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

MedKoo CAT#: 592985

CAS#: 87-17-2

Description: Salicylanilide is a potential inhibitor of acetyl- and butyrylcholinesterase.

Chemical Structure

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Salicylanilide
CAS# 87-17-2
Instruction

Theoretical Analysis

MedKoo Cat#: 592985
Name: Salicylanilide
CAS#: 87-17-2
Chemical Formula: C13H11NO2
Exact Mass: 213.08
Molecular Weight: 213.230
Elemental Analysis: C, 73.23; H, 5.20; N, 6.57; O, 15.01

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @medkoo.com or click below button.
Note: Price will be listed if it is available in the future.

Request quote for custom synthesis

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:

Biological target:
In vitro activity:
In vivo activity:

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.

Recalculate based on batch purity %
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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Garcia C, Burgain A, Chaillot J, Pic É, Khemiri I, Sellam A. A phenotypic small-molecule screen identifies halogenated salicylanilides as inhibitors of fungal morphogenesis, biofilm formation and host cell invasion. Sci Rep. 2018 Aug 1;8(1):11559. doi: 10.1038/s41598-018-29973-8. PubMed PMID: 30068935; PubMed Central PMCID: PMC6070544.

2: Krátký M, Štěpánková Š, Vorčáková K, Vinšová J. Investigation of salicylanilide and 4-chlorophenol-based N-monosubstituted carbamates as potential inhibitors of acetyl- and butyrylcholinesterase. Bioorg Chem. 2018 Jul 17;80:668-673. doi: 10.1016/j.bioorg.2018.07.017. [Epub ahead of print] PubMed PMID: 30059892.

3: Pic E, Burgain A, Sellam A. Repurposing the anthelminthic salicylanilide oxyclozanide against susceptible and clinical resistant Candida albicans strains. Med Mycol. 2018 May 14. doi: 10.1093/mmy/myy027. [Epub ahead of print] PubMed PMID: 29762783.

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5: Wu WS, Cheng WC, Cheng TR, Wong CH. Affinity-Based Screen for Inhibitors of Bacterial Transglycosylase. J Am Chem Soc. 2018 Feb 28;140(8):2752-2755. doi: 10.1021/jacs.7b13205. Epub 2018 Feb 13. PubMed PMID: 29411975.

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7: He P, Wang W, Sanogo B, Zeng X, Sun X, Lv Z, Yuan D, Duan L, Wu Z. Molluscicidal activity and mechanism of toxicity of a novel salicylanilide ester derivative against Biomphalaria species. Parasit Vectors. 2017 Aug 10;10(1):383. doi: 10.1186/s13071-017-2313-3. PubMed PMID: 28793917; PubMed Central PMCID: PMC5550999.

8: Xiang M, Chen Z, Yang D, Li H, Zuo Y, Li J, Zhang W, Zhou H, Jiang D, Xu Z, Yu Z. Niclosamide enhances the antitumor effects of radiation by inhibiting the hypoxia-inducible factor-1α/vascular endothelial growth factor signaling pathway in human lung cancer cells. Oncol Lett. 2017 Aug;14(2):1933-1938. doi: 10.3892/ol.2017.6372. Epub 2017 Jun 12. PubMed PMID: 28781637; PubMed Central PMCID: PMC5530112.

9: Lamb J, Elliott T, Chambers M, Chick B. Broad spectrum anthelmintic resistance of Haemonchus contortus in Northern NSW of Australia. Vet Parasitol. 2017 Jul 15;241:48-51. doi: 10.1016/j.vetpar.2017.05.008. Epub 2017 May 15. PubMed PMID: 28579030.

10: Baranyai Z, Krátký M, Vosátka R, Szabó E, Senoner Z, Dávid S, Stolaříková J, Vinšová J, Bősze S. In vitro biological evaluation of new antimycobacterial salicylanilide-tuftsin conjugates. Eur J Med Chem. 2017 Jun 16;133:152-173. doi: 10.1016/j.ejmech.2017.03.047. Epub 2017 Mar 24. PubMed PMID: 28384546.

11: Mook RA Jr, Ren XR, Wang J, Piao H, Barak LS, Kim Lyerly H, Chen W. Benzimidazole inhibitors from the Niclosamide chemotype inhibit Wnt/β-catenin signaling with selectivity over effects on ATP homeostasis. Bioorg Med Chem. 2017 Mar 15;25(6):1804-1816. doi: 10.1016/j.bmc.2017.01.046. Epub 2017 Feb 3. PubMed PMID: 28233680; PubMed Central PMCID: PMC5490664.

12: Paraskevopoulos G, Monteiro S, Vosátka R, Krátký M, Navrátilová L, Trejtnar F, Stolaříková J, Vinšová J. Novel salicylanilides from 4,5-dihalogenated salicylic acids: Synthesis, antimicrobial activity and cytotoxicity. Bioorg Med Chem. 2017 Feb 15;25(4):1524-1532. doi: 10.1016/j.bmc.2017.01.016. Epub 2017 Jan 14. Erratum in: Bioorg Med Chem. 2017 Apr 15;25(8):2530. PubMed PMID: 28126437.

13: Pearson JN, Warren E, Liang LP, Roberts LJ 2nd, Patel M. Scavenging of highly reactive gamma-ketoaldehydes attenuates cognitive dysfunction associated with epileptogenesis. Neurobiol Dis. 2017 Feb;98:88-99. doi: 10.1016/j.nbd.2016.11.011. Epub 2016 Dec 5. PubMed PMID: 27932305; PubMed Central PMCID: PMC5396543.

14: Tabatabaei SA, Soleimani M, Mansouri MR, Mirshahi A, Inanlou B, Abrishami M, Pakrah AR, Masarat H. Closantel; a veterinary drug with potential severe morbidity in humans. BMC Ophthalmol. 2016 Nov 29;16(1):207. PubMed PMID: 27899086; PubMed Central PMCID: PMC5129234.

15: Ai N, Wood RD, Yang E, Welsh WJ. Niclosamide is a Negative Allosteric Modulator of Group I Metabotropic Glutamate Receptors: Implications for Neuropathic Pain. Pharm Res. 2016 Dec;33(12):3044-3056. Epub 2016 Sep 8. PubMed PMID: 27631130.

16: Gooyit M, Janda KD. Reprofiled anthelmintics abate hypervirulent stationary-phase Clostridium difficile. Sci Rep. 2016 Sep 16;6:33642. doi: 10.1038/srep33642. PubMed PMID: 27633064; PubMed Central PMCID: PMC5025651.

17: Xiong T, Zhao QP, Xu XJ, Liu R, Jiang MS, Dong HF. Morphological and enzymatical observations in Oncomelania hupensis after molluscicide treatment: implication for future molluscicide development. Parasitol Res. 2016 Nov;115(11):4139-4152. Epub 2016 Jul 29. PubMed PMID: 27469534.

18: Chen CL, Lee CC, Liu FL, Chen TC, Ahmed Ali AA, Chang DM, Huang HS. Design, synthesis and SARs of novel salicylanilides as potent inhibitors of RANKL-induced osteoclastogenesis and bone resorption. Eur J Med Chem. 2016 Jul 19;117:70-84. doi: 10.1016/j.ejmech.2016.04.007. Epub 2016 Apr 6. PubMed PMID: 27089213.

19: Zhu XY, Xia B, Liu HC, Xu YQ, Huang CJ, Gao JM, Dong QX, Li CQ. Closantel Suppresses Angiogenesis and Cancer Growth in Zebrafish Models. Assay Drug Dev Technol. 2016 Apr 5. [Epub ahead of print] PubMed PMID: 27045536.

20: Guo W, Zheng LY, Li YD, Wu RM, Chen Q, Yang DQ, Fan XL. Discovery of molluscicidal and cercaricidal activities of 3-substituted quinazolinone derivatives by a scaffold hopping approach using a pseudo-ring based on the intramolecular hydrogen bond formation. Eur J Med Chem. 2016 Jun 10;115:291-4. doi: 10.1016/j.ejmech.2016.03.037. Epub 2016 Mar 17. PubMed PMID: 27017555.