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BGC 20-761

Names

[ CAS No. ]:
17375-63-2

[ Name ]:
BGC 20-761

[Synonym ]:
3-(2-Dimethylamino-aethyl)-indol-5-ol,Hydrogenoxalat
3-(2-dimethylamino-ethyl)-indol-5-ol,hydrogenoxalate
Bufotenin Oxalate
bufotenin monooxalate
[2-(5-methoxy-2-phenyl-indol-3-yl)-ethyl]-dimethyl-amine
3-(2-(Dimethylamino)ethyl)indol-5-ol oxalate
Indol-5-ol,oxalate
N,N-dimethyl-2-(5-hydroxy-1H-indol-3-yl)ethylamine oxalate
Bufotenin-bioxalat
N,N-dimethyl-2-(5-methoxy-2-phenylindol-3-yl)ethylamine
bufotenine monooxalate

Biological Activity

[Description]:

BGC20-761 is a selecvtive 5-HT6 and dopamine receptor antagonist (human receptor Ki values: 5-HT6 (20 nM), 5-HT2A (69 nM), D2 (140 nM). BGC20-761, can enhance long-term memory. BGC20-761 has potential utility as an antipsychotic agent[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> Dopamine Receptor
Signaling Pathways >> Neuronal Signaling >> Dopamine Receptor
Research Areas >> Neurological Disease
Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor
Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor

[Target]

Human 5-HT6 Receptor:20 nM (Ki)

Human 5-HT2A Receptor:69 nM (Ki)

Human D2 Receptor:140 nM (Ki)


[In Vitro]

BGC20-761 has highly potent and selective 5-HT6 receptor antagonist activity; rat Ki values for other rats receptors: 5-HT2A (470 nM), 5-HT2C (675 nM), D2, D3, D4, DAT and SERT (>10,000 nM)[1].

[In Vivo]

BGC20-761 enhances memory consolidation and reverses scopolamine-induced memory deficit in social and visuospatial memory tasks through a 5-HT6 receptor-mediated mechanism. BGC20-761 (2.5 mg/kg, 5 mg/kg and 10 mg/kg; i.p.) alone has no effect on social recognition in young rats, however, at doses of 5 mg/kg and 10 mg/kg i.p, BGC20-761 dose-dependently reverses a deficit of social recognition induced by Scopolamine (0.4 mg/kg i.p.)[1]. Animal Model: Forty-two male 8-week-old Longe Evans rats and 12 male four-week-old SpragueeDawley rats[1] Dosage: 2.5 mg/kg, 5 mg/kg and 10 mg/kg Administration: Administered (i.p.) immediately after the training session for the social recognition test Result: Administered alone did not show any difference in social recognition as compared to saline treated control animals. However, 5 mg/kg and 10 mg/kg reversed a Scopolamine induced deficit in social recognition.

[References]

[1]. Ellen S Mitchell, et al. BGC20-761, a novel tryptamine analog, enhances memory consolidation and reverses scopolamine-induced memory deficit in social and visuospatial memory tasks through a 5-HT6 receptor-mediated mechanism. Neuropharmacology. 2006 Mar;50(4):412-20.

Chemical & Physical Properties

[ Molecular Formula ]:
C19H22N2O

[ Molecular Weight ]:
294.39100

[ Exact Mass ]:
294.17300

[ PSA ]:
28.26000

[ LogP ]:
3.94760

Related Compounds