WARNING: This product is for research use only, not for human or veterinary use.
Hodoodo CAT#: H592605
CAS#: 514-65-8 (free base)
Description: Biperiden is a muscarinic antagonist that has effects in both the central and peripheral nervous systems. It has been used in the treatment of arteriosclerotic, idiopathic, and postencephalitic parkinsonism. It has also been used to alleviate extrapyramidal symptoms induced by phenothiazine derivatives and reserpine.
Hodoodo Cat#: H592605
Name: Biperiden
CAS#: 514-65-8 (free base)
Chemical Formula: C21H29NO
Exact Mass: 311.22
Molecular Weight: 311.470
Elemental Analysis: C, 80.98; H, 9.39; N, 4.50; O, 5.14
Related CAS #: 1235-82-1 (HCl) 514-65-8 (free base) 7085-45-2 (lactate)
Synonym: Biperiden; KL 373; KL-373; KL373
IUPAC/Chemical Name: 1-Piperidinepropanol, alpha-5-norbornen-2-yl-alpha-phenyl-
InChi Key: YSXKPIUOCJLQIE-UHFFFAOYSA-N
InChi Code: InChI=1S/C21H29NO/c23-21(19-7-3-1-4-8-19,11-14-22-12-5-2-6-13-22)20-16-17-9-10-18(20)15-17/h1,3-4,7-10,17-18,20,23H,2,5-6,11-16H2
SMILES Code: OC(C1=CC=CC=C1)(C2CC3C=CC2C3)CCN4CCCCC4
Appearance: Solid powder
Purity: >98% (or refer to the Certificate of Analysis)
Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility: Soluble in DMSO
Shelf Life: >3 years if stored properly
Drug Formulation: This drug may be formulated in DMSO
Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code: 2934.99.03.00
More Info:
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The following data is based on the product molecular weight 311.47 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 1.15 mL | 5.76 mL | 11.51 mL |
| 5 mM | 0.23 mL | 1.15 mL | 2.3 mL |
| 10 mM | 0.12 mL | 0.58 mL | 1.15 mL |
| 50 mM | 0.02 mL | 0.12 mL | 0.23 mL |
| Formulation protocol: | |
| In vitro protocol: | |
| In vivo protocol: |
1: Sambeth A, Riedel WJ, Klinkenberg I, Kähkönen S, Blokland A. Biperiden selectively induces memory impairment in healthy volunteers: no interaction with citalopram. Psychopharmacology (Berl). 2015 Jun;232(11):1887-97. doi: 10.1007/s00213-014-3822-9. Epub 2014 Dec 4. PubMed PMID: 25466702.
2: Dieckmann LH, Ramos AC, Silva EA, Justo LP, Sabioni P, Frade IF, de Souza AL, Galduróz JC. Effects of biperiden on the treatment of cocaine/crack addiction: a randomised, double-blind, placebo-controlled trial. Eur Neuropsychopharmacol. 2014 Aug;24(8):1196-202. doi: 10.1016/j.euroneuro.2014.06.001. Epub 2014 Jun 12. PubMed PMID: 24974353.
3: Levin OS, Datieva VK. [The use of biperiden (akineton) in patients with ephedrone encephalopathy]. Zh Nevrol Psikhiatr Im S S Korsakova. 2013;113(8):33-7. Russian. PubMed PMID: 24077548.
4: Szczodry O, van der Staay FJ, Arndt SS. Modelling Alzheimer-like cognitive deficits in rats using biperiden as putative cognition impairer. Behav Brain Res. 2014 Nov 1;274:307-11. doi: 10.1016/j.bbr.2014.08.036. Epub 2014 Aug 24. PubMed PMID: 25160769.
5: Affaticati A, Gerra ML, Amerio A, Inglese M, Antonioni MC, Marchesi C. The Controversial Case of Biperiden: From Prescription Drug to Drug of Abuse. J Clin Psychopharmacol. 2015 Dec;35(6):749-50. doi: 10.1097/JCP.0000000000000421. PubMed PMID: 26479221.
6: Samanidou V, Stathatos C, Njau S, Kovatsi L. Disposable pipette extraction for the simultaneous determination of biperiden and three antipsychotic drugs in human urine by GC-nitrogen phosphorus detection. Bioanalysis. 2013 Jan;5(1):21-9. doi: 10.4155/bio.12.292. PubMed PMID: 23256469.
7: Abalos IS, Rodríguez YI, Lozano V, Cereseto M, Mussini MV, Spinetto ME, Chiale C, Pesce G. Transepithelial transport of biperiden hydrochloride in Caco-2 cell monolayers. Environ Toxicol Pharmacol. 2012 Sep;34(2):223-227. doi: 10.1016/j.etap.2012.04.004. Epub 2012 Apr 10. PubMed PMID: 22554863.
8: Hodoba D, Schmidt D. Biperiden for treatment of somnambulism in adolescents and adults with or without epilepsy: clinical observations. Epilepsy Behav. 2012 Dec;25(4):517-28. doi: 10.1016/j.yebeh.2012.09.009. Epub 2012 Nov 13. PubMed PMID: 23153717.
9: Gieling E, Wehkamp W, Willigenburg R, Nordquist RE, Ganderup NC, van der Staay FJ. Performance of conventional pigs and Göttingen miniature pigs in a spatial holeboard task: effects of the putative muscarinic cognition impairer Biperiden. Behav Brain Funct. 2013 Jan 10;9:4. doi: 10.1186/1744-9081-9-4. PubMed PMID: 23305134; PubMed Central PMCID: PMC3563551.
10: Ramos AC, Andersen ML, Oliveira MG, Soeiro AC, Galduróz JC. Biperiden (M₁ antagonist) impairs the expression of cocaine conditioned place preference but potentiates the expression of cocaine-induced behavioral sensitization. Behav Brain Res. 2012 May 16;231(1):213-6. doi: 10.1016/j.bbr.2012.03.030. Epub 2012 Mar 26. PubMed PMID: 22469627.
11: Ogino S, Miyamoto S, Tenjin T, Kitajima R, Ojima K, Miyake N, Funamoto Y, Arai J, Tsukahara S, Ito Y, Tadokoro M, Anai K, Tatsunami S, Kubota H, Kaneda Y, Yamaguchi N. Effects of discontinuation of long-term biperiden use on cognitive function and quality of life in schizophrenia. Prog Neuropsychopharmacol Biol Psychiatry. 2011 Jan 15;35(1):78-83. doi: 10.1016/j.pnpbp.2010.08.030. Epub 2010 Sep 7. PubMed PMID: 20828595.
12: Silver H, Geraisy N. Effects of biperiden and amantadine on memory in medicated chronic schizophrenic patients. A Double-blind cross-over study. Br J Psychiatry. 1995 Feb;166(2):241-3. PubMed PMID: 7728369.
13: Allahverdiyev O, Nurten A, Enginar N. Assessment of rewarding and reinforcing properties of biperiden in conditioned place preference in rats. Behav Brain Res. 2011 Dec 1;225(2):642-5. doi: 10.1016/j.bbr.2011.07.050. Epub 2011 Aug 10. PubMed PMID: 21855580.
14: Zacarias MS, Ramos AC, Alves DR, Galduróz JC. Biperiden (an M1 antagonist) reduces memory consolidation of cocaine-conditioned place preference. Neurosci Lett. 2012 Apr 4;513(2):129-31. doi: 10.1016/j.neulet.2012.01.073. Epub 2012 Feb 7. PubMed PMID: 22336140.
15: Liang CS, Ho PS, Shen LJ, Lee WK, Yang FW, Chiang KT. Comparison of the efficacy and impact on cognition of glycopyrrolate and biperiden for clozapine-induced sialorrhea in schizophrenic patients: a randomized, double-blind, crossover study. Schizophr Res. 2010 Jun;119(1-3):138-44. doi: 10.1016/j.schres.2010.02.1060. Epub 2010 Mar 17. PubMed PMID: 20299191.
16: Klinkenberg I, Blokland A, Riedel W, Sambeth A. Human electrophysiological correlates of learned irrelevance: effects of the muscarinic M1 antagonist biperiden. Int J Neuropsychopharmacol. 2012 Nov;15(10):1375-85. doi: 10.1017/S1461145711001647. Epub 2011 Nov 18. PubMed PMID: 22094124; PubMed Central PMCID: PMC3496170.
17: Takahashi S, Suzuki M, Uchiyama M. A case of schizophrenia with meige syndrome induced by perospirone successfully treated with biperiden. J Neuropsychiatry Clin Neurosci. 2013 Winter;25(1):E28. doi: 10.1176/appi.neuropsych.12020029. PubMed PMID: 23487218.
18: Yisak W, Farde L, von Bahr C, Nilsson LB, Fredriksson G, Ogenstad S. Interaction study between remoxipride and biperiden. Psychopharmacology (Berl). 1993;111(1):27-32. PubMed PMID: 7870930.
19: Salin-Pascual RJ, Jimenez-Anguiano A, Granados-Fuentes D, Drucker-Colin R. Effects of biperiden on sleep at baseline and after 72 h of REM sleep deprivation in the cat. Psychopharmacology (Berl). 1992;106(4):540-2. PubMed PMID: 1579626.
20: Klinkenberg I, Blokland A. A comparison of scopolamine and biperiden as a rodent model for cholinergic cognitive impairment. Psychopharmacology (Berl). 2011 Jun;215(3):549-66. doi: 10.1007/s00213-011-2171-1. Epub 2011 Feb 19. PubMed PMID: 21336581; PubMed Central PMCID: PMC3090581.
