Chemistry:9-Aminomethyl-9,10-dihydroanthracene

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Short description: Chemical compound
9-Aminomethyl-9,10-dihydroanthracene
9-Aminomethyl-9,10-dihydroanthracene.png
Identifiers
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
Chemical and physical data
FormulaC15H15N
Molar mass209.292 g·mol−1
3D model (JSmol)
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AMDA (9-Aminomethyl-9,10-dihydroanthracene) is an organic compound which acts as a potent and selective antagonist for the 5-HT2A receptor.[1] It has been used to help study the shape of the 5-HT2A protein,[2] and develop a large family of related derivatives with even higher potency and selectivity.[3][4][5][6][7]

References

  1. ↑ "9-(Aminomethyl)-9,10-dihydroanthracene is a novel and unlikely 5-HT2A receptor antagonist". European Journal of Pharmacology 380 (1): R5-7. September 1999. doi:10.1016/S0014-2999(99)00525-7. PMID 10513561. 
  2. ↑ "Geometry-affinity relationships of the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene". Journal of Medicinal Chemistry 45 (8): 1656–64. April 2002. doi:10.1021/jm010354g. PMID 11931619. 
  3. ↑ "Spiro[9,10-dihydroanthracene]-9,3'-pyrrolidine-a structurally unique tetracyclic 5-HT2A receptor antagonist". European Journal of Pharmacology 482 (1–3): 335–7. December 2003. doi:10.1016/j.ejphar.2003.09.059. PMID 14660041. 
  4. ↑ "Structural determinants for high 5-HT(2A) receptor affinity of spiro[9,10-dihydroanthracene]-9,3(')-pyrrolidine (SpAMDA)". Bioorganic & Medicinal Chemistry Letters 14 (9): 2279–83. May 2004. doi:10.1016/j.bmcl.2004.02.014. PMID 15081025. 
  5. ↑ "Methoxy-substituted 9-aminomethyl-9,10-dihydroanthracene (AMDA) derivatives exhibit differential binding affinities at the 5-HT(2A) receptor". Bioorganic & Medicinal Chemistry Letters 18 (19): 5268–71. October 2008. doi:10.1016/j.bmcl.2008.08.059. PMID 18774714. 
  6. ↑ "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 Medicinal Chemistry 51 (21): 6808–28. November 2008. doi:10.1021/jm800771x. PMID 18847250. 
  7. ↑ "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. February 2010. doi:10.1016/j.bmcl.2009.12.064. PMID 20045641. 



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