関: floropipamide hydrochloride

Wikipedia preview

出典(authority):フリー百科事典『ウィキペディア（Wikipedia）』「2016/04/20 01:17:02」(JST)

wiki en

Pipamperone (INN, USAN, BAN), also known as carpiperone and floropipamide or fluoropipamide, and as floropipamide hydrochloride (JAN), is a typical antipsychotic of the butyrophenone family used in the treatment of schizophrenia.^[1]^[2] It is or has been marketed under brand names including Dipiperon, Dipiperal, Piperonil, Piperonyl, and Propitan.^[2] Pipamperone was discovered at Janssen Pharmaceutica in 1961, and entered clinical trials in the United States in 1963.^[3]

Pharmacology

Pipamperon Neuraxpharm, 40mg

Pipamperone acts as an antagonist of the 5-HT_2A,^[4] 5-HT_2B,^[5] 5-HT_2C^[6] D₂,^[4] D₃,^[7] D₄,^[4]^[8] α₁-adrenergic,^[7] and α₂-adrenergic receptors.^[7] It shows much higher affinity for the 5-HT_2A and D₄ receptors over the D₂ receptor (15-fold in the case of the D₄ receptor, and even higher in the case of the 5-HT_2A receptor),^[4]^[7]^[9] being regarded as "highly selective" for the former two sites at low doses.^[9]^[10] Pipamperone has low and likely insignificant affinity for the H₁ and mACh receptors, as well as for other serotonin and dopamine receptors.^[7]

Pipamperone is considered to have been a forerunner to the atypical antipsychotics, if not an atypical antipsychotic itself, due to its prominent serotonin antagonism.^[11]^[12]^[13]

Antidepressant effects

Low-dose pipamperone (5 mg twice daily) has been found to accelerate and enhance the antidepressant effect of citalopram (40 mg once daily), in a combination (citalopram/pipamperone) referred to as PipCit (code name PNB-01).^[9]^[14]

References

^ Dr. Ian Morton; I.K. Morton; Judith M. Hall (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 222–. ISBN 978-0-7514-0499-9.
^ ^a ^b J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 985–. ISBN 978-1-4757-2085-3.
^ David Healy (1 July 2009). The Creation of Psychopharmacology. Harvard University Press. pp. 251–. ISBN 978-0-674-03845-5.
^ ^a ^b ^c ^d Schotte A, Janssen PF, Gommeren W, Luyten WH, Van Gompel P, Lesage AS, De Loore K, Leysen JE (1996). "Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding". Psychopharmacology (Berl.) 124 (1-2): 57–73. doi:10.1007/bf02245606. PMID 8935801.
^ Wainscott DB, Lucaites VL, Kursar JD, Baez M, Nelson DL (1996). "Pharmacologic characterization of the human 5-hydroxytryptamine2B receptor: evidence for species differences". J. Pharmacol. Exp. Ther. 276 (2): 720–7. PMID 8632342.
^ Prinssen EP, Koek W, Kleven MS (2000). "The effects of antipsychotics with 5-HT(2C) receptor affinity in behavioral assays selective for 5-HT(2C) receptor antagonist properties of compounds". Eur. J. Pharmacol. 388 (1): 57–67. doi:10.1016/s0014-2999(99)00859-6. PMID 10657547.
^ ^a ^b ^c ^d ^e Bart A. Ellenbroek; Alexander R. Cools (6 December 2012). Atypical Antipsychotics. Birkhäuser. pp. 62–. ISBN 978-3-0348-8448-8.
^ Van Craenenbroeck K, Gellynck E, Lintermans B, Leysen JE, Van Tol HH, Haegeman G, Vanhoenacker P (2006). "Influence of the antipsychotic drug pipamperone on the expression of the dopamine D4 receptor". Life Sci. 80 (1): 74–81. doi:10.1016/j.lfs.2006.08.024. PMID 16978659.
^ ^a ^b ^c Wade AG, Crawford GM, Nemeroff CB, Schatzberg AF, Schlaepfer T, McConnachie A, Haazen L, Buntinx E (2011). "Citalopram plus low-dose pipamperone versus citalopram plus placebo in patients with major depressive disorder: an 8-week, double-blind, randomized study on magnitude and timing of clinical response". Psychol Med 41 (10): 2089–97. doi:10.1017/S0033291711000158. PMID 21349239.
^ Michael S. Lidow (22 June 2000). Neurotransmitter Receptors in Actions of Antipsychotic Medications. CRC Press. pp. 88–. ISBN 978-1-4200-4177-4.
^ Awouters FH, Lewi PJ (2007). "Forty years of antipsychotic Drug research--from haloperidol to paliperidone--with Dr. Paul Janssen". Arzneimittelforschung 57 (10): 625–32. doi:10.1055/s-0031-1296660. PMID 18074755.
^ Vanden Bussche G, Gelders YG, Heylen SL (1990). "[Development of new antipsychotic drugs]". Acta Psiquiatr Psicol Am Lat (in Spanish) 36 (1-2): 13–25. PMID 2127339.
^ Niemegeers CJ, Awouters F, Janssen PA (1990). "[Serotonin antagonism involved in the antipsychotic effect. Confirmation with ritanserine and risperidone]". Encephale (in French) 16 (2): 147–51. PMID 1693560.
^ Kirk R (2010). "Clinical trials in CNS--SMi's eighth annual conference". IDrugs 13 (2): 66–9. PMID 20127552.

English Journal

Automated on-line in-tube solid-phase microextraction coupled with HPLC/MS/MS for the determination of butyrophenone derivatives in human plasma.

Kumazawa T1, Saeki K, Yanagisawa I, Uchigasaki S, Hasegawa C, Seno H, Suzuki O, Sato K.
Analytical and bioanalytical chemistry.Anal Bioanal Chem.2009 Jun;394(4):1161-70. doi: 10.1007/s00216-009-2774-0. Epub 2009 Apr 23.
This paper describes a fully automated on-line method combining in-tube solid-phase microextraction (SPME) in which sample clean-up and enrichment are conducted through an open tubular fused-silica capillary column and high-performance liquid chromatography (HPLC)/tandem mass spectrometry (MS/MS) de
PMID 19387622

Analysis of oseltamivir active metabolite, oseltamivir carboxylate, in biological materials by HPLC-UV in a case of death following ingestion of Tamiflu.

Fuke C1, Ihama Y, Miyazaki T.
Legal medicine (Tokyo, Japan).Leg Med (Tokyo).2008 Mar;10(2):83-7. Epub 2007 Aug 27.
An HPLC-UV method was established for determination of oseltamivir carboxylate, an active metabolite of oseltamivir, in biological materials. Oseltamivir carboxylate and floropipamide (internal standard) were extracted by using a mixed mode cation exchange extraction cartridge. The recovery yields o
PMID 17720604

Atypical properties of several classes of antipsychotic drugs on the basis of differential induction of Fos-like immunoreactivity in the rat brain.

Oka T1, Hamamura T, Lee Y, Miyata S, Habara T, Endo S, Taoka H, Kuroda S.
Life sciences.Life Sci.2004 Nov 26;76(2):225-37.
Acute administration of typical and atypical antipsychotics has been reported to induce regionally distinct patterns of c-Fos expression in the rat forebrain. Furthermore, atypical index, the difference in the extent of increased Fos-like immunoreactivity (Fos-LI) in the nucleus accumbens (NAc) shel
PMID 15519367

Japanese Journal

ラット外側視床下部自己刺激行動に及ぼす向精神薬の影響　　特に抗精神病薬による自己刺激行動抑制作用と線条体ドーパミン受容体しゃ断作用との関連性

日本薬理学雑誌 83(6), 485-496, 1984
NAID 130000761045

EFFECTS OF NEUROLEPTIC BUTYROPHENONES ON PITUITARYADRENAL ACTIVITY IN RATS

Journal of pharmacobio-dynamics 3(1), 46-52, 1980-01
NAID 110003635780

Effects of neuroleptic butyrophenones on pituitary-adrenal activity in rats.

Journal of Pharmacobio-Dynamics 3(1), 46-52, 1980
NAID 130003544313

Related Pictures

★リンクテーブル★

リンク元	「フロロピパミド」
拡張検索	「floropipamide hydrochloride」

「フロロピパミド」

Pipamperone
Systematic (IUPAC) name
	1-[4-(4-fluorophenyl)-4-oxobutyl]-4-piperidin-1-ylpiperidine-4-carboxamide
Clinical data
AHFS/Drugs.com	International Drug Names
Routes of; administration	Oral
Identifiers
CAS Number	1893-33-0
ATC code	N05AD05 (WHO)
PubChem	CID 4830
IUPHAR/BPS	92
ChemSpider	4664
UNII	5402501F0W
KEGG	D02622
ChEMBL	CHEMBL440294
Synonyms	McN-JR 3345; R-3345
Chemical data
Formula	C21H30FN3O2
Molar mass	375.480 g/mol
	SMILES Fc1ccc(cc1)C(=O)CCCN3CCC(C(=O)N)(N2CCCCC2)CC3 ;
	InChI InChI=1S/C21H30FN3O2/c22-18-8-6-17(7-9-18)19(26)5-4-12-24-15-10-21(11-16-24,20(23)27)25-13-2-1-3-14-25/h6-9H,1-5,10-16H2,(H2,23,27) ; Key:AXKPFOAXAHJUAG-UHFFFAOYSA-N ;
(what is this?) (verify)

　　[★]

英: floropipamide、floropipamide hydrochloride
関: 塩酸フロロピパミド

「floropipamide hydrochloride」

　　[★]

塩酸フロロピパミド

関: floropipamide

[MortonMorton1999-1] Dr. Ian Morton; I.K. Morton; Judith M. Hall (31 October 1999). Concise Dictionary of Pharmacological Agents: Properties and Synonyms. Springer Science & Business Media. pp. 222–. ISBN 978-0-7514-0499-9.

[Elks2014-2] J. Elks (14 November 2014). The Dictionary of Drugs: Chemical Data: Chemical Data, Structures and Bibliographies. Springer. pp. 985–. ISBN 978-1-4757-2085-3.

[Healy2009-3] David Healy (1 July 2009). The Creation of Psychopharmacology. Harvard University Press. pp. 251–. ISBN 978-0-674-03845-5.

[pmid8935801-4] Schotte A, Janssen PF, Gommeren W, Luyten WH, Van Gompel P, Lesage AS, De Loore K, Leysen JE (1996). "Risperidone compared with new and reference antipsychotic drugs: in vitro and in vivo receptor binding". Psychopharmacology (Berl.) 124 (1-2): 57–73. doi:10.1007/bf02245606. PMID 8935801.

[pmid8632342-5] Wainscott DB, Lucaites VL, Kursar JD, Baez M, Nelson DL (1996). "Pharmacologic characterization of the human 5-hydroxytryptamine2B receptor: evidence for species differences". J. Pharmacol. Exp. Ther. 276 (2): 720–7. PMID 8632342.

[pmid10657547-6] Prinssen EP, Koek W, Kleven MS (2000). "The effects of antipsychotics with 5-HT(2C) receptor affinity in behavioral assays selective for 5-HT(2C) receptor antagonist properties of compounds". Eur. J. Pharmacol. 388 (1): 57–67. doi:10.1016/s0014-2999(99)00859-6. PMID 10657547.

[EllenbroekCools2012-7] Bart A. Ellenbroek; Alexander R. Cools (6 December 2012). Atypical Antipsychotics. Birkhäuser. pp. 62–. ISBN 978-3-0348-8448-8.

[pmid16978659-8] Van Craenenbroeck K, Gellynck E, Lintermans B, Leysen JE, Van Tol HH, Haegeman G, Vanhoenacker P (2006). "Influence of the antipsychotic drug pipamperone on the expression of the dopamine D4 receptor". Life Sci. 80 (1): 74–81. doi:10.1016/j.lfs.2006.08.024. PMID 16978659.

[pmid21349239-9] Wade AG, Crawford GM, Nemeroff CB, Schatzberg AF, Schlaepfer T, McConnachie A, Haazen L, Buntinx E (2011). "Citalopram plus low-dose pipamperone versus citalopram plus placebo in patients with major depressive disorder: an 8-week, double-blind, randomized study on magnitude and timing of clinical response". Psychol Med 41 (10): 2089–97. doi:10.1017/S0033291711000158. PMID 21349239.

[Lidow2000-10] Michael S. Lidow (22 June 2000). Neurotransmitter Receptors in Actions of Antipsychotic Medications. CRC Press. pp. 88–. ISBN 978-1-4200-4177-4.

[pmid18074755-11] Awouters FH, Lewi PJ (2007). "Forty years of antipsychotic Drug research--from haloperidol to paliperidone--with Dr. Paul Janssen". Arzneimittelforschung 57 (10): 625–32. doi:10.1055/s-0031-1296660. PMID 18074755.

[pmid2127339-12] Vanden Bussche G, Gelders YG, Heylen SL (1990). "[Development of new antipsychotic drugs]". Acta Psiquiatr Psicol Am Lat (in Spanish) 36 (1-2): 13–25. PMID 2127339.

[pmid1693560-13] Niemegeers CJ, Awouters F, Janssen PA (1990). "[Serotonin antagonism involved in the antipsychotic effect. Confirmation with ritanserine and risperidone]". Encephale (in French) 16 (2): 147–51. PMID 1693560.

[pmid20127552-14] Kirk R (2010). "Clinical trials in CNS--SMi's eighth annual conference". IDrugs 13 (2): 66–9. PMID 20127552.

匿名

検索

案内

案内

floropipamide