Chemistry:BMY-14802

BMY-14802
Clinical data
Other names	BMS-181100; MJ-14802
ATC code	None;
Identifiers
	IUPAC name 1-(4-fluorophenyl)-4-[4-(5-fluoropyrimidin-2-yl)piperazin-1-yl]butan-1-ol;
CAS Number	105565-56-8 ;
PubChem CID	108046;
IUPHAR/BPS	8;
ChemSpider	97151 ;
UNII	A5NB5G07JO;
ChEMBL	ChEMBL60859 ;
Chemical and physical data
Formula	C18H22F2N4O
Molar mass	348.398 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc(F)ccc1C(O)CCCN2CCN(CC2)c3ncc(F)cn3;
	InChI InChI=1S/C18H22F2N4O/c19-15-5-3-14(4-6-15)17(25)2-1-7-23-8-10-24(11-9-23)18-21-12-16(20)13-22-18/h3-6,12-13,17,25H,1-2,7-11H2 ; Key:ZXUYYZPJUGQHLQ-UHFFFAOYSA-N ;
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Short description: Chemical compound

BMY-14802, also known as BMS-181100, is a drug with antipsychotic effects which acts as both a sigma receptor antagonist and a 5-HT_1A receptor agonist.^[1]^[2]^[3]^[4] It also has affinity for the 5-HT₂ and D₄ receptors.^[5] The drug reached phase III clinical trials for the treatment of psychosis but was never marketed.^[6]

References

↑ "A role for sigma binding in the antipsychotic profile of BMY 14802?". NIDA Research Monograph 133: 125–157. 1993. PMID 8232511.
↑ "Discriminative stimulus characteristics of BMY 14802 in the pigeon". The Journal of Pharmacology and Experimental Therapeutics 284 (1): 1–9. January 1998. PMID 9435153.
↑ "Sigma1 receptor antagonists determine the behavioral pattern of the methamphetamine-induced stereotypy in mice". Psychopharmacology 203 (4): 781–792. May 2009. doi:10.1007/s00213-008-1425-z. PMID 19052726.
↑ "The sigma-1 antagonist BMY-14802 inhibits L-DOPA-induced abnormal involuntary movements by a WAY-100635-sensitive mechanism". Psychopharmacology 204 (4): 743–754. July 2009. doi:10.1007/s00213-009-1505-8. PMID 19283364.
↑ "Sigma 1 Receptor Chaperone: Pharmacology and Therapeutic Perspectives". Therapeutic Targets: Modulation, Inhibition, and Activation. John Wiley & Sons. 20 April 2012. pp. 248–. ISBN 978-1-118-18552-0. https://books.google.com/books?id=3XJ8PXFCXq4C&pg=PA248.
↑ "BMS 181100". AdisInsight. Springer Nature Switzerland AG. http://adisinsight.springer.com/drugs/800000679.

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Original source: https://en.wikipedia.org/wiki/BMY-14802. Read more

[pmid8232511-1] "A role for sigma binding in the antipsychotic profile of BMY 14802?". NIDA Research Monograph 133: 125–157. 1993. PMID 8232511.

[pmid9435153-2] "Discriminative stimulus characteristics of BMY 14802 in the pigeon". The Journal of Pharmacology and Experimental Therapeutics 284 (1): 1–9. January 1998. PMID 9435153.

[pmid19052726-3] "Sigma1 receptor antagonists determine the behavioral pattern of the methamphetamine-induced stereotypy in mice". Psychopharmacology 203 (4): 781–792. May 2009. doi:10.1007/s00213-008-1425-z. PMID 19052726.

[pmid19283364-4] "The sigma-1 antagonist BMY-14802 inhibits L-DOPA-induced abnormal involuntary movements by a WAY-100635-sensitive mechanism". Psychopharmacology 204 (4): 743–754. July 2009. doi:10.1007/s00213-009-1505-8. PMID 19283364.

[BotanaLoza2012-5] "Sigma 1 Receptor Chaperone: Pharmacology and Therapeutic Perspectives". Therapeutic Targets: Modulation, Inhibition, and Activation. John Wiley & Sons. 20 April 2012. pp. 248–. ISBN 978-1-118-18552-0. https://books.google.com/books?id=3XJ8PXFCXq4C&pg=PA248.

[AdisInsight-6] "BMS 181100". AdisInsight. Springer Nature Switzerland AG. http://adisinsight.springer.com/drugs/800000679.

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v t e Sigma receptor modulators
σ₁	Agonists: 3-PPP 4-PPBP 5-MeO-DMT Alazocine (SKF-10047) Amantadine ANAVEX2-73 Arketamine BD-737 BD-1052 Captodiame Citalopram CGRP Cloperastine Cocaine Cutamesine (SA-4503) Cyclazocine Dehydroepiandrosterone (DHEA) (prasterone) Dehydroepiandrosterone sulfate (DHEA-S) (prasterone sulfate) Dextrallorphan Dextromethorphan (DXM) Dextrorphan (DXO) Dimemorfan Dimethyltryptamine (DMT) Ditolylguanidine (DTG) Donepezil Eliprodil Escitalopram Fabomotizole (afobazole) Fluoxetine Fluvoxamine Ifenprodil Igmesine (JO-1784) IPAB Ketamine L-687384 MDMA (midomafetamine) Memantine Methamphetamine Methoxetamine Methylphenidate Nepinalone Neuropeptide Y Noscapine OPC-14523 Opipramol Pentazocine Pentoxyverine (carbetapentane) PRE-084 Pregnenolone Pregnenolone sulfate Pridopidine Racemethorphan (methorphan) Racemorphan (morphanol) UMB-23 UMB-82 Antagonists: 3-PPP AC-927 BD-1008 BD-1031 BD-1047 BD-1060 BD-1063 BD-1067 BMY-14802 (BMS-181100) CM-156 Dup-734 E-5842 E-52862 (S1RA) Haloperidol LR-132 LR-172 MS-377 NE-100 NPC-16377 Panamesine (EMD-57455) PD-144418 Pentazocine Progesterone Rimcazole (BW-234U) Sertraline SR-31742A Allosteric modulators: Phenytoin; Positive: Methylphenylpiracetam SOMCL-668 Unknown/unsorted: 3-Methoxydextrallorphan 3-MeO-PCP 4C-T-2 4-IBP 4-IPBS 4-MeO-PCP 5-MeO-DALT 5-MeO-DiPT Amitriptyline Azidopamil Chlorpromazine Clemastine Clomipramine Clorgiline D-Deprenyl DiPT DPT Ibogaine Imipramine KCR-12-83.1 Nemonapride Noribogaine RHL-033 RS-67,333 RTI-55 Saffron Safinamide Selegiline Spipethiane Trifluoperazine W-18 YKP10A
σ₂	Agonists: 3-PPP Arketamine BD-1047 BD1063 Ditolylguanidine (DTG) DKR-1005 DKR-1051 Haloperidol Ifenprodil Ketamine MDMA (midomafetamine) Methamphetamine OPC-14523 Opipramol PB-28 Phencyclidine Siramesine (Lu 28-179) UKH-1114 Antagonists: AC-927 BD-1008 BD-1067 CM-156 CT-1812 LR-172 MIN-101 Panamesine (EMD-57455) SAS-0132 Unknown/unsorted: 3-Methoxydextrallorphan 3-MeO-PCE 4-MeO-PCP 5-MeO-DALT 5-MeO-DiPT Clemastine DiPT DPT Ibogaine Nemonapride Nepinalone Noribogaine Pentazocine RS-67,333 Safinamide TMA UMB-23 UMB-82 W-18
Unsorted	Agonists: Berberine Ethylketazocine Fourphit Metaphit Naluzotan Tapentadol Tenocyclidine Antagonists: AHD1 AZ66 Lamotrigine Naloxone SM-21 UMB-100 UMB-101 UMB-103 UMB-116 YZ-011 YZ-069 YZ-185 Allosteric modulators: SKF-83959 Unknown/unsorted: 18-Methoxycoronaridine BMY-13980 Butaclamol Caramiphen Carvotroline Chlorphenamine (chlorpheniramine) Chlorpromazine Cinnarizine Cinuperone Clocapramine Dezocine EMD-59983 Hypericin (St. John's wort) Fluphenazine Gevotroline (WY-47384) Mepyramine (pyrilamine) Molindone Perphenazine Pimozide Proadifen Promethazine Propranolol Quinidine Remoxipride SL 82.0715 SR-31747A Tiospirone (BMY-13859) Venlafaxine
See also: Receptor/signaling modulators

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