SCOPUS 정보 검색 플랫폼

Volumn 58, Issue 7, 2002, Pages 1343-1354

Racemic and enantiopure 4-(piperidine-2′-yl)-pyridazines: Novel synthesis of anabasine-analogues with potential nicotinic acetylcholine receptor agonist activity - A new approach via Diels-Alder reaction with inverse electron demand

(3) Stehl, Astrid a Seitz, Gunther a Schulz, Karen a

a PHILIPPS UNIVERSITY MARBURG (Germany)

Author keywords

Anabasine; Bioisosterism; Inverse 4+2 cycloadditions; NAChR ligands

Indexed keywords

ALKALOID; ANABASINE; ANABASINE DERIVATIVE; ESTER DERIVATIVE; NICOTINIC AGENT; NICOTINIC RECEPTOR; PIPERIDINE DERIVATIVE; PYRIDAZINE DERIVATIVE;

ARTICLE; CARBON NUCLEAR MAGNETIC RESONANCE; CHEMICAL REACTION; DIELS ALDER REACTION; DRUG ACTIVITY; DRUG SYNTHESIS; ELECTRON; ENANTIOMER; INFRARED SPECTROSCOPY; PRIORITY JOURNAL; PROTON NUCLEAR MAGNETIC RESONANCE; RACEMIC MIXTURE;

BETULACEAE;

EID: 0037059983 PISSN: 00404020 EISSN: None Source Type: Journal
DOI: 10.1016/S0040-4020(01)01236-4 Document Type: Article

Times cited : (30)

References (66)

1
- 0008282769
- (1939) Fortsch. Chem. Org. Naturstoffe , vol.2 , pp. 248-300
- Späth, E.¹ Kuffner, F.²

2
- 0008277193
- Manske, R.H.F., Homes, H.L., Eds.; Academic: New York
- (1950) The Alkaloids , vol.1 , pp. 228-253
- Marion, L.¹

3
- 84982702295
- (1976) Pharm. Unserer Zeit , vol.5 , pp. 1-18
- Eiden, F.¹

4
- 0008231827
- (1931) Arch. Pharm. , vol.269 , pp. 627-635
- Ehrenstein, M.¹

5
- 84943975801
- (1937) Chem. Ber. , vol.70 , pp. 704-709
- Späth, E.¹ Kesztler, F.²

6
- 0033082463
- (1999) J. Nat. Toxins , vol.8 , pp. 117-134
- Panter, K.E.¹ James, L.F.² Gardner, D.R.³

7
- 0008231685
- (1989) J. Org. Chem. , vol.54 , pp. 4262-4263
- Pfrengle, W.¹ Kunz, H.²

8
- 0027392950
- (1993) Tetrahedron , vol.49 , pp. 1749-1760
- Hattori, K.¹ Yamamoto, H.²

9
- 0033693609
- (2000) Synlett , pp. 1646-1648
- Felpin, F.-X.¹ Vo-Thanh, G.² Robins, R.J.³ Villiéras, J.⁴ Lebreton, J.⁵

10
- 0034720901
- (2000) Org. Lett. , vol.2 , pp. 2291-2293
- Lindström, S.¹ Ripa, L.² Hallberg, A.³

11
- 0034728158
- (2000) Tetrahedron Lett. , vol.41 , pp. 759-762
- Sarkar, T.K.¹ Basak, S.² Ghosh, S.K.³

12
- 0032544153
- (1998) Bioorg. Med. Chem. Lett. , vol.8 , pp. 2173-2178
- Vernier, J.M.¹ Holsenbach, H.² Cosford, N.D.P.³ Whitten, C.J.P.⁴ Menzaghi, F.⁵ Reid, R.⁶ Rao, T.S.⁷ Sacaan, A.J.⁸ Lloyd, G.K.⁹ Suto, C.M.¹⁰ Chavez-Noriéga, L.F.¹¹ Washburn, M.S.¹² Urrutia, A.¹³ McDonald, I.A.¹⁴

13
- 0029764776
- (1996) Sci. Pharm. , vol.64 , pp. 497-502
- Klimek, C.¹ Seitz, G.²

14
- 0000310629
- (1983) Tetrahedron Lett. , vol.24 , pp. 1937-1940
- Alberici, G.F.¹ Adam, G.² Plat, M.M.³

15
- 0008234290
- (1972) Synth. Commun. , vol.2 , pp. 197-200
- Mundy, B.P.¹ Larsen, B.R.²

16
- 84911228820
- (1936) Chem. Ber. , vol.69 , pp. 1082-1087
- Späth, E.¹ Mamoli, L.²

17
- 0000933424
- (1979) J. Org. Chem. , vol.44 , pp. 165-168
- Leete, E.¹

18
- 21844518412
- (1995) Org. Prep. Proced. Int. , vol.27 , pp. 510-513
- Zoltewics, J.A.¹ Cruski Jr., M.P.²

19
- 0031371159
- (1997) Invertebr. Neurosci. , vol.3 , pp. 251-259
- Kem, W.R.¹

20
- 0031459933
- (1997) J. Pharmcol. Exp. Ther. , vol.283 , pp. 979-992
- Kem, W.R.¹ Mahnir, V.M.² Papke, R.L.³ Lingle, C.J.⁴

21
- 0008230756
- (1998) Cornell Chron. , vol.29 , pp. 1
- Segelken, R.¹

22
- 0031882926
- (1998) Naturwissenschaften , vol.85 , pp. 38-41
- Attygalle, A.B.¹ Kern, F.² Huang, Q.³ Meinwald, J.⁴

23
- 0033960085
- (2000) Pharmacol. Exp. Ther. , vol.292 , pp. 461-467
- Lloyd, G.K.¹ Williams, M.J.²

24
- 0002793827
- Academic: New York
- (2000) Annual Reports in Medicinal Chemistry , vol.35 , pp. 41-52
- Schmitt, J.D.¹ Bencherif, M.²

25
- 0034730667
- (2000) Eur. J. Pharmacol. , vol.393 , Issue.1-3 , pp. 1-340
- Gispen, W.H.¹ Bruinwels, J.² Nijkamp, P.³ Versteeg, D.H.G.⁴

26
- 0031450275
- (1997) J. Med. Chem. , vol.40 , pp. 4169-4194
- Holladay, M.W.¹ Dart, M.J.² Lynch, J.K.³

27
- 0034731873
- (2000) Eur. J. Pharmacol. , vol.393 , pp. 179-195
- Papke, R.L.¹ Meyer, E.² Nutter, T.³ Uteshev, V.V.⁴

28
- 0031904673
- (1998) Exp. Opin. Ther. Pat. , vol.8 , pp. 991-1015
- Lin, N.-H.¹ Meyer, M.D.²

29
- 0028883095
- (1995) Life Sci. , vol.56 , pp. 545-570
- Decker, M.W.¹ Brioni, J.C.² Bannon, A.W.³

30
- 84944045128
- 1,2,4,5-Tetrazines
- Katritzky, A.R., Rees, C.W., Eds.; Pergamon: Oxford
- (1997) Comprehensive Heterocyclic Chemistry II , vol.6 , pp. 901-957
- Sauer, J.¹

31
- 0003719612
- Academic: New York
- (1987) Hetero-Diels-Alder Methodology in Organic Synthesis , pp. 335-357
- Boger, D.L.¹ Weinreb, S.M.²

32
- 0001919124
- (1998) Eur. J. Org. Chem. , pp. 2885-2896
- Sauer, J.¹ Heldmann, D.K.² Hetzenegger, J.³ Krauthan, J.⁴ Sichert, H.⁵ Schuster, J.⁶

33
- 0001105947
- (1959) J. Am. Chem. Soc. , vol.81 , pp. 4342-4346
- Carboni, R.A.¹ Lindsey, R.V.²

34
- 0029801406
- (1996) J. Org. Chem. , vol.61 , pp. 6040-6043
- Molander, G.A.¹ Nichols, P.J.²

35
- 0027159913
- (1993) Synth. Commun. , vol.23 , pp. 1443-1445
- Iwanowitz, E.J.¹ Poss, M.A.² Lin, J.³

36
- 0032486418
- (1998) Tetrahedron: Asymmetry , vol.9 , pp. 1951-1965
- Sanchez-Sancho, F.¹ Herradon, B.²

37
- 0027988788
- (1994) Tetrahedron Lett. , vol.35 , pp. 8019-8022
- Frigerio, M.¹ Santagostino, M.²

38
- 0034603046
- (2000) Angew. Chem., Int. Ed. Engl. , vol.39 , pp. 622-625
- Nicolaou, K.C.¹ Zhong, Y.L.² Baran, P.S.³

39
- 0034625897
- (2000) J. Am. Chem. Soc. , vol.122 , pp. 7596-7597
- Nicolaou, K.C.¹ Zhong, Y.L.² Baran, P.S.³

40
- 0034679468
- (2000) Angew. Chem., Int. Ed. Engl. , vol.39 , pp. 2525-2529
- Nicolaou, K.C.¹ Zhong, Y.L.² Baran, P.S.³ Vega, J.A.⁴

41
- 0033546262
- (1999) J. Org. Chem. , vol.64 , pp. 4537-4538
- Frigerio, M.¹ Santagostino, M.² Sputore, S.³

42
- 0000848607
- (1990) J. Org. Chem. , vol.55 , pp. 1786-1792
- Clive, L.J.¹ Bergstra, R.J.²

43
- 0019514196
- (1981) Tetrahedron Lett. , vol.22 , pp. 1063-1064
- Novák, J.¹ Salemink, C.A.²

44
- 0018852984
- (1980) J. Am. Chem. Soc. , vol.102 , pp. 1404-1409
- Nicolaou, K.C.¹ Magolda, R.L.² Claremon, D.A.³

45
- 0033548091
- (1999) Tetrahedron: Asymmetry , vol.10 , pp. 573-585
- Che, D.¹ Siegl, J.² Seitz, G.³

46
- 0035804307
- (2001) J. Med. Chem. , vol.44 , pp. 47-57
- Che, D.¹ Wegge, T.² Stubbs, M.T.³ Seitz, G.⁴ Meier, H.⁵ Methfessel, C.⁶

47
- 37049091241
- (1979) J. Chem. Soc., Chem. Commun. , pp. 495-496
- Lott, R.S.¹ Chauhan, V.S.² Stammer, C.H.³

48
- 84943852586
- (1896) Chem. Ber. , vol.29 , pp. 2887-2889
- Mende, F.¹

49
- 0000766966
- (1991) Bull. Chem. Soc. Jpn , vol.64 , pp. 3251-3255
- Shiraiwa, T.¹ Shinjo, K.² Kurokawa, H.³

50
- 0031016459
- (1997) Tetrahedron: Asymmetry , vol.8 , pp. 149-153
- Bailey, D.J.¹ O'Hagan, D.² Tavasli, M.³

51
- 0000754985
- (1991) J. Org. Chem. , vol.56 , pp. 2775-2781
- Hassner, A.¹ Maurya, R.²

52
- 12644312578
- (1978) J. Org. Chem. , vol.43 , pp. 2480-2482
- Mancuso, A.J.¹ Huang, S.L.² Swern, D.³

53
- 0000237404
- (1991) Chem. Rev. , vol.91 , pp. 1441-1457
- Parker, D.¹

54
- 0024789549
- (1989) J. Org. Chem. , vol.54 , pp. 5826-5828
- Shapiro, M.J.¹ Archinal, A.E.² Jarema, M.A.³

55
- 0008189161
- Dissertation, Marburg
- (2000)
- Schulz, K.¹

56
- 0003405157
- Georg Thieme: Stuttgart
- (1994) Protecting Groups
- Kociensky, P.J.¹

57
- 0008231832
- Dissertation, Marburg
- (1992)
- Richter, M.¹

58
- 0008192606
- Dissertation, Marburg
- (2000)
- Lachmann, J.¹

59
- 0000703358
- (1985) Tetrahedron Lett. , vol.26 , pp. 5543-5546
- Sakaitani, M.¹ Ohfune, Y.²

60
- 0030000771
- (1996) Tetrahedron Lett. , vol.37 , pp. 2035-2038
- Hwu, J.R.¹ Jain, M.L.² Tsay, S.-C.³ Hakimelahi, G.H.⁴

61
- 0026778288
- (1992) J. Med. Chem. , vol.35 , pp. 1550-1557
- Garvey, D.S.¹ Wasicak, J.T.² Chung, J.Y.-L.³ Shue, Y.-K.⁴

62
- 0018372681
- (1979) J. Med. Chem. , vol.22 , pp. 174-177
- Aceto, M.D.¹ Martin, B.R.² Uwaydah, J.M.³ May, E.L.⁴

63
- 0035929390
- (2001) J. Org. Chem. , vol.66 , pp. 6305-6312
- Felpin, F.-X.¹ Girard, S.² Vo-Thanh, G.³ Robins, R.J.⁴

64
- 0000295212
- (1995) J. Org. Chem. , vol.60 , pp. 7272-7276
- Frigerio, M.¹ Santagostino, M.² Sputore, S.³ Palmisano, G.⁴

65
- 0008277196
- Personal communication
- Seifert, S.¹

66
- 0008276477
- Dissertation, Marburg
- (1999)
- Von Hagel, P.¹

* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.