salicylanilide

サリチルアニリド

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/11/10 02:06:24」(JST)

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Salicylanilide
IUPAC name 2-Hydroxy-N-phenylbenzamide
Other names 2-Hydroxybenzanilide
Identifiers
CAS number	87-17-2
PubChem	6872
ChemSpider	6610
UNII	LHP8NEY345 Y
Jmol-3D images	Image 1
SMILES C1=CC=C(C=C1)NC(=O)C2=CC=CC=C2O
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
Properties
Molecular formula	C13H11NO2
Molar mass	213.23 g mol−1
Appearance	White to off-white crystalline solid
Melting point	136-138 °C
Hazards
EU classification	Xi
R-phrases	R36/37/38
S-phrases	S36/37/39
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

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

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.

• Niclosamide

• Oxyclozanide

• Rafoxanide

References

English Journal

• [Design, synthesis and antitumor activity of valproic acid salicylanilide esters].

• Yuan M, Li JM, He GW, Zhong GC, Zhang YC.SourceDepartment of Pharmacy, AnHui University of Chinese Medicine, AnHui Key Laboratory of Traditional Chinese Medicine, Hefei 230031, China.
• Yao xue xue bao = Acta pharmaceutica Sinica.Yao Xue Xue Bao.2013 Jun;48(6):874-80.
• A series of valproic acid salicylanilide esters were designed and synthesized based on the principle of prodrug. The structures of the target compounds were confirmed by MS, 1H NMR and 13C NMR. Anti-tumor activities of these compounds against K562, A549, A431 cells in vitro were investigated by MTT
• PMID 23984521

• Isocitrate lyase: a potential target for anti-tubercular drugs.

• Sharma R, Das O, Damle SG, Sharma AK.SourceDepartment of Biotechnology, Maharishi Markandeshwar University, Mullana-Ambala-133207, India.
• Recent patents on inflammation & allergy drug discovery.Recent Pat Inflamm Allergy Drug Discov.2013 May;7(2):114-23.
• Current TB regimen involves a combination of first and second line drugs which target only a small number of core metabolic processes such as deoxyribonucleic acid (DNA)/ ribonucleic acid (RNA) synthesis, cell wall synthesis, and energy metabolism pathways. New classes of drugs with additional drug
• PMID 23506018

• [The preparation of the salicylanilide MCT-27 and the investigation of its antihymenolepidic activity].

• Safarova AIa, Trusov SN, Sevbo DP, Mikhaĭlitsyn FS, Gitsu GA, Lebedeva MN, Samochatov EI.
• Meditsinskaia parazitologiia i parazitarnye bolezni.Med Parazitol (Mosk).2013 Apr-Jun;(2):42-3.
• PMID 24003524

Japanese Journal

• Clastogenic Effects of the Fasciolicides Closantel and Nitroxynil on Mice Somatic and Germ Cells

• Donya Souria M.,Hassan Entessar E.
• CYTOLOGIA 72(1), 29-36, 2007
• … Salicylanilide (Closantel) and halogenated phenol (Nitroxynil) have been reported to be an active fasciolocidal agents used in human and in farm animals. …
• NAID 130004447955

• Studies on the Conformations of Antimicrobial Salicylanilide Derivatives by Spectroscopy

• Suezawa Hiroko,Hirota Minoru,Yuzuri Tomoaki [他],HAMADA Yoshiki,TAKEUCHI Isao,SUGIURA Michiharu
• Bulletin of the Chemical Society of Japan 73(10), 2335-2339, 2000-10-15
• NAID 10009154928

• Studies on the Conformations of Antimicrobial Salicylanilide Derivatives by Spectroscopy.

• Suezawa Hiroko,Hirota Minoru,Yuzuri Tomoaki,Hamada Yoshiki,Takeuchi Isao,Sugiura Michiharu
• Bulletin of the Chemical Society of Japan 73(10), 2335-2339, 2000
• … The salicylanilide molecules are fairly rigid, taking either the OH…O=C hydrogen bonded (I) or the NH…O hydrogen bonded (II) conformation. … In general, conformation (I) exists overwhelmingly, while conformation (II) becomes predominant in 3-chloro or 2-O-acetylated salicylanilide in inert solvents. …
• NAID 130004058299

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• Salicylanilide | definition of salicylanilide by Medical dictionary

salicylanilide (sal´isilan´ilīd), n an antifungal agent useful in the treatment of tinea capitis caused by Microsporum audouinii. ... Disclaimer All content on this website, including dictionary, thesaurus, literature, geography, and other ...

Related Pictures

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★リンクテーブル★

リンク元	「駆虫薬」
拡張検索	「bromochlorosalicylanilide」

「駆虫薬」

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英

anthelmintic, anthelmintics

ラ

anthelmintica

関

http://en.wikipedia.org/wiki/Anthelmintic

antiplatyhelmintic agents	Antitrematodals (schistosomicides)	binds tubulin	benzimidazole (Triclabendazole#)
		acetylcholinesterase inhibitor	phosphonic acid (metrifonate)
		Other/unknown	quinoline (praziquantel#, oxamniquine#) · phenol (bithionol) · thiazole ([[niridazole]) · arylsulfonate (stibophen)
	anticestodals (taeniacides)	binds tubulin	benzimidazole (albendazole#)
		Other/unknown	salicylanilide (niclosamide)# · aminoacridine (quinacrine) · butyrophenone (desaspidin) · chlorophenol (dichlorophen)
antinematodal agents (macrofilaricides)		binds tubulin	benzimidazole (mebendazole#, thiabendazole, albendazole#, fenbendazole, ciclobendazole, flubendazole)
		chloride channel	macrolide (ivermectin#)
		NMDA	tetrahydropyrimidine (pyrantel#, pyrantel pamoate, oxantel)
		Other/unknown	piperazine (piperazine · diethylcarbamazine#) · thiazole (levamisole#) · quinolinium (pyrvinium) · benzylammonium (bephenium) · naphthalenesulfonate (suramin#)  · tribendimidine

「bromochlorosalicylanilide」

　　[★]

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