Amperozide HCl | CAS#75529-73-6 | 5-HT2/D2 antagonist

Amperozide HCl
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WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 527832

CAS#: 75529-73-6 (HCl)

Description: Amperozide HCl is a 5-HT2/D2 antagonist, inhibiting nomifensine-induced hyperlocomotion and human FAAH. Amperozide, a novel 5-HT2A receptor antagonist that releases dopamine from mesolimbic neurons, suppresses alcohol drinking in rats.

Chemical Structure

Amperozide HCl

CAS# 75529-73-6 (HCl)

Instruction

Theoretical Analysis

MedKoo Cat#: 527832
Name: Amperozide HCl
CAS#: 75529-73-6 (HCl)
Chemical Formula: C23H30ClF2N3O
Exact Mass: 0.00
Molecular Weight: 437.960
Elemental Analysis: C, 63.08; H, 6.90; Cl, 8.09; F, 8.68; N, 9.59; O, 3.65

Price and Availability

Size	Price	Availability
5mg	USD 350	2 Weeks
10mg	USD 650	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

Related CAS #: 86725-37-3 (also HCl) 75529-73-6 (HCl) 75558-90-6 (free base)

Synonym: Amperozide HCl, Amperozide hydrochloride,

IUPAC/Chemical Name: 4-[4,4-Bis(4-fluorophenyl)butyl]-N-ethylpiperazine-1-carboxamide hydrochloride

InChi Key: OEQHKNWFXHBJIT-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H29F2N3O.ClH/c1-2-26-23(29)28-16-14-27(15-17-28)13-3-4-22(18-5-9-20(24)10-6-18)19-7-11-21(25)12-8-19;/h5-12,22H,2-4,13-17H2,1H3,(H,26,29);1H

SMILES Code: O=C(N1CCN(CCCC(C2=CC=C(F)C=C2)C3=CC=C(F)C=C3)CC1)NCC.[H]Cl

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: >2 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: 2934.99.9001

More Info:

Instruction:

View handling instruction

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 437.96 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:

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1: Nuss AB, Ejendal KF, Doyle TB, Meyer JM, Lang EG, Watts VJ, Hill CA. Dopamine receptor antagonists as new mode-of-action insecticide leads for control of Aedes and Culex mosquito vectors. PLoS Negl Trop Dis. 2015 Mar 20;9(3):e0003515. doi: 10.1371/journal.pntd.0003515. eCollection 2015 Mar. PubMed PMID: 25793586; PubMed Central PMCID: PMC4368516.

2: Vincent F, Nguyen MT, Emerling DE, Kelly MG, Duncton MA. Mining biologically-active molecules for inhibitors of fatty acid amide hydrolase (FAAH): identification of phenmedipham and amperozide as FAAH inhibitors. Bioorg Med Chem Lett. 2009 Dec 1;19(23):6793-6. doi: 10.1016/j.bmcl.2009.09.086. Epub 2009 Sep 30. PubMed PMID: 19850474.

3: Chang PY, Chuang CH, Chen JC, Tung CS. Behavioral and biochemical effects of amperozide and serotonin agents on nigrostriatal and mesolimbic dopamine systems. Chin J Physiol. 2008 Apr 30;51(2):106-15. Erratum in: Chin J Physiol. 2008 Jun 30;51(3):196. PubMed PMID: 18666714.

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8: Rademacher DJ, Anderson AP, Steinpreis RE. Acute effects of amperozide and paroxetine on social cohesion in male conspecifics. Brain Res Bull. 2002 Jun;58(2):187-91. PubMed PMID: 12127016.

9: Rauser L, Savage JE, Meltzer HY, Roth BL. Inverse agonist actions of typical and atypical antipsychotic drugs at the human 5-hydroxytryptamine(2C) receptor. J Pharmacol Exp Ther. 2001 Oct;299(1):83-9. PubMed PMID: 11561066.

10: Rademacher DJ, Anders KA, Riley MG, Nesbitt JT, Steinpreis RE. Determination of the place conditioning and locomotor effects of amperozide in rats: a comparison with cocaine. Exp Clin Psychopharmacol. 2000 Aug;8(3):434-43. PubMed PMID: 10975635.

11: Ichikawa J, Meltzer HY. The effect of serotonin(1A) receptor agonism on antipsychotic drug-induced dopamine release in rat striatum and nucleus accumbens. Brain Res. 2000 Mar 10;858(2):252-63. PubMed PMID: 10708676.

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13: Rådberg K, Botermans J, Weström BR, Pierzynowski SG. Depressive effects of anesthesia or sedation on exocrine pancreatic function in pigs. Lab Anim Sci. 1999 Dec;49(6):662-4. PubMed PMID: 10638505.

14: Arolfo MP, McMillen BA. Effects of amperozide and tiospirone, atypical antipsychotic 5-HT2 drugs, on food-reinforced behavior in rats. Physiol Behav. 1999 Dec 1-15;68(1-2):93-8. PubMed PMID: 10627067.

15: Rademacher DJ, Kuppinger HE, Thompson KJ, Harrington A, Kaczmarek HJ, Kopish AJ, Steinpreis RE. The effects of amperozide on cocaine-induced social withdrawal in rats. Behav Brain Res. 1999 Feb 15;99(1):75-80. PubMed PMID: 10512574.

16: Wettstein JG, Host M, Hitchcock JM. Selectivity of action of typical and atypical anti-psychotic drugs as antagonists of the behavioral effects of 1-[2,5-dimethoxy-4-iodophenyl]-2-aminopropane (DOI). Prog Neuropsychopharmacol Biol Psychiatry. 1999 Apr;23(3):533-44. PubMed PMID: 10378235.

17: Jones EA, McMillen BA. The cardiovascular effects of amperozide: interactions with cocaine. Pharmacol Toxicol. 1999 Feb;84(2):53-8. PubMed PMID: 10068147.

18: Kuroki T, Meltzer HY, Ichikawa J. Effects of antipsychotic drugs on extracellular dopamine levels in rat medial prefrontal cortex and nucleus accumbens. J Pharmacol Exp Ther. 1999 Feb;288(2):774-81. PubMed PMID: 9918588.

19: Steinpreis RE, Moser L, Parret F, Rutell E, Panos J. The effects of the atypical antipsychotic amperozide on vacuous jaw movements in rats: a novel dose response profile. Psychopharmacology (Berl). 1998 Jul;138(2):107-13. PubMed PMID: 9718279.

20: Ichikawa J, Kuroki T, Dai J, Meltzer HY. Effect of antipsychotic drugs on extracellular serotonin levels in rat medial prefrontal cortex and nucleus accumbens. Eur J Pharmacol. 1998 Jun 19;351(2):163-71. PubMed PMID: 9686999.

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