Biersack B. The Antifungal Potential of Niclosamide and Structurally Related Salicylanilides. Int J Mol Sci. 2024 May 29;25(11):5977. doi: 10.3390/ijms25115977. PMID: 38892165; PMCID: PMC11172841. 5: Wu H, Yuan X, Tian X, Gao J, Xie M, Xie Z, Song R, Ou D. Investigating Immunotoxicity in Black Carp (Mylopharyngodon piceus) Fingerlings Exposed to Niclosamide. Life (Basel). 2024 Apr 24;14(5):544. doi: 10.3390/life14050544. PMID: 38792567; PMCID: PMC11122308. 6: Horváth L, Biri-Kovács B, Baranyai Z, Stipsicz B, Méhes E, Jezsó B, Krátký M, Vinšová J, Bősze S. New Salicylanilide Derivatives and Their Peptide Conjugates as Anticancer Compounds: Synthesis, Characterization, and In Vitro Effect on Glioblastoma. ACS Omega. 2024 Apr 5;9(15):16927-16948. doi: 10.1021/acsomega.3c05727. PMID: 38645331; PMCID: PMC11024950. 7: Wu H, Yuan X, Xie M, Gao J, Xiong Z, Song R, Xie Z, Ou D. The Impact of Niclosamide Exposure on the Activity of Antioxidant Enzymes and the Expression of Glucose and Lipid Metabolism Genes in Black Carp (Mylopharyngodon piceus). Genes (Basel). 2023 Dec 10;14(12):2196. doi: 10.3390/genes14122196. PMID: 38137017; PMCID: PMC10743074. 8: Yang S, Liao M, Su S, Ding S, Li Y, Gan Z. Occurrence, distribution and environmental risk of 19 anthelmintic drugs in river water and sediment from the Jinjiang River, China. Environ Sci Process Impacts. 2023 Aug 16;25(8):1407-1417. doi: 10.1039/d3em00160a. PMID: 37545439. 9: Yokoyama T, Mizuguchi M, Nabeshima Y, Nakagawa Y, Okada T, Toyooka N, Kusaka K. Rafoxanide, a salicylanilide anthelmintic, interacts with human plasma protein transthyretin. FEBS J. 2023 Nov;290(21):5158-5170. doi: 10.1111/febs.16915. Epub 2023 Aug 7. PMID: 37522420. 10: Zhao Y, Zhang M, Hou X, Han J, Qin X, Yang Y, Song Y, Liu Z, Zhang Y, Xu Z, Jia Q, Li Y, Chen K, Li B, Zhu W, Ge G. Design, synthesis and biological evaluation of salicylanilides as novel allosteric inhibitors of human pancreatic lipase. Bioorg Med Chem. 2023 Aug 15;91:117413. doi: 10.1016/j.bmc.2023.117413. Epub 2023 Jul 11. PMID: 37490786. 11: Kesternich V, Pérez-Fehrmann M, Quezada V, Castroagudín M, Nelson R, Martínez R. A simple and efficient synthesis of N-[3-chloro-4-(4-chlorophenoxy)-phenyl]-2-hydroxy-3,5-diiodobenzamide, rafoxanide. Chem Zvesti. 2023 May 12:1-5. doi: 10.1007/s11696-023-02846-9. Epub ahead of print. PMID: 37362790; PMCID: PMC10176281. 12: Korivi R, Madasamy K, Sureshbabu P, Mannathan S. Convenient Synthesis of Salicylanilide Sulfonates from 1,2,3-Benzotriazin-4(3H)-ones and Organosulfonic Acids via Denitrogenative Cross-Coupling. ACS Omega. 2023 May 9;8(20):18306-18311. doi: 10.1021/acsomega.3c02165. PMID: 37251178; PMCID: PMC10210227. 13: Ramírez-Hernández M, Norambuena J, Hu H, Thomas B, Tang C, Boyd JM, Asefa T. Repurposing Anthelmintics: Rafoxanide- and Copper-Functionalized SBA-15 Carriers against Methicillin-Resistant Staphylococcus aureus. ACS Appl Mater Interfaces. 2023 Apr 12;15(14):17459-17469. doi: 10.1021/acsami.2c19899. Epub 2023 Mar 28. PMID: 36975176; PMCID: PMC10257252. 14: Kauerová T, Pérez-Pérez MJ, Kollar P. Salicylanilides and Their Anticancer Properties. Int J Mol Sci. 2023 Jan 15;24(2):1728. doi: 10.3390/ijms24021728. PMID: 36675241; PMCID: PMC9861143. 15: Pindjakova D, Pilarova E, Pauk K, Michnova H, Hosek J, Magar P, Cizek A, Imramovsky A, Jampilek J. Study of Biological Activities and ADMET-Related Properties of Salicylanilide-Based Peptidomimetics. Int J Mol Sci. 2022 Oct 1;23(19):11648. doi: 10.3390/ijms231911648. PMID: 36232947; PMCID: PMC9569995. 16: Le NH, Constant P, Tranier S, Nahoum V, Guillet V, Maveyraud L, Daffé M, Mourey L, Verhaeghe P, Marrakchi H. Drug screening approach against mycobacterial fatty acyl-AMP ligase FAAL32 renews the interest of the salicylanilide pharmacophore in the fight against tuberculosis. Bioorg Med Chem. 2022 Oct 1;71:116938. doi: 10.1016/j.bmc.2022.116938. Epub 2022 Jul 29. PMID: 35933838. 17: Gargantilla M, Persoons L, Kauerová T, Del Río N, Daelemans D, Priego EM, Kollar P, Pérez-Pérez MJ. Hybridization Approach to Identify Salicylanilides as Inhibitors of Tubulin Polymerization and Signal Transducers and Activators of Transcription 3 (STAT3). Pharmaceuticals (Basel). 2022 Jul 6;15(7):835. doi: 10.3390/ph15070835. PMID: 35890135; PMCID: PMC9318074. 18: Ienașcu IMC, Căta A, Ştefănuț MN, Popescu I, Rusu G, Sfîrloagă P, Ursu D, Moşoarcă C, Dabici A, Danciu C, Muntean D, Pop R. Novel Chloro-Substituted Salicylanilide Derivatives and Their β-Cyclodextrin Complexes: Synthesis, Characterization, and Antibacterial Activity. Biomedicines. 2022 Jul 19;10(7):1740. doi: 10.3390/biomedicines10071740. PMID: 35885043; PMCID: PMC9312894. 19: Patel EN, Lin L, Sneller MM, Eubanks LM, Tepp WH, Pellett S, Janda KD. Investigation of Salicylanilides as Botulinum Toxin Antagonists. ACS Infect Dis. 2022 Aug 12;8(8):1637-1645. doi: 10.1021/acsinfecdis.2c00230. Epub 2022 Jul 25. PMID: 35877209; PMCID: PMC9592073. 20: Chuang HC, Liu MF, Wu HY, Wu YT, Cheng TR, Fang JM. Photoaffinity labeling of benzophenone-containing salicylanilide compounds to give an insight into the mechanism in disrupting peptidoglycan formation. Bioorg Med Chem. 2022 Aug 1;67:116819. doi: 10.1016/j.bmc.2022.116819. Epub 2022 May 13. PMID: 35635930.