| pubmed-article:2155320 | rdf:type | pubmed:Citation | lld:pubmed |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0031381 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0079883 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0005456 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0220781 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0023688 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0038477 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C1883254 | lld:lifeskim |
| pubmed-article:2155320 | lifeskim:mentions | umls-concept:C0243071 | lld:lifeskim |
| pubmed-article:2155320 | pubmed:issue | 3 | lld:pubmed |
| pubmed-article:2155320 | pubmed:dateCreated | 1990-4-6 | lld:pubmed |
| pubmed-article:2155320 | pubmed:abstractText | A series of eight C5-substituted analogues of (+-)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine (1) have been prepared by the directed lithiation-alkylation (and acylation) of its (+-)-N-tert-butylformamidinyl derivative 2 followed by formamidine solvolysis. An additional 10 analogues were prepared by elaboration of the C5-ethyl ester derivative. Analogues possessing large (e.g. propyl and larger) lipophilic substituents displace [3H]-1-(1-thienylcyclohexyl)piperidine [( 3H]TCP) from the high-affinity phencyclidine (PCP) binding site in rat brain homogenates only at high concentrations (Ki greater than 1000 nM); however, the presence of a polar amino functionality (e.g. 2-aminoethyl) offsets this effect (Ki = 20 nM). Thus, the boundary condition for lipophilic substituents larger than ethyl appears to be polar in nature. Interaction of the 11 relatively small (MR less than 14) C5-substituted analogues of 1 with the high-affinity PCP binding site associated with the N-methyl-D-aspartate (NMDA) receptor is best described by the equation log (1/Ki) = -5.83F + 0.64 pi + 7.41 (r = 0.90). | lld:pubmed |
| pubmed-article:2155320 | pubmed:grant | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:language | eng | lld:pubmed |
| pubmed-article:2155320 | pubmed:journal | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:citationSubset | IM | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:chemical | http://linkedlifedata.com/r... | lld:pubmed |
| pubmed-article:2155320 | pubmed:status | MEDLINE | lld:pubmed |
| pubmed-article:2155320 | pubmed:month | Mar | lld:pubmed |
| pubmed-article:2155320 | pubmed:issn | 0022-2623 | lld:pubmed |
| pubmed-article:2155320 | pubmed:author | pubmed-author:JacobsonA EAE | lld:pubmed |
| pubmed-article:2155320 | pubmed:author | pubmed-author:RiceK CKC | lld:pubmed |
| pubmed-article:2155320 | pubmed:author | pubmed-author:MonnJ AJA | lld:pubmed |
| pubmed-article:2155320 | pubmed:author | pubmed-author:MattsonM VMV | lld:pubmed |
| pubmed-article:2155320 | pubmed:author | pubmed-author:ThurkaufAA | lld:pubmed |
| pubmed-article:2155320 | pubmed:issnType | Print | lld:pubmed |
| pubmed-article:2155320 | pubmed:volume | 33 | lld:pubmed |
| pubmed-article:2155320 | pubmed:owner | NLM | lld:pubmed |
| pubmed-article:2155320 | pubmed:authorsComplete | Y | lld:pubmed |
| pubmed-article:2155320 | pubmed:pagination | 1069-76 | lld:pubmed |
| pubmed-article:2155320 | pubmed:dateRevised | 2007-11-14 | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:meshHeading | pubmed-meshheading:2155320-... | lld:pubmed |
| pubmed-article:2155320 | pubmed:year | 1990 | lld:pubmed |
| pubmed-article:2155320 | pubmed:articleTitle | Synthesis and structure-activity relationship of C5-substituted analogues of (+-)-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-5,10-imine [(+-)-desmethyl-MK801]: ligands for the NMDA receptor-coupled phencyclidine binding site. | lld:pubmed |
| pubmed-article:2155320 | pubmed:affiliation | Laboratory of Medicinal Chemistry, National Institute of Diabetes and Digestive and Kidney Diseases, National Institutes of Health, Bethesda, Maryland 20892. | lld:pubmed |
| pubmed-article:2155320 | pubmed:publicationType | Journal Article | lld:pubmed |
| pubmed-article:2155320 | pubmed:publicationType | In Vitro | lld:pubmed |
| pubmed-article:2155320 | pubmed:publicationType | Research Support, U.S. Gov't, P.H.S. | lld:pubmed |
| pubmed-article:2155320 | pubmed:publicationType | Research Support, Non-U.S. Gov't | lld:pubmed |
| http://linkedlifedata.com/r... | http://linkedlifedata.com/r... | pubmed-article:2155320 | lld:chembl |
