関: tipepidine citrate、tipepidine hibenzate

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2013/01/25 13:18:35」(JST)

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Tipepidine was discovered in the 1950s.^[1] Under the trade-names (Bithiodine, Sotal, Antupex, Asverin) is used as a centrally-acting cough suppressant of the opioid type. It is a member of the thiambutene series of open-chain (methadone-related) synthetic opioids, which include Ohton (dimethylthiambutene), a strong narcotic analgesic used particularly in veterinary medicine in Japan and other East Asian countries. It was developed in Japan in 1959 and is used as the citrate and hibenzate salts. The usual dose is 20 mg every 4–6 hours. Its relative weakness and other properties make it a drug which is not controlled in most countries or internationally.

References

^ ES Patent 272195

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English Journal

Tipepidine increases dopamine level in the nucleus accumbens without methamphetamine-like behavioral sensitization.

Hamao K1, Kawaura K1, Soeda F1, Hamasaki R1, Shirasaki T1, Takahama K2.
Behavioural brain research.Behav Brain Res.2015 May 1;284:118-24. doi: 10.1016/j.bbr.2015.02.012. Epub 2015 Feb 14.
We previously reported that the novel antidepressant-like effect of tipepidine may be produced at least partly through the activation of mesolimbic dopamine neurons via inhibition of G protein-coupled inwardly rectifying potassium channels. In this study, we investigated whether tipepidine increases
PMID 25687844

Acute generalized exanthematous pustulosis caused by dihydrocodeine phosphate in a patient with psoriasis vulgaris and a heterozygous IL36RN mutation.

Nakai N1, Sugiura K2, Akiyama M2, Katoh N1.
JAMA dermatology.JAMA Dermatol.2015 Mar;151(3):311-5. doi: 10.1001/jamadermatol.2014.3002.
IMPORTANCE: Acute generalized exanthematous pustulosis (AGEP) is a rare and severe type of drug eruption. Dihydrocodeine phosphate is a semisynthetic opioid analgesic. Recently, recessive mutations in IL36RN have been identified in generalized pustular psoriasis (GPP). To date, 4 cases of AGEP and I
PMID 25409173

Anaphylaxis caused by tipepidine hibenzate, a central antitussive drug.

Mochizuki E1, Shirai T1, Noguchi R1, Mitsui C2, Taniguchi M2, Suda T3.
Respirology case reports.Respirol Case Rep.2015 Mar;3(1):3-5. doi: 10.1002/rcr2.85. Epub 2014 Dec 2.
Tipepidine hibenzate, a central antitussive drug, is widely used in the management of cough and is generally safe and well tolerated. We present here a case of anaphylaxis caused by this drug. When the patient had caught a cold over the previous 10 years, she had received medications, including tipe
PMID 25802739

Japanese Journal

Tipepidine enhances the antinociceptive-like action of carbamazepine in the acetic acid writhing test

Kazuaki Kawaura,Risa Miki,Yuri Urashima,Sokichi Honda,Ahmed M. Shehata,Fumio Soeda,Tetsuya Shirasaki,Kazuo Takahama,カワウラカズアキ,ミキリサ,ウラシマユリ,ホンダソウキチ,ソエダフミオ,シラサキテツヤ,タカハマカズオ,川浦一晃,三木理沙,浦嶋優里,本田宗吉,副田二三夫,白崎哲哉,高濱和夫
European Journal of Pharmacology 651(1-3), 106-108, 2011-01-25
… Recently, wereported that the centrally acting non-narcotic antitussive (cough suppressant drug),tipepidine produces an antidepressant-like effect in the forced swimming test, althoughthe mechanism of action appears to be quite different from that of knownantidepressants. … Prior to studying the combination oftipepidine and carbamazepine, the analgesic action of tipepidine alone was alsoexamined in mice. … Tipepidine at 5–40 mg/kg i.p. …
NAID 120003020802

Tipepidine increasing dopamine levels in nucleus accumbens does not produce reverse tolerance in rats

HAMAO K
J Pharmacol Sci 115(Suppl 1), 197P, 2011
NAID 50008007664

Antidepressant-like effect of centrally acting non-narcotic antitussive caramiphen in a forced swimming test

Kazuaki Kawaura,Risa Miki,Eriko Shima,Sokichi Honda,Fumio Soeda,Tetsuya Shirasaki,Kazuo Takahama,カワウラカズアキ,ミキリサ,シマエリコ,ホンダソウキチ,ソエダフミオ,シラサキテツヤ,タカハマカズオ,川浦一晃,三木理沙,島絵里子,本田宗吉,副田二三夫,白崎哲哉,高濱和夫
Neuroscience Letters 481(3), 188-190, 2010-09
… Recently, we reported that a centrally acting non-narcotic antitussive (cough suppressant drug),tipepidine produces an antidepressant-like effect in the forced swimming test in rats. … Becausepharmacological properties of tipepidine apparently differ from those of typical antidepressantsdeveloped to date, we speculated that caramiphen, another centrally acting antitussive, has anantidepressant-like effect. …
NAID 120003020800

「チペピジン」

Tipepidine
Systematic (IUPAC) name
	3-(di-2-thienylmethylene)-1-methylpiperidine
Clinical data
AHFS/Drugs.com	International Drug Names
Pregnancy cat.	?
Legal status	?
Routes	Oral
Identifiers
CAS number	5169-78-8
ATC code	R05DB24
PubChem	CID 5484
ChemSpider	5284
UNII	2260ZP67IT
KEGG	D08604
Chemical data
Formula	C15H17NS2
Mol. mass	275.434 g/mol
	SMILES s1cccc1/C(c2sccc2)=C3\CCCN(C)C3;
	InChI InChI=1S/C15H17NS2/c1-16-8-2-5-12(11-16)15(13-6-3-9-17-13)14-7-4-10-18-14/h3-4,6-7,9-10H,2,5,8,11H2,1H3 ; Key:JWIXXNLOKOAAQT-UHFFFAOYSA-N ;
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