9-Aminometil-9,10-dihidroantracen

AMDA (9-Aminometil-9,10-dihidroantracen) je organsko jedinjenje koji deluje kao potentan i selektivan antagonist za 5-HT2A receptor.[1] On je korišten u studijama kojima je utvrđivan oblik 5-HT2A proteina,[2] i kao osnova za razvoj velike familije derivata sa povećanom potentnošću i selektivnošću.[3][4][5][6][7]

9-Aminometil-9,10-dihidroantracen
IUPAC ime
9-Aminometil-9,10-dihidroantracen
Identifikatori
CAS broj22136-76-1 ДаY
ATC kodnone
PubChemCID 10398175
ChemSpider8573613 ДаY
ChEMBLCHEMBL47482 ДаY
Hemijski podaci
FormulaC15H15N
Molarna masa209,286 g/mol
  • c3cccc1c3Cc2ccccc2C1CN
  • InChI=1S/C15H15N/c16-10-15-13-7-3-1-5-11(13)9-12-6-2-4-8-14(12)15/h1-8,15H,9-10,16H2 ДаY
  • Key:GEICAQNIOJFRQN-UHFFFAOYSA-N ДаY

Reference уреди

  1. ^ Westkaemper, RB; Runyon, SP; Bondarev, ML; Savage, JE; Roth, BL; Glennon, RA (1999). „9-(Aminomethyl)-9,10-dihydroanthracene is a novel and unlikely 5-HT2A receptor antagonist”. European Journal of Pharmacology. 380 (1): R5—7. PMID 10513561. doi:10.1016/S0014-2999(99)00525-7. 
  2. ^ Runyon, SP; Peddi, S; Savage, JE; Roth, BL; Glennon, RA; Westkaemper, RB (2002). „Geometry-affinity relationships of the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene”. Journal of Medical Chemistry. 45 (8): 1656—64. PMID 11931619. doi:10.1021/jm010354g. 
  3. ^ Peddi, S; Roth, BL; Glennon, RA; Westkaemper, RB (2003). „Spiro9,10-dihydroanthracene-9,3'-pyrrolidine-a structurally unique tetracyclic 5-HT2A receptor antagonist”. European Journal of Pharmacology. 482 (1–3): 335—7. PMID 14660041. doi:10.1016/j.ejphar.2003.09.059. 
  4. ^ Peddi, S; Roth, BL; Glennon, RA; Westkaemper, RB (2004). „Structural determinants for high 5-HT(2A) receptor affinity of spiro9,10-dihydroanthracene-9,3(')-pyrrolidine (SpAMDA)”. Bioorganic & Medicinal Chemistry Letters. 14 (9): 2279—83. PMID 15081025. doi:10.1016/j.bmcl.2004.02.014. 
  5. ^ Dewkar, GK; Peddi, S; Mosier, PD; Roth, BL; Westkaemper, RB (2008). „Methoxy-substituted 9-Aminomethyl-9,10-dihydroanthracene (AMDA) Derivatives Exhibit Differential Binding Affinities at the 5-HT2A Receptor”. Bioorganic & Medicinal Chemistry Letters. 18 (19): 5268—71. PMC 3082371 . PMID 18774714. doi:10.1016/j.bmcl.2008.08.059. 
  6. ^ Runyon, SP; Mosier, PD; Roth, BL; Glennon, RA; Westkaemper, RB (2008). „Potential Modes of Interaction of 9-Aminomethyl-9,10-dihydroanthracene (AMDA) Derivatives with the 5-HT2A Receptor: A Ligand Structure-Affinity Relationship, Receptor Mutagenesis and Receptor Modeling Investigation”. Journal of Medical Chemistry. 51 (21): 6808—28. PMC 3088499 . PMID 18847250. doi:10.1021/jm800771x. 
  7. ^ Shah JR, Mosier PD, Peddi S, Roth BL, Westkaemper RB (2010). „9-Aminomethyl-9,10-dihydroanthracene (AMDA) analogs as structural probes for steric tolerance in 5-HT2A and H1 receptor binding sites”. Bioorganic & Medicinal Chemistry Letters. 20 (3): 935—8. PMID 20045641. doi:10.1016/j.bmcl.2009.12.064.