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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2014/05/26 16:28:14」(JST)

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Oxolamine is a cough suppressant.

Synthesis

The syntheses of 1,2,4-oxadiazole systems all rely on hydroxylamine for providing a preformed N-O linkage. The preparation of the respiratory anti-inflammatory and antitussive agent oxolamine starts by acylation of the alkoxide from the N-hydroxyamidine with 3-chloropropionyl chloride; the presence of the negative charge on oxygen results in the formation of the O-acylated product. Treatment of that intermediate with triethylamine leads to cyclization via imine formation to afford the 1,2,4-oxadiazole. Displacement of the terminal chlorine with diethylamine gives the corresponding amine oxolamine.

DE 1097998

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English Journal

Screening of differentially expressed genes and small molecule drugs of pediatric allergic asthma with DNA microarray.

Wang XQ, Wang XM, Zhou TF, Dong LQ.Author information Department of Pediatric Cardiology, Sichuan University, Sichuan, People's Republic of China.AbstractBACKGROUND: Asthma is a disease resulting from a complex interaction of multiple genetic and environmental factors. More than 200 asthma candidate genes have been identified in the past decades by using genetic association studies, positional cloning and knockout mouse approaches.
European review for medical and pharmacological sciences.Eur Rev Med Pharmacol Sci.2012 Dec;16(14):1961-6.
BACKGROUND: Asthma is a disease resulting from a complex interaction of multiple genetic and environmental factors. More than 200 asthma candidate genes have been identified in the past decades by using genetic association studies, positional cloning and knockout mouse approaches.AIM: This study was
PMID 23242723

Gender difference in the pharmacokinetic interaction between oral warfarin and oxolamine in rats: inhibition of CYP2B1 by oxolamine in male rats.

Zhu X, Lee DY, Shin WG.Author information College of Pharmacy and Research Institute of Pharmaceutical Sciences, Seoul National University, Seoul, Republic of Korea.AbstractThe possible reason for the significantly greater AUC of oral warfarin with oral oxolamine in male Sprague-Dawley rats was evaluated. After oral administration of warfarin at a dose of 2 mg/kg to male rats with oxolamine at doses of 10 and 50 mg/kg, the AUC values of warfarin were significantly greater than the controls (254 and 330 versus 180 microg h/ml). However, the AUC values of warfarin were not affected by oxolamine in female rats. This could be due to inhibition of CYP2B1, 2C11 and 3A2 by oxolamine in male rats, since warfarin was metabolized via CYP1A1, 2B1, 2C6, 2C11 and 3A2 in rats and CYP2B1 is male dominant, and CYP2C11 and 3A2 are male specific. Therefore, phenytoin, torasemide and clarithromycin (mainly metabolized via CYP2B1/2, 2C11 and 3A2 in rats, respectively) were administered intravenously to male rats with or without oral oxolamine. After oral oxolamine at doses of 10 and 50 mg/kg, the AUC of phenytoin was significantly greater (1280 and 1640 versus 938 microg min/ml), however, the AUC values of torasemide and clarithromycin were independent of oxolamine. The above data suggest that the significantly greater AUC of oral warfarin with oral oxolamine could be due to inhibition of CYP2B1/2 by oxolamine in male rats.
Biopharmaceutics & drug disposition.Biopharm Drug Dispos.2007 Apr;28(3):125-33.
The possible reason for the significantly greater AUC of oral warfarin with oral oxolamine in male Sprague-Dawley rats was evaluated. After oral administration of warfarin at a dose of 2 mg/kg to male rats with oxolamine at doses of 10 and 50 mg/kg, the AUC values of warfarin were significantly grea
PMID 17295362

Effect of oxolamine on anticoagulant effect of warfarin.

Min KA, Zhu X, Oh JM, Shin WG.
American journal of health-system pharmacy : AJHP : official journal of the American Society of Health-System Pharmacists.Am J Health Syst Pharm.2006 Jan 15;63(2):153-6.
PMID 16390929

Japanese Journal

鎮痛薬配合剤の効力に関する基礎的研究

笠原明,小島浩,長田恭明,塚田恒,大島康夫
藥學雜誌 88(5), 606-613, 1968-05-25
… Analgesic action of a mixture of aminopyrine, ethoxybenzamide, and p-acetamidophenol was clearly augmented by the combined use of caffeine or a alimemazine, but not by scopolamine or oxolamine. …
NAID 110003653813

慢性肺疾患におけるOxarmin膠衣錠(Oxolamine)の鎮咳効果

篠田厚
日本胸部臨床 25(7), 515-519, 1966-07
NAID 40018252655

「ciclopiroxolamine」

Oxolamine
Systematic (IUPAC) name
	N,N-diethyl-2-(3-phenyl-1,2,4-oxadiazol-5-yl)ethanamine
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	?
Identifiers
CAS number	959-14-8
ATC code	R05DB07
PubChem	CID 13738
ChemSpider	13143
UNII	90BEA145GY
KEGG	D07387
ChEMBL	CHEMBL1620875
Chemical data
Formula	C14H19N3O
Mol. mass	245.32 g/mol
	SMILES n1c(onc1c2ccccc2)CCN(CC)CC;
	InChI InChI=1S/C14H19N3O/c1-3-17(4-2)11-10-13-15-14(16-18-13)12-8-6-5-7-9-12/h5-9H,3-4,10-11H2,1-2H3 ; Key:IDCHQQSVJAAUQQ-UHFFFAOYSA-N ;
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