Chemistry:LP-44

LP-44
Identifiers
	IUPAC name 4-[2-(methylthio)phenyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1-piperazinehexanamide;
CAS Number	824958-12-5 ;
PubChem CID	11224758;
ChemSpider	9399811 ;
UNII	M5K3JUP5EZ;
Chemical and physical data
Formula	C27H37N3OS
Molar mass	451.67 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c3cccc2c3CCCC2NC(=O)CCCCCN(CC4)CCN4c1ccccc1SC;
	InChI InChI=1S/C27H37N3OS/c1-32-26-15-7-6-14-25(26)30-20-18-29(19-21-30)17-8-2-3-16-27(31)28-24-13-9-11-22-10-4-5-12-23(22)24/h4-7,10,12,14-15,24H,2-3,8-9,11,13,16-21H2,1H3,(H,28,31) ; Key:JNBBJUHCODFLEG-UHFFFAOYSA-N ;
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Short description: Chemical compound

LP-44 is a drug which acts as a potent and selective agonist at the 5HT₇ serotonin receptor. While LP-44 is less selective than the related compound LP-12, it has been more widely used in research and has been used to show the complex role of 5-HT₇ receptors in several aspects of brain function, including regulation of the sleep-wake cycle and roles in stress, learning and memory.^[1]^[2]^[3]^[4]

References

↑ "The serotonin 5-HT7 receptor agonist LP-44 microinjected into the dorsal raphe nucleus suppresses REM sleep in the rat". Behavioural Brain Research 191 (2): 184–9. August 2008. doi:10.1016/j.bbr.2008.03.025. PMID 18466985.
↑ "Corticosterone induced morphological changes of hippocampal and amygdaloid cell lines are dependent on 5-HT7 receptor related signal pathway". Neuroscience 182: 71–81. May 2011. doi:10.1016/j.neuroscience.2011.02.042. PMID 21371532.
↑ Monti JM (August 2011). "Serotonin control of sleep-wake behavior". Sleep Medicine Reviews 15 (4): 269–81. doi:10.1016/j.smrv.2010.11.003. PMID 21459634.
↑ "5-HT(1A) and 5-HT(7) receptors differently modulate AMPA receptor-mediated hippocampal synaptic transmission". Hippocampus 22 (4): 790–801. April 2011. doi:10.1002/hipo.20940. PMID 21538661.

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Original source: https://en.wikipedia.org/wiki/LP-44. Read more

[pmid18466985-1] "The serotonin 5-HT7 receptor agonist LP-44 microinjected into the dorsal raphe nucleus suppresses REM sleep in the rat". Behavioural Brain Research 191 (2): 184–9. August 2008. doi:10.1016/j.bbr.2008.03.025. PMID 18466985.

[pmid21371532-2] "Corticosterone induced morphological changes of hippocampal and amygdaloid cell lines are dependent on 5-HT7 receptor related signal pathway". Neuroscience 182: 71–81. May 2011. doi:10.1016/j.neuroscience.2011.02.042. PMID 21371532.

[pmid21459634-3] Monti JM (August 2011). "Serotonin control of sleep-wake behavior". Sleep Medicine Reviews 15 (4): 269–81. doi:10.1016/j.smrv.2010.11.003. PMID 21459634.

[pmid21538661-4] "5-HT(1A) and 5-HT(7) receptors differently modulate AMPA receptor-mediated hippocampal synaptic transmission". Hippocampus 22 (4): 790–801. April 2011. doi:10.1002/hipo.20940. PMID 21538661.

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v t e Piperazines
Simple piperazines (no additional rings)	1-Cyclohexylpiperazine Aminoethylpiperazine Diethylcarbamazine HEPPS Midafotel Piperazine PIPES
Phenylpiperazines	Acaprazine Antrafenine Aripiprazole Batoprazine Bifeprunox BRL-15,572 Ciprofloxacin CSP-2503 Dapiprazole DCPP DMPP Diphenylpiperazine Dropropizine EGIS-12,233 Elopiprazole Eltoprazine Enpiprazole Ensaculin Etoperidone Flesinoxan Fluanisone Flibanserin Fluprazine Itraconazole Ketoconazole Levodropropizine Lorpiprazole mCPP Mefway MeOPP Mepiprazole Naftopidil Naluzotan Naphthylpiperazine Nefazodone Niaprazine Oxypertine Pardoprunox pCPP pFPP Posaconazole S-14,506 S-14,671 S-15,535 SB-258,585 SB-271,046 SB-357,134 SB-399,885 Sonepiprazole TFMPP Tolpiprazole Trazodone Urapidil Vesnarinone Vilazodone Vortioxetine WAY-100,135 WAY-100,635
Benzylpiperazines	2C-B-BZP Befuraline Bifeprunox Buclizine BZP Chlorbenzoxamine DBZP Fipexide Imatinib MBZP MDBZP Meclozine Methoxypiperamide Piberaline Piribedil Sunifiram Trimetazidine Vesnarinone
Diphenylalkylpiperazines (benzhydrylalkylpiperazines)	AD-1211 Almitrine Amperozide BRL-15,572 Buclizine BW373U86 Cetirizine Chlorbenzoxamine Chlorcyclizine Cinnarizine Clocinizine Cyclizine DBL-583 Diphenpipenol Diphenylmethylpiperazine Dotarizine DPI-221 DPI-287 DPI-3290 GBR-12,783 GBR-12,935 GBR-13,069 GBR-13,098 GBR-13,119 Hydroxyzine Lidoflazine Manidipine Meclozine MT-45 Oxatomide SNC-80 Vanoxerine
Pyrimidinylpiperazines	Buspirone Dasatinib Eptapirone Gepirone Ipsapirone Piribedil Prazitone Pyrimidinylpiperazine Revospirone Tandospirone Tirilazad Trimazosin Umespirone Zalospirone
Pyridinylpiperazines	Atevirdine Azaperone Delavirdine Mirtazapine Pyridinylpiperazine
Benzo(iso)thiazolyl piperazines	Lurasidone Perospirone Revospirone Tiospirone Ziprasidone
Tricyclics (piperazine attached via side chain)	Amoxapine Clopenthixol Clorotepine Clozapine Cyanothepin Doclothepin Docloxythepin Flupentixol Fluphenazine Isofloxythepin Loxapine Meperathiepin Metitepine Octomethothepin Olanzapine Opipramol Oxyclothepin Oxyprothepin Peradithiepin Perathiepin Perazine Perphenazine Pirenzepine Prochlorperazine Thiethylperazine Thiothixene Trifluoperazine Trifluthepin Zuclopenthixol
Others/Uncategorized	6-Nitroquipazine Azimilide Cinepazet Cinepazic acid Cinepazide Cyclohexylpiperazine EGIS-7625 Hexocyclium Indinavir JNJ-7777120 Lodenafil Mirodenafil PB-28 Quipazine Ranolazine SA-4503 Sildenafil Tadalafil Vardenafil VUF-6002 WY-46824 Zipeprol

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Identifiers

IUPAC name 4-[2-(methylthio)phenyl]-N-(1,2,3,4-tetrahydronaphthalen-1-yl)-1-piperazinehexanamide
CAS Number	824958-12-5^Y
PubChem CID	11224758
ChemSpider	9399811^N
UNII	M5K3JUP5EZ
Chemical and physical data
Formula	C₂₇H₃₇N₃OS
Molar mass	451.67 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c3cccc2c3CCCC2NC(=O)CCCCCN(CC4)CCN4c1ccccc1SC
InChI InChI=1S/C27H37N3OS/c1-32-26-15-7-6-14-25(26)30-20-18-29(19-21-30)17-8-2-3-16-27(31)28-24-13-9-11-22-10-4-5-12-23(22)24/h4-7,10,12,14-15,24H,2-3,8-9,11,13,16-21H2,1H3,(H,28,31)^N Key:JNBBJUHCODFLEG-UHFFFAOYSA-N^N
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