PD-137889

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PD-137889
PD137889 structure.png
Names
IUPAC name
(4aR)-N-Methyl-1,2,3,4,9,9a-hexahydro-4aH-fluoren-4a-amine
Identifiers
3D model (JSmol)
ChemSpider
Properties
C14H19N
Molar mass 201.31 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

PD-137889 (N-methylhexahydrofluorenamine) is a chemical compound that is active as an NMDA receptor antagonist in the central nervous system at roughly 30 times the potency of the "flagship" of its class, ketamine,[1] and substitutes for phencyclidine in animal studies.[2][3][4] It has a putative half-life of over ten hours. Ki [3H]TCP[a] binding = 27 nM versus ketamine's Ki = 860 nM.[5]

See also[edit]

References[edit]

  1. ^ "Synthesis and pharmacological evaluation of hexahydrofluorenamines as noncompetitive antagonists at the N-methyl-D-aspartate receptor". J Med Chem. 36 (6): 654–70. 1993. doi:10.1021/jm00058a002. PMID 8459395. 
  2. ^ Nicholson KL, Balster RL. Evaluation of the phencyclidine-like discriminative stimulus effects of novel NMDA channel blockers in rats. Psychopharmacology (Berl). 2003 Nov;170(2):215-24. PMID 12851738 doi: 10.1007/s00213-003-1527-6
  3. ^ Bigge CF. Structural requirements for the development of potent N-methyl-D-aspartic acid (NMDA) receptor antagonists. Biochemical Pharmacology 1993; 45(8):1547–1561. doi:10.1016/0006-2952(93)90294-7
  4. ^ Bigge CF, Malone TC. Agonists, Antagonists and Modulators of the N-methyl-D-aspartic acid (NMDA) and α-amino-3-hydroxy-5-methyl-4-isoxazolepropanoic acid (AMPA) Subtypes of Glutamate Receptors. Current Opinion On Therapeutic Patents 1993; 3(7):951-989. doi: 10.1517/13543776.3.7.951
  5. ^ Polycyclic amine derivatives useful as cerebrovascular agents United States Patent; Coughenour, et al. Family ID: 22686445 Appl. #07/186,834
  1. ^ [3H]N-[1-(2-thienyl)cyclohex-yl]piperidine