9-氨甲基-9,10-二氫蒽

化合物

9-氨甲基-9,10-二氫蒽(英語:9-Aminomethyl-9,10-dihydroanthracene),簡稱AMDA,是一種有機化合物,可作為5-HT2A受體的有效選擇性拮抗劑[1]它已被用於幫助研究5-HT2A蛋白的形狀,[2]並開發出一大類具有更高效力和選擇性的相關衍生物。[3][4][5][6][7]

9-氨甲基-9,10-二氫蒽
識別資訊
  • 1-(9,10-Dihydroanthracen-9-yl)methanamine
CAS號22136-76-1  checkY
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard英語CompTox Chemicals Dashboard (EPA)
化學資訊
化學式C15H15N
摩爾質量209.29 g·mol−1
3D模型(JSmol英語JSmol
  • 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 checkY
  • Key:GEICAQNIOJFRQN-UHFFFAOYSA-N checkY

參考資料

  1. ^ Westkaemper RB, Runyon SP, Bondarev ML, Savage JE, Roth BL, Glennon RA. 9-(Aminomethyl)-9,10-dihydroanthracene is a novel and unlikely 5-HT2A receptor antagonist. European Journal of Pharmacology. September 1999, 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. Geometry-affinity relationships of the selective serotonin receptor ligand 9-(aminomethyl)-9,10-dihydroanthracene. Journal of Medicinal Chemistry. April 2002, 45 (8): 1656–64. PMID 11931619. doi:10.1021/jm010354g. 
  3. ^ Peddi S, Roth BL, Glennon RA, Westkaemper RB. Spiro[9,10-dihydroanthracene]-9,3'-pyrrolidine-a structurally unique tetracyclic 5-HT2A receptor antagonist. European Journal of Pharmacology. December 2003, 482 (1–3): 335–7. PMID 14660041. doi:10.1016/j.ejphar.2003.09.059. 
  4. ^ Peddi S, Roth BL, Glennon RA, Westkaemper RB. Structural determinants for high 5-HT(2A) receptor affinity of spiro[9,10-dihydroanthracene]-9,3(')-pyrrolidine (SpAMDA). Bioorganic & Medicinal Chemistry Letters. May 2004, 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. Methoxy-substituted 9-aminomethyl-9,10-dihydroanthracene (AMDA) derivatives exhibit differential binding affinities at the 5-HT(2A) receptor. Bioorganic & Medicinal Chemistry Letters. October 2008, 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. 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. November 2008, 51 (21): 6808–28. PMC 3088499 . PMID 18847250. doi:10.1021/jm800771x. 
  7. ^ Shah JR, Mosier PD, Peddi S, Roth BL, Westkaemper RB. 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. February 2010, 20 (3): 935–8. PMC 3252747 . PMID 20045641. doi:10.1016/j.bmcl.2009.12.064.