塩酸トリペレナミン

関: tripelennamine

WordNet

a complex consisting of an organic base in association with hydrogen chloride

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2017/03/26 04:57:21」(JST)

wiki en

Tripelennamine (sold as Pyribenzamine by Novartis) is a drug that is used as an antipruritic and first-generation antihistamine. It can be used in the treatment of asthma, hay fever, rhinitis and urticaria, but is now less common as it has been replaced by newer antihistamines.

Medical uses

Where and when it is/was in common use, tripelennamine is used much like other mildly-anticholinergic antihistamines for treating conditions of the upper respiratory tract arising from illnesses and hay fever. It can be used alone or in combination with other agents to have the desired effect. Cough medicine of the general formula tripelennamine + codeine/dihydrocodine/hydrocodone ± expectorant ± decongestant(s) is quite popular where available. One example is the line of Pyribenzamine Cough Syrups which contains codeine and with and without decongestants listed in the 1978 Physicians' Desk Reference; the codeine-tripelennamine synergy is well-known and does make such mixtures more useful for their intended purposes.

Side effects

Tripelennamine is mildly sedating. Other side effects can include irritation, dry mouth, nausea, and dizziness.

Pharmacology

Tripelennamine acts primarily as an antihistamine, or H₁ receptor antagonist. It has little to no anticholinergic activity. In addition to its antihistamine properties, tripelennamine also acts as a weak serotonin-norepinephrine-dopamine reuptake inhibitor (SNDRI).^[2]^[3]^[4] Because of its SRI properties, tripelennamine was used as the basis for the development of the selective serotonin reuptake inhibitor (SSRI) fluvoxamine (Luvox).^[5]

History

Tripelennamine was first synthesized in 1946 by Carl Djerassi, working in the laboratory of Charles Huttrer at Ciba, shortly after Djerassi got his B.S. It was his first patent.

References

^ Lewis R. Goldfrank; Neal Flomenbaum (2006). Goldfrank's toxicologic emergencies. McGraw-Hill Professional. p. 787. ISBN 978-0-07-147914-1. Retrieved 27 November 2011.
^ Oishi R, Shishido S, Yamori M, Saeki K (February 1994). "Comparison of the effects of eleven histamine H1-receptor antagonists on monoamine turnover in the mouse brain". Naunyn-Schmiedeberg's Archives of Pharmacology. 349 (2): 140–4. doi:10.1007/bf00169830. PMID 7513381.
^ Sato T, Suemaru K, Matsunaga K, Hamaoka S, Gomita Y, Oishi R (May 1996). "Potentiation of L-dopa-induced behavioral excitement by histamine H1-receptor antagonists in mice". Japanese Journal of Pharmacology. 71 (1): 81–4. doi:10.1254/jjp.71.81. PMID 8791174.
^ Yeh SY, Dersch C, Rothman R, Cadet JL (September 1999). "Effects of antihistamines on 3, 4-methylenedioxymethamphetamine-induced depletion of serotonin in rats". Synapse. 33 (3): 207–17. doi:10.1002/(SICI)1098-2396(19990901)33:3<207::AID-SYN5>3.0.CO;2-8. PMID 10420168.
^ ), David Healy (MRC Psych (January 2004). Let them eat Prozac: the unhealthy ... - Google Books. ISBN 978-0-8147-3669-2.

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English Journal

Single-step multiresidue determination of ten multiclass veterinary drugs in pork, milk, and eggs using liquid chromatography with tandem mass spectrometry.

Park JA1, Zhang D1, Kim DS1, Kim SK1, Cho KS1, Jeong D1, Shim JH2, Kim JS1, Abd El-Aty AM1,3, Shin HC1.
Journal of separation science.J Sep Sci.2015 Aug;38(16):2772-80. doi: 10.1002/jssc.201500501. Epub 2015 Jul 14.
A multiclass, multiresidue determination method is reported for the detection of ten veterinary drugs, including scopolamine, metoclopramide, acriflavine, berberine, tripelennamine, diphenhydramine, acrinol, triamcinolone, loperamide, and roxithromycin in pork, milk, and eggs. The method involves a
PMID 26033853

Septic arthritis in intravenous drug abusers: a historical comparison of habits and pathogens.

Peterson TC1, Pearson C2, Zekaj M2, Hudson I1, Fakhouri G2, Vaidya R3.
The Journal of emergency medicine.J Emerg Med.2014 Dec;47(6):723-8. doi: 10.1016/j.jemermed.2014.06.059. Epub 2014 Oct 2.
BACKGROUND: Intravenous drug abuse (IVDA) is a common problem; there were more than 16 million users worldwide in 2008. Numerous reports highlight the infectious skeletal complication associated with IVDA.OBJECTIVE: To determine septic arthritis pathogens in IVDA in a U.S. hospital and compare the c
PMID 25282119

HPLC method for identification and quantification of three active substances in a dermatological preparation--Viosept ointment.

Podolska M, Kulik A, Białecka W, Kwiatkowska-Puchniarz B, Mazurek A.
Acta poloniae pharmaceutica.Acta Pol Pharm.2014 Sep-Oct;71(5):709-19.
The study was aimed at developing a HPLC method to identify and quantify domiphen bromide, tripelennamine hydrochloride and clioquinol in Viosept ointment. The tested substances were successfully separated using Inertsil ODS-3 (250 x 4.6 mm, 5 μm) as a stationary phase and a gradient elution. Detec
PMID 25362799

Japanese Journal

Potentiation of _L-Dopa-Induced Behavioral Excitement by Histamine H_1-Receptor Antagonists in Mice

The Japanese journal of pharmacology 71(1), 81-84, 1996-05
NAID 10008188398

総合感冒剤中の主成分の定量法に関する研究(第10報)塩酸トリペレナミンのシアン化臭素による螢光定量法と反応機構について

藥學雜誌 92(9), 1101-1107, 1972-09-25
NAID 110003651354

総合感冒剤中の主成分の定量法に関する研究(第8報) : チオシアン酸コバルトによるマレイン酸クロルフェニラミンおよび塩酸トリペレナミンの比色定量法

藥學雜誌 90(1), 46-53, 1970-01-25
NAID 110003654248

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★リンクテーブル★

リンク元	「トリペレナミン」「塩酸トリペレナミン」
関連記事	「tripelennamine」「hydrochloride」

「トリペレナミン」

Tripelennamine
Clinical data
AHFS/Drugs.com	Multum Consumer Information
MedlinePlus	a601044
Routes of; administration	Oral, Intravenous
ATC code	D04AA04 (WHO) R06AC04 (WHO);
Legal status
Legal status	In general: ℞ (Prescription only);
Pharmacokinetic data
Metabolism	Hepatic hydroxylation and glucuronidation
Biological half-life	4-6 hours
Excretion	Renal
Identifiers
	IUPAC name N,N-dimethyl-N-(phenylmethyl)-N-pyridin-2-ylethane-1,2-diamine;
CAS Number	91-81-6 ;
PubChem CID	5587;
IUPHAR/BPS	7318;
DrugBank	DB00792 ;
ChemSpider	5385 ;
UNII	3C5ORO99TY;
KEGG	D08645 ;
ChEMBL	CHEMBL1241 ;
ECHA InfoCard	100.001.910
Chemical and physical data
Formula	C16H21N3
Molar mass	255.358 g/mol
3D model (Jmol)	Interactive image;
	SMILES CN(C)CCN(CC1=CC=CC=C1)C2=NC=CC=C2 ;
	InChI InChI=1S/C16H21N3/c1-18(2)12-13-19(16-10-6-7-11-17-16)14-15-8-4-3-5-9-15/h3-11H,12-14H2,1-2H3 ; Key:UFLGIAIHIAPJJC-UHFFFAOYSA-N ;
(verify)

　　[★]

英: tripelennamine、tripelennamine hydrochloride
関: 塩酸トリペレナミン

-tripelennamine

「塩酸トリペレナミン」

　　[★]

英: tripelennamine hydrochloride
関: トリペレナミン

「tripelennamine」

　　[★]

トリペレナミン

関: tripelennamine hydrochloride

「hydrochloride」

　　[★] 塩酸塩、ハイドロクロライド　

[GoldfrankFlomenbaum2006-1] Lewis R. Goldfrank; Neal Flomenbaum (2006). Goldfrank's toxicologic emergencies. McGraw-Hill Professional. p. 787. ISBN 978-0-07-147914-1. Retrieved 27 November 2011.

[pmid7513381-2] Oishi R, Shishido S, Yamori M, Saeki K (February 1994). "Comparison of the effects of eleven histamine H1-receptor antagonists on monoamine turnover in the mouse brain". Naunyn-Schmiedeberg's Archives of Pharmacology. 349 (2): 140–4. doi:10.1007/bf00169830. PMID 7513381.

[pmid8791174-3] Sato T, Suemaru K, Matsunaga K, Hamaoka S, Gomita Y, Oishi R (May 1996). "Potentiation of L-dopa-induced behavioral excitement by histamine H1-receptor antagonists in mice". Japanese Journal of Pharmacology. 71 (1): 81–4. doi:10.1254/jjp.71.81. PMID 8791174.

[pmid10420168-4] Yeh SY, Dersch C, Rothman R, Cadet JL (September 1999). "Effects of antihistamines on 3, 4-methylenedioxymethamphetamine-induced depletion of serotonin in rats". Synapse. 33 (3): 207–17. doi:10.1002/(SICI)1098-2396(19990901)33:3<207::AID-SYN5>3.0.CO;2-8. PMID 10420168.

[urlLet_them_eat_Prozac:_the_unhealthy_..._-_Google_Books-5] ), David Healy (MRC Psych (January 2004). Let them eat Prozac: the unhealthy ... - Google Books. ISBN 978-0-8147-3669-2.

v t e Antihistamines (R06)

Aminoalkyl ethers	Bromazine (bromodiphenhydramine) Carbinoxamine Clemastine Chlorphenoxamine Diphenylpyraline Diphenhydramine Doxylamine Orphenadrine Phenyltoloxamine

Substituted alkylamines	Brompheniramine Chlorphenamine Dexbrompheniramine (+pseudoephedrine) Dexchlorpheniramine (+betamethasone) Dimetindene Pheniramine Talastine

Substituted ethylenediamines	Chloropyramine Histapyrrodine Mepyramine Methapyrilene Tripelennamine (pyribenzamine)

Phenothiazine derivatives	Alimemazine Fenethazine Hydroxyethylpromethazine Isothipendyl Mequitazine Methdilazine Oxomemazine Promethazine

Piperazine derivatives	Buclizine Cetirizine Levocetirizine Chlorcyclizine Cinnarizine Cyclizine Hydroxyzine Meclizine Oxatomide

Others for systemic use	Antazoline Azanator Azatadine Bamipine Cyproheptadine Deptropine Ebastine Emedastine Epinastine Ketotifen Latrepirdine Mebhydrolin Mizolastine Olopatadine Phenindamine Pimethixene Pyrrobutamine Quifenadine Rupatadine Triprolidine selective (Acrivastine Astemizole Azelastine Bilastine Desloratadine Fexofenadine Loratadine Terfenadine)

For topical use	Bamipine Chloropyramine Chlorphenoxamine Clemastine Dimetindene Diphenhydramine Isothipendyl Mepyramine Promethazine Thenalidine

v t e Antipruritics (D04)

Antihistamines for topical use	Thonzylamine Mepyramine Thenalidine Tripelennamine Chloropyramine Promethazine Tolpropamine Dimetindene Clemastine Bamipine Isothipendyl Diphenhydramine Chlorphenoxamine

Anesthetics for topical use	Lidocaine Dibucaine Oxybuprocaine Benzocaine Quinisocaine Tetracaine Pramocaine

Others	Corticosteroids (e.g., hydrocortisone) Counterirritants (e.g., mint oil, menthol, camphor) Nalfurafine

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tripelennamine hydrochloride