Stereochemistry and enantiomeric purity of a novel anxiolytic agent, deramciclane fumarate

Chirality

Volumn 11, Issue 9, 1999, Pages 689-693

  Ladányi, László ^a   Sztruhár, Ilona ^a   Budai, Zoltán ^a   Lukács, Gyula ^a   Mezei, Tibor ^a   Argay, Gyula ^b   Kalman, Alajos ^b   Simig, Gyula ^a  

^a EGIS PHARMACEUTICALS LTD   (Hungary)

^b CHEMICAL RESEARCH CENTER   (Hungary)

Author keywords

Anxiolytic agent; Chiral HPLC; Deramciclane fumarate; Enantiomeric purity; Stereochemistry; X ray analysis

Indexed keywords

ANXIOLYTIC AGENT; DERAMCICLANE FUMARATE;

ARTICLE; CHROMATOGRAPHY; DRUG CONFORMATION; DRUG PURITY; DRUG STRUCTURE; DRUG SYNTHESIS; ENANTIOMER; PRIORITY JOURNAL; SPECTRAL SENSITIVITY; STEREOCHEMISTRY; X RAY DIFFRACTION;

ANTI-ANXIETY AGENTS; BORNANES; CHROMATOGRAPHY, HIGH PRESSURE LIQUID; STEREOISOMERISM; X-RAY DIFFRACTION;

EID: 0345466619     PISSN: 08990042     EISSN: None     Source Type: Journal    
DOI: 10.1002/(SICI)1520-636X(1999)11:9<689::AID-CHIR4>3.0.CO;2-X     Document Type: Article

References (22)

1. Budai Z, Magdányi L, Lay-Kónya A, Mezei T, Grasser K, Petöcz L. Basic ethers and pharmaceutical compounds containing the same. Hungarian Patent HU 179164; US Patent 4342762.
2. Capman ML, Chodkiewicz W, Cadiot P. Stereochimie de l'addition d'organometalliques sur le (+) camphre. Tetrahedron Lett 1965;6:1619-1624.
3. Coxon JM, Steel PJ, Coddington ID, Rae ID, Jones AJ. A study of methyl-substituted 2-arylbicyclo[2,2,1]hept-2-yl cations. Austr J Chem 1978;31:1223-1233.
4. Darvas F, Lopata A, Budai Z, Petöcz L. Prediction of the therapeutic index for a novel type of tranquillant. Pharmacochem Libr 1985;8:199-200; Chem Abstr 1985;103:205554a.
5. Darvas F, Lopata A, Budai Z, Petöcz L. Prediction of the therapeutic index for a novel type of tranquillant. Pharmacochem Libr 1985;8:199-200; Chem Abstr 1985;103:205554a.
6. Darvas F, Lopata A, Budai Z, Petöcz L. Computer-assisted design of a novel type of tranquillant. QSAR Strategies Des Bioact Compd Proc Eur Symp Quant Struct-Act Relat., 5th 1985;324-327; Chem Abstr 1986; 104:28383s.
7. Darvas F, Lopata A, Budai Z, Petöcz L. Computer-assisted design of a novel type of tranquillant. QSAR Strategies Des Bioact Compd Proc Eur Symp Quant Struct-Act Relat., 5th 1985;324-327; Chem Abstr 1986; 104:28383s.
8. Gacsályi I, Gyertyán I, Petöcz L, Budai Z. Psychopharmacology of a new anxiolytic agent EGYT-3886. Psychopharmacol Res Commun 1988;20(Suppl I):1157.
9. Kovács I, Maksay G, Simonyi M. Inhibition of high affinity synaptosomal uptake of GABA by a bicycloheptane derivative. Arzneim Forsch Drug Res 1989;39:295-297.
10. Berényi E, Blaskó G, Fekete M, Nógrádi M. EGYT-3886. Drugs Future 1990;15:1174-1175.
11. The Merck Index. In: Budavari S, editor. Item 1366 (Borneol). Whitehouse Station, New Jersey; 1966. 220 p.
12. Murali Dhar PG, Borden LA, Tyagarajan S, Smith KE, Branchek T, Weinstrank RL, Gluchowski C. Design, synthesis and evaluation of substituted triarylnipecotic and derivatives as Gaba uptake inhibitors. J Med Chem 1994;37:2334-2342.
13. Simonyi M, Gal J, Testa B. Signs: the code of clarification. In: Simonyi M, editor. Problems and wonders of chiral molecules. Budapest: Akadémiai Kiadó; 1990. p 127-136.
14. Harms K. XCAD4 data reduction program for CAD4 diffractometers. Delft, The Netherlands; 1996.
15. North ACT, Philips DC and Mathews FC. A semi empirical method of absorption correction. Acta Cryst 1968;A24:350-359.
16. Reibenspies J. DATCOR program for empirical absorption correction. College Station: Texas A&M University; 1989.
17. Sheldrick GM. SHELXS-86 program for crystal structure solution. Göttingen: Univ. of Göttingen; 1986.
18. Sheldrick GM. SHELXL-93 program for crystal structure refinement. Göttingen: Univ. of Göttingen; 1993.
19. Rogers D. On the application of Hamilton's ratio test to the assignment of absolute configuration and an alternative test. Acta Cryst 1981;A37: 734-741.
20. Flack HD. On enantiomorph-polarity estimation. Acta Cryst 1983;A39: 876-881.
21. Bergdahl M, Nilsson M, Olsson T, Stern K. Highly diastereoselevtive additions of organocopper reagents to 2-exo-bornyl-crotonates. Tetrahedron 1991;47:9691-9702.
22. Macheray-Nagel GmbH&Co. (Düren, Germany): GC'91 gas chromatography application manual. p A-36, Application 80 (Camphor).