Chemistry:SB-206553

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Short description: Chemical compound
SB-206553
SB-206553.svg
Identifiers
CAS Number
PubChem CID
IUPHAR/BPS
ChemSpider
UNII
Chemical and physical data
FormulaC17H16N4O
Molar mass292.342 g·mol−1
3D model (JSmol)

SB-206553 is a drug which acts as a mixed antagonist for the 5-HT2B and 5-HT2C serotonin receptors.[1][2][3] It has anxiolytic properties in animal studies and interacts with a range of other drugs.[4][5][6][7][8][9][10][11][12] It has also been shown to act as a positive allosteric modulator of α7 nicotinic acetylcholine receptors.[13] Modified derivatives of SB-206553 have been used to probe the structure of the 5-HT2B receptor.[14]

References

  1. ↑ "5-Methyl-1-(3-pyridylcarbamoyl)-1,2,3,5-tetrahydropyrrolo[2,3-f]indole: a novel 5-HT2C/5-HT2B receptor antagonist with improved affinity, selectivity, and oral activity". Journal of Medicinal Chemistry 38 (14): 2524–30. July 1995. doi:10.1021/jm00014a004. PMID 7629791. 
  2. ↑ "In vitro and in vivo profile of SB 206553, a potent 5-HT2C/5-HT2B receptor antagonist with anxiolytic-like properties". British Journal of Pharmacology 117 (3): 427–434. February 1996. doi:10.1111/j.1476-5381.1996.tb15208.x. PMID 8821530. 
  3. ↑ "Synthesis, biological activity, and molecular modeling of selective 5-HT(2C/2B) receptor antagonists". Journal of Medicinal Chemistry 39 (25): 4966–77. December 1996. doi:10.1021/jm960571v. PMID 8960557. 
  4. ↑ "Novel and selective 5-HT2C/2B receptor antagonists as potential anxiolytic agents: synthesis, quantitative structure-activity relationships, and molecular modeling of substituted 1-(3-pyridylcarbamoyl)indolines". Journal of Medicinal Chemistry 41 (10): 1598–612. May 1998. doi:10.1021/jm970741j. PMID 9572885. 
  5. ↑ "Selective blockade of serotonin2C/2B receptors enhances dopamine release in the rat nucleus accumbens". Neuropharmacology 37 (2): 265–72. 1998. doi:10.1016/S0028-3908(98)00014-8. PMID 9680252. 
  6. ↑ "Effects of the 5-HT2C/2B antagonist SB 206553 on hyperactivity induced by cocaine". Neuropsychopharmacology 20 (6): 556–64. June 1999. doi:10.1016/S0893-133X(98)00087-6. PMID 10327425. 
  7. ↑ "Selective blockade of serotonin-2C/2B receptors enhances mesolimbic and mesostriatal dopaminergic function: a combined in vivo electrophysiological and microdialysis study". Neuroscience 91 (2): 587–97. 1999. doi:10.1016/S0306-4522(98)00655-1. PMID 10366016. 
  8. ↑ "Strain-dependent effects of diazepam and the 5-HT2B/2C receptor antagonist SB 206553 in spontaneously hypertensive and Lewis rats tested in the elevated plus-maze". Brazilian Journal of Medical and Biological Research 34 (5): 675–82. May 2001. doi:10.1590/s0100-879x2001000500017. PMID 11323756. 
  9. ↑ "5-HT2A and 5-HT2C/2B receptor subtypes modulate dopamine release induced in vivo by amphetamine and morphine in both the rat nucleus accumbens and striatum". Neuropsychopharmacology 26 (3): 311–24. March 2002. doi:10.1016/S0893-133X(01)00333-5. PMID 11850146. 
  10. ↑ "In vivo evidence that 5-HT2C receptor antagonist but not agonist modulates cocaine-induced dopamine outflow in the rat nucleus accumbens and striatum". Neuropsychopharmacology 29 (2): 319–26. February 2004. doi:10.1038/sj.npp.1300329. PMID 14560323. 
  11. ↑ "The serotonin 2C receptor potently modulates the head-twitch response in mice induced by a phenethylamine hallucinogen". Psychopharmacology 209 (2): 163–74. April 2010. doi:10.1007/s00213-010-1784-0. PMID 20165943. 
  12. ↑ "SB 206553, a putative 5-HT2C inverse agonist, attenuates methamphetamine-seeking in rats". BMC Neuroscience 13: 65. June 2012. doi:10.1186/1471-2202-13-65. PMID 22697313. 
  13. ↑ "Old and new pharmacology: positive allosteric modulation of the alpha7 nicotinic acetylcholine receptor by the 5-hydroxytryptamine(2B/C) receptor antagonist SB-206553 (3,5-dihydro-5-methyl-N-3-pyridinylbenzo[1,2-b:4,5-b']di pyrrole-1(2H)-carboxamide)". The Journal of Pharmacology and Experimental Therapeutics 328 (3): 766–76. March 2009. doi:10.1124/jpet.108.146514. PMID 19050173. 
  14. ↑ "Predicted structures and dynamics for agonists and antagonists bound to serotonin 5-HT2B and 5-HT2C receptors". Journal of Chemical Information and Modeling 51 (2): 420–33. February 2011. doi:10.1021/ci100375b. PMID 21299232. 




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