Chemistry:SB-649,915

SB-649,915
Clinical data
ATC code	none;
Legal status
Legal status	In general: uncontrolled;
Identifiers
	IUPAC name 6-[(1-[3-(2-methylquinolin-5-yl)oxypropyl]piperidin-4-yl)methyl]-4H-1,4-benzoxazin-3-one;
CAS Number	420785-70-2 ;
PubChem CID	10225553;
IUPHAR/BPS	76;
ChemSpider	8471882 ;
UNII	HD3UV2MFJ8;
ChEMBL	ChEMBL183460 ;
Chemical and physical data
Formula	C26H29N3O3
Molar mass	431.536 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=C4COc1ccc(cc1N4)CC(CC5)CCN5CCOc(cccc2n3)c2ccc3C;
	InChI InChI=1S/C26H29N3O3/c1-18-5-7-21-22(27-18)3-2-4-24(21)31-14-13-29-11-9-19(10-12-29)15-20-6-8-25-23(16-20)28-26(30)17-32-25/h2-8,16,19H,9-15,17H2,1H3,(H,28,30) ; Key:PJSUYRBCBFPCQW-UHFFFAOYSA-N ;
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Short description: Chemical compound

SB-649,915 is a serotonin reuptake inhibitor and 5-HT_1A and 5-HT_1B receptor antagonist which is being investigated for its antidepressant effects.^[1] Relative to the selective serotonin reuptake inhibitors (SSRIs), SB-649,915 has a faster onset of action and may also have greater clinical efficacy as well.^[1] This can be attributed to blockade of 5-HT_1A and 5-HT_1B autoreceptors which inhibit serotonin release.^[1]

References

↑ ^1.0 ^1.1 ^1.2 "SB-649915-B, a novel 5-HT1A/B autoreceptor antagonist and serotonin reuptake inhibitor, is anxiolytic and displays fast onset activity in the rat high light social interaction test.". Neuropsychopharmacology 32 (10): 2163–2172. 2007. doi:10.1038/sj.npp.1301341. PMID 17356576.

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v t e Anxiolytics (N05B)
5-HT_1AR agonists	Buspirone Gepirone^† Tandospirone
GABA_AR PAMs	Benzodiazepines: Adinazolam Alprazolam Bromazepam Camazepam Chlordiazepoxide Clobazam Clonazepam Clorazepate Clotiazepam Cloxazolam Diazepam^# Ethyl loflazepate Etizolam Fludiazepam Halazepam Ketazolam Lorazepam^# Medazepam Nordazepam Oxazepam Pinazepam Prazepam; Others: Alpidem^‡ Barbiturates (e.g., phenobarbital) Carbamates (e.g., meprobamate) Chlormezanone^‡ Ethanol (alcohol) Etifoxine Imepitoin; Herbs: Kava Skullcap Valerian
Gabapentinoids (α₂δ VDCC blockers)	Gabapentin Gabapentin enacarbil Phenibut Pregabalin
Antidepressants	SSRIs (e.g., escitalopram) SNRIs (e.g., duloxetine) SARIs (e.g., trazodone) TCAs (e.g., clomipramine^#) TeCAs (e.g., mirtazapine) MAOIs (e.g., phenelzine); Others: Agomelatine Bupropion Tianeptine Vilazodone Vortioxetine
Sympatholytics (Antiadrenergics)	Alpha-1 blockers (e.g., prazosin) Alpha-2 agonists (e.g., clonidine, dexmedetomidine, guanfacine) Beta blockers (e.g., propranolol)
Others	Benzoctamine Cannabidiol Cycloserine Fabomotizole Hydroxyzine Kanna Lavender Lorpiprazole Mebicar Mepiprazole Nicotine Opipramol Oxaflozane^‡ Phenaglycodol Phenibut Picamilon Selank Tiagabine Tofisopam Validolum
^#WHO-EM ^‡Withdrawn from market Clinical trials: ^†Phase III ^§Never to phase III

Clinical data

ATC code	none
Legal status
Legal status	In general: uncontrolled
Identifiers
IUPAC name 6-[(1-[3-(2-methylquinolin-5-yl)oxypropyl]piperidin-4-yl)methyl]-4H-1,4-benzoxazin-3-one
CAS Number	420785-70-2^N
PubChem CID	10225553
IUPHAR/BPS	76
ChemSpider	8471882^N
UNII	HD3UV2MFJ8
ChEMBL	ChEMBL183460^N
Chemical and physical data
Formula	C₂₆H₂₉N₃O₃
Molar mass	431.536 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES O=C4COc1ccc(cc1N4)CC(CC5)CCN5CCOc(cccc2n3)c2ccc3C
InChI InChI=1S/C26H29N3O3/c1-18-5-7-21-22(27-18)3-2-4-24(21)31-14-13-29-11-9-19(10-12-29)15-20-6-8-25-23(16-20)28-26(30)17-32-25/h2-8,16,19H,9-15,17H2,1H3,(H,28,30)^N Key:PJSUYRBCBFPCQW-UHFFFAOYSA-N^N
^NY (what is this?) (verify)