Chemistry:WAY-163909

WAY-163909
Identifiers
	IUPAC name (11R,15R)-7,10-diazatetracyclo[8.5.1.05,16.011,15]hexadeca-1,3,5(16)-triene;
CAS Number	428868-32-0 ;
PubChem CID	10130594;
ChemSpider	8306109;
UNII	MN9LW8268N;
ChEMBL	ChEMBL1628670;
Chemical and physical data
Formula	C14H18N2
Molar mass	214.312 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES C1C[C@H]2[C@@H](C1)N3CCNCC4=C3C2=CC=C4;
	InChI InChI=1S/C14H18N2/c1-3-10-9-15-7-8-16-13-6-2-4-11(13)12(5-1)14(10)16/h1,3,5,11,13,15H,2,4,6-9H2/t11-,13-/m1/s1; Key:XOSKJKGKWRIMGV-DGCLKSJQSA-N;

Short description: Chemical compound

WAY-163,909 is a drug which acts as a potent and reasonably selective agonist for the serotonin 5-HT_2C receptor.^[1]^[2] It has antipsychotic-like effects in animal models,^[3]^[4] and has been used to study the role of the 5-HT_2C receptor subtype in the action of addictive drugs such as nicotine and methamphetamine.^[5]^[6]

References

↑ "WAY-163909 [(7bR, 10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole], a novel 5-hydroxytryptamine 2C receptor-selective agonist with anorectic activity". The Journal of Pharmacology and Experimental Therapeutics 313 (2): 862–9. May 2005. doi:10.1124/jpet.104.075382. PMID 15705738.
↑ "Pharmacological profile of the 5-HT(2C) receptor agonist WAY-163909; therapeutic potential in multiple indications". CNS Drug Reviews 12 (3–4): 167–77. 2006. doi:10.1111/j.1527-3458.2006.00167.x. PMID 17227285.
↑ "WAY-163909 [(7bR,10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole]: A novel 5-hydroxytryptamine 2C receptor-selective agonist with preclinical antipsychotic-like activity". The Journal of Pharmacology and Experimental Therapeutics 320 (1): 486–96. January 2007. doi:10.1124/jpet.106.106989. PMID 17038512.
↑ "WAY-163909, a 5-HT2C agonist, enhances the preclinical potency of current antipsychotics". Psychopharmacology 204 (1): 37–48. May 2009. doi:10.1007/s00213-008-1433-z. PMID 19107466.
↑ "Effects of the serotonin 5-HT2A and 5-HT2C receptor ligands on the discriminative stimulus effects of nicotine in rats". European Journal of Pharmacology 571 (2–3): 156–65. October 2007. doi:10.1016/j.ejphar.2007.05.067. PMID 17617403.
↑ "Effects of acute treatments with the serotonin 2A antagonist M100907 alone or in combination with the serotonin 2C agonist WAY163909 on methamphetamine self-administration in rhesus monkeys". Drug and Alcohol Dependence 194: 252–256. January 2019. doi:10.1016/j.drugalcdep.2018.10.018. PMID 30469095.

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Original source: https://en.wikipedia.org/wiki/WAY-163909. Read more

[1] "WAY-163909 [(7bR, 10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole], a novel 5-hydroxytryptamine 2C receptor-selective agonist with anorectic activity". The Journal of Pharmacology and Experimental Therapeutics 313 (2): 862–9. May 2005. doi:10.1124/jpet.104.075382. PMID 15705738.

[2] "Pharmacological profile of the 5-HT(2C) receptor agonist WAY-163909; therapeutic potential in multiple indications". CNS Drug Reviews 12 (3–4): 167–77. 2006. doi:10.1111/j.1527-3458.2006.00167.x. PMID 17227285.

[3] "WAY-163909 [(7bR,10aR)-1,2,3,4,8,9,10,10a-octahydro-7bH-cyclopenta-[b][1,4]diazepino[6,7,1hi]indole]: A novel 5-hydroxytryptamine 2C receptor-selective agonist with preclinical antipsychotic-like activity". The Journal of Pharmacology and Experimental Therapeutics 320 (1): 486–96. January 2007. doi:10.1124/jpet.106.106989. PMID 17038512.

[4] "WAY-163909, a 5-HT2C agonist, enhances the preclinical potency of current antipsychotics". Psychopharmacology 204 (1): 37–48. May 2009. doi:10.1007/s00213-008-1433-z. PMID 19107466.

[5] "Effects of the serotonin 5-HT2A and 5-HT2C receptor ligands on the discriminative stimulus effects of nicotine in rats". European Journal of Pharmacology 571 (2–3): 156–65. October 2007. doi:10.1016/j.ejphar.2007.05.067. PMID 17617403.

[6] "Effects of acute treatments with the serotonin 2A antagonist M100907 alone or in combination with the serotonin 2C agonist WAY163909 on methamphetamine self-administration in rhesus monkeys". Drug and Alcohol Dependence 194: 252–256. January 2019. doi:10.1016/j.drugalcdep.2018.10.018. PMID 30469095.

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Identifiers

IUPAC name (11R,15R)-7,10-diazatetracyclo[8.5.1.0^5,16.0^11,15]hexadeca-1,3,5(16)-triene
CAS Number	428868-32-0^Y
PubChem CID	10130594
ChemSpider	8306109
UNII	MN9LW8268N
ChEMBL	ChEMBL1628670
Chemical and physical data
Formula	C₁₄H₁₈N₂
Molar mass	214.312 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES C1C[C@H]2[C@@H](C1)N3CCNCC4=C3C2=CC=C4
InChI InChI=1S/C14H18N2/c1-3-10-9-15-7-8-16-13-6-2-4-11(13)12(5-1)14(10)16/h1,3,5,11,13,15H,2,4,6-9H2/t11-,13-/m1/s1 Key:XOSKJKGKWRIMGV-DGCLKSJQSA-N

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