Top Abstract Purchase Related
Home
>
Node
>
Subnode

Molecular requirements of the active sites of the cholinergic receptors. XIIi - Stereospecific synthesis of 3c-methyl-2t-hydroxy-lr-dimethyl-aminomethylcyclopentane methiodide and its dehydroderivative

Giannella, M.; Leonelli, M.; Pigini, M.

Il Farmaco; Edizione Scientifica 35(4): 263-268

1980

ISSN/ISBN: 0430-0920
PMID: 6450061
Document Number: 156185
A stereospecific synthesis of 3c-methyl-2t-hydroxy-1r-dimethylaminomethylcyclopentane methiodide (III), which allows better yields, avoiding time-consuming column chromatography and the synthesis of its dehydroderivative (VIII) are described. This last compound, like isomer (VII) (2), shows a good cholinergic activity which, compared with that of the corresponding hydroxycompounds, further supports the dualistic hypothesis of Triggle (8) on the active sites of cholinergic receptors.

Document emailed within 1 workday
Secure & encrypted payments

Moron, J.; Rautureau, M.; Huel, C.; Pierré, A.; Berthier, L.K.; Atassi, G.; Bisagni, E. 1993: Synthesis and evaluation of 4-amino-substituted 7-methoxy (and 7-hydroxy)- 11-methyl (and 5,11-dimethyl)-10H-pyrido [2,3-b] carbazoles and 4-amino- substituted 11-methyl (and 5,11-dimethyl)-10H-pyrido[3',4':4,5] pyrrolo [3,2-g] quinolines, two new series related to antitumor ellipticine derivatives Anti-Cancer Drug Design 8(6): 399-416
De Amici, M.; De Micheli, C.; Grana, E.; Lucchelli, A.; Zonta, F. 1990: Nitrile oxides in medicinal chemistry. 3. Synthesis and bioenantioselectivity of (+)- and (-)-2-methyl-5-[(dimethylamino)-methyl]-3-oxo-isoxazolidine methiodide Farmaco 45(7-8): 859-866
Ronsisvalle, G.; Prezzavento, O.; Pasquinucci, L.; Pappalardo, M.S.; Marrazzo, A.; Vittorio, F.; Carboni, L.; Spampinato, S. 1997: Synthesis of (+)-(1'R,2'S) and (1'S,2'R)-6,11-dimethyl-1,2,3,4,5,6 -hexahydro-3-[[2'-(alkoxycarbonyl)-2'-phenylcyclopropyl]methyl]-2 ,6 -methano-3-benzazocin-8-ol. Comparison of the affinities for sigma 1 and opioid receptors with in the diastereoisomeric MPCB and CCB Farmaco 52(6-7): 471-476
Saczewski, F.; Foks, H.; Sawlewicz, J.; Szulc, K. 1986: Studies of benzimidazole derivatives. XIII. Synthesis of various 2-alpha-hydroxy- and 2-beta-hydroxyalkyl-benzimidazoles Acta Poloniae Pharmaceutica 43(4): 299-307
Kossakowski, J.; Jarocka, M. 2000: Synthesis of new N-substituted cyclic imides with an expected anxiolytic activity. XII. Derivatives of N-hydroxy-1,4-dimethyl-dibenzo[e.h]bicyclo[2.2.2]-octane-2,3-dicarboximide Acta Poloniae Pharmaceutica 57 Suppl: 60-62
Ensinger, H.A. 1985: Differentiating aspects of opioid receptor binding by [3H](-) (1R,5R,9R,2''S)-5,9-dimethyl-2-tetrahydrofurfuryl-2'-hydroxy-6,7- benzomorphan hydrochloride ([3H]Mr 2034), a drug preferentially acting on kappa-receptors Arzneimittel-Forschung 35(1a): 447-451
Oja, S.S.; Janáky, R.; Saransaari, P.; Jenei, Z.; Varga, V. 1995: Interaction of glutathione derivatives with brain 2-amino-3-hydroxy-5-methyl-4-isoxazole propionate (AMPA) receptors Proceedings of the Western Pharmacology Society 38: 9-11
Mulwad, V.V.; Parmar, H.T.; Mir, A.A. 2011: Synthesis of biologically active 1'-(2-oxo-2H-benzopyran-6-yl)- 5'-hydroxy-2'-methylindole-3'-amido-2"-phenyl-thiazolidene-4"-ones Acta Poloniae Pharmaceutica 68(1): 49-55
Romanovich, A.Iu.; Chizhov, O.S.; Sviridov, A.F. 1988: Synthetic studies in the series of polyene macrolide antibiotics. 6. Synthesis of methyl-2,4,6-trideoxy-2,4-dimethyl-alpha-altro- hexopyranoside, the C33-C38 fragment of amphotericin B Bioorganicheskaia Khimiia 14(8): 1113-1116
McBain, C.J.; Kleckner, N.W.; Wyrick, S.; Dingledine, R. 1989: Structural requirements for activation of the glycine coagonist site of N-methyl-D-aspartate receptors expressed in Xenopus oocytes Molecular Pharmacology 36(4): 556-565
Cao, F.; Xia, J.; Chen, Y.-p.; Zhang, M.; Xiang, L.-e.; Zeng, J.-l.; Chen, M.; Lan, X.-z.; Liao, Z.-h. 2016: Molecular cloning and functional characterization of the gene encoding hydroxy-2-methyl-2-(E)-butenyl 4-diphosphate reductase gene from Artemisia annua L Yao Xue Xue Bao 51(11): 1791-1798
Elferink, J.G.; Salemink, C.A. 1975: Relation between structure and cholinergic activity. II. Synthesis and muscarinic activity of some sulfur analogs of 2-methyl-4-trimethylammoniomethyl-1,3-dioxolane-iodide Arzneimittel-Forschung 25(11): 1702-1705
Elferink, J.G.; Salemink, C.A. 1975: Relation between structure and muscarinic activity III. Synthesis and cholinergic activity of some-onium compounds related to 2-methyl-4-trimethylammoniomethyl-1,3-dioxolane iodide Arzneimittel-Forschung 25(12): 1858-1860
Tauscher, M.; Eckhardt, G.; Geisel, B.; Schroeder, G. 1977: Isolation and structure determination of the metabolites of 2-(1,3-dimethyl-xanthinyl-(7)-methyl)-4-methyl-morpholine--a xantinol derivative--from rat urine Arzneimittel-Forschung 27(12): 2344-2347
Jaiswal, N.; Lambrecht, G.; Mutschler, E.; Malik, K.U. 1988: Contribution of M2 alpha and M2 beta muscarinic receptors to the action of cholinergic stimuli on prostaglandin synthesis and mechanical function in the isolated rabbit heart Journal of Pharmacology and Experimental Therapeutics 247(1): 104-113
Lin, J.K.; Sung, S.S. 1975: Comparative studies on the carcinogenecities of N, N-dimethyl-4-aminoazobenzene and N'-acetyl-N'-methyl-4'-amino-N, N-dimethyl-4-aminoazobenzene in a normal diet Journal of the Formosan Medical Association 74(8): 534-540
Zawadowski, T.; Mazur, A.; Rump, S.; Borkowska, G. 1987: Synthesis of new amino ethers of 2,2-dimethyl- and 4,4-dimethyl-pyranocoumarins Acta Poloniae Pharmaceutica 44(3-4): 276-280
Smith, A.P.; Loh, H.H. 1979: Multiple molecular forms of stereospecific opiate binding Molecular Pharmacology 16(3): 757-766
Yamada, K.; Yamada, Z.; Nakazawa, S. 1970: Clinical evaluation of active and potentially active form of factor XIIi Nihon Ketsueki Gakkai Zasshi: Journal of Japan Haematological Society 33(5): 687-689
Xi, G.L.; Guo, X.Y.; Chen, R.L. 1980: Studies on antiasthmatic agents. II. Synthesis of some omega-(3-hydroxy-1,4-naphthoquinonyl-2)-alkanoic acids and mannich bases of 2-hydroxy-1,4-naphthoquinone Yao Xue Xue Bao 15(9): 548-554