関: diphenylpyraline hydrochloride、diphenylpyraline teoclate

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出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2015/05/15 13:46:09」(JST)

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Diphenylpyraline (DPP; sold as Allergen, Arbid, Belfene, Diafen, Hispril, Histyn, Lergobine, Lyssipol, Mepiben, Neargal) is a first-generation antihistamine with anticholinergic effects of the diphenylpiperidine class.^[2]^[3]^[4] It is marketed in Europe for the treatment of allergies.^[2]^[3]^[5] DPP has also been found to act as a dopamine reuptake inhibitor and produces hyperactivity in rodents.^[6] It has been shown to be useful in the treatment of Parkinsonism.^[7]

Chemistry

Diphenylpyraline, 4-diphenylmethoxy-1-methylpiperidine, is synthesized by alkylating 4-hydroxy-1-methylpiperidine with benzhydrylbromide.

H.K. Lawrence, R. Kapp, U.S. Patent 2,479,843 (1949).
W.A. Schuler, DE 934890 (1951).

References

^ Graham G, Bolt AG (June 1974). "Half-life of diphenylpyraline in man". Journal of Pharmacokinetics and Biopharmaceutics 2 (3): 191–5. doi:10.1007/BF01059761. PMID 4156058.
^ ^a ^b Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. ISBN 3-88763-075-0.
^ ^a ^b Puhakka H, Rantanen T, Virolainen E (1977). "Diphenylpyraline (Lergobine) in the treatment of patients suffering from allergic and vasomotor rhinitis". J Int Med Res 5 (1): 37–41. PMID 14039.
^ Kubo N, Shirakawa O, Kuno T, Tanaka C (March 1987). "Antimuscarinic effects of antihistamines: quantitative evaluation by receptor-binding assay". Japanese Journal of Pharmacology 43 (3): 277–82. doi:10.1254/jjp.43.277. PMID 2884340.
^ Hruby, Victor J.; Ruben Vardanyan; Vardanyan, ۊRuben (2006). Synthesis of essential drugs. Amsterdam: Elsevier. ISBN 0-444-52166-6.
^ Lapa G, Mathews T, Harp J, Budygin E, Jones S (2005). "Diphenylpyraline, a histamine H1 receptor antagonist, has psychostimulant properties". Eur J Pharmacol 506 (3): 237–40. doi:10.1016/j.ejphar.2004.11.017. PMID 15627433.
^ Ohno T, Kobayashi S, Hayashi M, Sakurai M, Kanazawa I (2001). "Diphenylpyraline-responsive parkinsonism in cerebrotendinous xanthomatosis: long-term follow up of three patients". J Neurol Sci 182 (2): 95–7. doi:10.1016/S0022-510X(00)00441-X. PMID 11137513.

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UpToDate Contents

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1. 脳腱黄色腫症 cerebrotendinous xanthomatosis

English Journal

Development and validation of LC-MS/MS method for the determination of cyproheptadine in several pharmaceutical syrup formulations.

Feas X, Ye L, Hosseini SV, Fente CA, Cepeda A.SourceDepartment of Analytical Chemistry, Nutrition and Bromatology, Veterinary Faculty, University of Santiago de Compostela, 27002 Lugo, Galiza, Spain. xesusfeas@gmail.com
Journal of pharmaceutical and biomedical analysis.J Pharm Biomed Anal.2009 Dec 5;50(5):1044-9. Epub 2009 Jun 12.
A rapid and sensitive liquid chromatographic-tandem mass spectrometric (LC-MS/MS) method was developed and validated for the qualitative and quantitative assay of cyproheptadine (CP) in pharmaceutical samples. Diphenylpyraline hydrochloride (DPP) was used as an internal standard (IS). Two multiple r
PMID 19574011

Application of dummy molecularly imprinted solid-phase extraction in the analysis of cyproheptadine in bovine urine.

Feas X, Ye L, Regal P, Fente CA, Hosseini SV, Cepeda A.SourceDepartment of Analytical Chemistry, Nutrition, and Bromatology, Campus Lugo, Santiago de Compostela University, Lugo, Galiza. xesusfeas@gmail.com
Journal of separation science.J Sep Sci.2009 May;32(10):1740-7.
Due to the difficulty of monitoring trace levels of cyproheptadine (CYP) residues in complicated biological matrices, specific adsorption materials for the preconcentration and clean-up of CYP are indispensable. In this work, CYP was extracted from urine using dummy molecularly imprinted SPE (DMISPE
PMID 19472275

Japanese Journal

Validation of a LC-APCI-MS/MS method for quantification of methadone, 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine (EDDP) and 2-ethyl-5-methyl-3,3-diphenylpyraline (EMDP) in infant plasma following protein precipitation

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 856(1), 267-272, 2007-09-01
NAID 10025807979

Determination of methadone, 2-ethylidene-1,5-dimethyl-3,3-diphenylpyrrolidine, 2-ethyl-5-methyl-3,3-diphenylpyraline and methadol in meconium by liquid chromatography atmospheric pressure chemical ionization tandem mass spectrometry

Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 814(2), 369-373, 2005-01-25
NAID 10018273198

塩酸プロカイン存在下での塩酸ジィフェニールピラリン水溶液の表面活性

材料技術 18(2), 62-65, 2000-02
NAID 40004502453

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リンク元	「ジフェニルピラリン」
拡張検索	「diphenylpyraline teoclate」「diphenylpyraline hydrochloride」

「ジフェニルピラリン」

Diphenylpyraline
Systematic (IUPAC) name
	4-benzhydryloxy-1-methyl-piperidine
Clinical data
AHFS/Drugs.com	International Drug Names
Legal status	℞ (Prescription only);
Routes of; administration	Oral, Topical
Pharmacokinetic data
Half-life	24-40 hours
Identifiers
CAS Registry Number	147-20-6
ATC code	R06AA07
PubChem	CID 3103
DrugBank	DB01146
ChemSpider	2992
UNII	33361OE3AV
KEGG	D07862
ChEBI	CHEBI:59788
ChEMBL	CHEMBL1492
Synonyms	4-(diphenylmethoxy)-1-methyl-piperidine
Chemical data
Formula	C19H23NO
Molecular mass	281.392 g/mol
	SMILES O(C(c1ccccc1)c2ccccc2)C3CCN(C)CC3;
	InChI InChI=1S/C19H23NO/c1-20-14-12-18(13-15-20)21-19(16-8-4-2-5-9-16)17-10-6-3-7-11-17/h2-11,18-19H,12-15H2,1H3 ; Key:OWQUZNMMYNAXSL-UHFFFAOYSA-N ;
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