Synthesis of the four 3-aminotricyclo [2.2.1.0(2,6)] heptane-1,3- dicarboxylic acid isomers

Synthetic Communications

Volumn 34, Issue 21, 2004, Pages 3949-3954

  Baudy, Reinhardt B ^a   Sze, Jean Y ^a   Butera, John A ^a  

^a PFIZER INC   (United States)

Author keywords

EAAT2 transporter inhibitor; Excitatory amino acid transporter; Glutamate

Indexed keywords

3 AMINOTRICYCLO[2.2.1.0 2,6]HEPTANE 1,3 DICARBOXYLIC ACID; DICARBOXYLIC ACID DERIVATIVE; EXCITATORY AMINO ACID TRANSPORTER; GLUTAMIC ACID; PROTEIN INHIBITOR; UNCLASSIFIED DRUG;

AMINO ACID TRANSPORT; ARTICLE; CHEMICAL BOND; CHIRALITY; DIASTEREOISOMER; DRUG HYDROLYSIS; DRUG MECHANISM; DRUG POTENCY; DRUG SELECTIVITY; DRUG STRUCTURE; DRUG SYNTHESIS; DRUG TARGETING; ISOMER; REPRODUCIBILITY; REVERSED PHASE LIQUID CHROMATOGRAPHY; STEREOCHEMISTRY; STEREOISOMERISM; STRUCTURE ANALYSIS; TECHNIQUE;

EID: 7644227838     PISSN: 00397911     EISSN: None     Source Type: Journal    
DOI: 10.1081/SCC-200034793     Document Type: Article

References (7)

1. Seal, R.P.; Amara, S.G. Excitatory amino acid transporters: a family in flux. Annu. Rev. Pharmacol. Toxicol. 1999, 39, 431-456.
2. Vandenberg, R.J. Molecular pharmacology and physiology of glutamate transporters in the central nervous system. Clin. Exp. Pharmacol. Physiol. 1998, 25 (6), 393-400.
3. Lipton, S.A.; Rosenberg, P.A. Excitatory amino acids as a final common pathway for neurologic disorders. N. Engl. J. Med., 1994, 330, 613-622.
4. Arriza, J.L.; Fairman, W.A.; Wadiche, J.I.; Murdoch, G.H.; Kavanaugh, M.P.; Amara, S.G. Functional comparisons of three glutamate transporter subtypes cloned from human motor complex. J. Neurosci. 1994, 14, 5559-5569.
5. Koch, H.P.; Kavanaugh, M.P.; Esslinger, C.S.; Zerange, N.; Humphrey, J.M.; Amara, S.G.; Chamberlain, A.R.; Bridges, R.J. Differentiation of substrate and nonsubstrate inhibitors of the high-affinity, sodium-dependent glutamate transporters. Mol. Pharmacol. 1999, 56, 1095-1104.
6. Stack, G.P.; Dunlop, J.; Greenfield, A.A.; Gross, J.L. Preparation of bridged tricyclic analogs of 2-(carboxycyclopropyl)glycine as inhibitors of glutamate transport. WO 0302515 A1, 20030109.
7. Alder, K.; Hartmann, R.; Roth, W. Syntheses in the bicycle[1.2.2]heptane series. Preparation of nortricyclenecarboxylic acids. Chem. Ber. 1960, 93, 2271-2281.