Norbert Haider

Department of Drug and Natural Product Synthesis, University of Vienna


List of publications

  1. 4-Arylpyridazino[4,5-d]pyridazine mit cyclischem Amin-Substituenten an C-1;
    N. Haider, G. Heinisch, and I. Kirchner, Arch. Pharm. (Weinheim), 315, 778 (1982).

  2. Synthese, Struktur und Reaktivität funktioneller Derivate von 5-Aroyl-4-pyridazincarbonsäuren;
    N. Haider, G. Heinisch, I. Kurzmann-Rauscher, and M. Wolf, Liebigs Ann. Chem., 1985, 167.

  3. Acylation Reactions and Procedures for Regioselective Alkylation of (5-Aminopyridazin-4-yl)aryl Ketones;
    N. Haider and G. Heinisch, Heterocycles, 23, 2651 (1985).

  4. Synthesis of Pyrazolo- and Isoxazolopyridazines Starting from 5-Aminopyridazin-4-yl Aryl Ketones;
    N. Haider and G. Heinisch, J .Chem .Soc., Perkin Trans. 1, 1986, 169.

  5. Synthese von 4-Arylpyrimido[4,5-d]pyridazinen aus (5-Amino-4-pyridazinyl)arylketonen;
    N. Haider and G. Heinisch, Arch. Pharm. (Weinheim), 319, 850 (1986).

  6. A Novel Approach to Pyrido[2,3-d]pyridazines by Annelation of the Pyridine Ring to the 1,2-Diazine System;
    N. Haider and G. Heinisch, Synthesis, 1986, 862.

  7. (5-Aminopyridazin-4-yl) o-Fluorophenyl Ketone as a Key Intermediate in Syntheses of Diaza Analogues of Acridone, Xanthone, and Thioxanthone;
    N. Haider and G. Heinisch, J. Chem. Soc., Perkin Trans. 1, 1988, 401.

  8. Preparation of Some Novel Pyrimido[4,5-c]pyridazine Derivatives from 3-Alkylamino- and 3-Arylamino-4-pyridazinecarboxamides;
    N. Haider, G. Heinisch, and D. Laßnigg, J. Heterocyclic Chem., 25, 119 (1988).

  9. Novel Triazanaphthalene Derivatives via Intramolecular Cyclization Reactions of vic-Disubstituted Pyridazines;
    P. Y. Boamah, N. Haider, G. Heinisch, and J. Moshuber, J. Heterocyclic Chem., 25, 879 (1988).

  10. Pyridazino[4,5-e]-1,4-diazepine - A Novel Ring System of Potential Pharmaceutical Interest;
    N. Haider and G. Heinisch, Arch. Pharm. (Weinheim), 321, 309 (1988).

  11. Synthesis of Novel Pyrido[3,4-d]pyridazine Derivatives from 4,5-Disubstituted Pyridazines;
    P. Y. Boamah, N. Haider, and G. Heinisch, J. Heterocyclic Chem., 26, 933 (1989).

  12. On the Synthesis of N-5-substituted Pyridazino[4,5-b]quinolin-10(5H)-ones;
    N. Haider, G. Heinisch, and I. Volf, Heterocycles, 29, 1309 (1989).

  13. Pyridazine Analogues of Biologically Active Compounds V: Novel Potential Cardiotonics of the Amrinone Type;
    N. Haider, G. Heinisch, and S. Offenberger, Pharmazie, 44, 598 (1989).

  14. Novel Heteroaromatic Analogues of o-Aminobenzophenones - Preparation and Cyclization to Diazaacridone Derivatives;
    M. Grabenwöger, N. Haider, and G. Heinisch, Liebigs Ann. Chem., 1989, 481.

  15. Pyrido[2,3-c]pyridazines Structurally Related to Nalidixic Acid;
    P. Y. Boamah, N. Haider, and G. Heinisch, Arch. Pharm. (Weinheim), 323, 207 (1990).

  16. Novel 1,2-Diazine Analogues of 2-Aminobenzophenones via Directed Lithiation;
    N. Haider, G. Heinisch, and G. Kemetmüller, J. Heterocyclic Chem., 27, 1645 (1990).

  17. Pteridines Bearing Acetylene-Containing Sidechains at C-2: Preparation and Attempted Cycloaddition Reactions;
    N. Haider and H. C. van der Plas, J. Heterocyclic Chem., 27, 1095 (1990).

  18. Intramolecular Diels-Alder Reactions of Pyrazines with Alkynylphenyl Moieties as Side-Chain Dienophiles;
    N. Haider and H. C. van der Plas, Tetrahedron, 46, 3641 (1990).

  19. On the Synthesis of Pyridazine-Fused S-Heterocycles - Thieno[2,3-c]pyridazines, Pyrimido[4',5':4,5]thieno[2,3-c]pyridazine, and Pyridazino[3,4-b][1,4]benzothiazine;
    K. Czech, N. Haider, and G. Heinisch, Monatsh. Chem., 122, 413 (1991).

  20. Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, Part 1: Synthesis of Phthalazine Derivatives from Pyridazino[4,5-d]pyridazines;
    N. Haider, Tetrahedron, 47, 3959 (1991).

  21. Synthesis and Cyclocondensation Reactions of (2-Aminophenyl)(4-pyridazinyl)ketone, a New Diaza Isoster of 2-Aminobenzophenone;
    N. Haider, G. Heinisch, and J. Moshuber, Arch. Pharm. (Weinheim), 325, 119 (1992).

  22. Synthesis of c-Annelated Pyridazines from 3-Amino-4-pyridazinecarbonitrile;
    N. Haider, G. Heinisch, and R. Wanko, J. Heterocyclic Chem., 28, 1441 (1991).

  23. Unexpected Reaction Behaviour of Pyridazinecarbonitrile Derivatives Towards Phenylmagnesium Chloride;
    N. Haider, G. Heinisch, and J. Moshuber, Tetrahedron, 47, 8573 (1991).

  24. (3-Amino-4-pyridazinyl)phenyl Ketones as Novel 2-Aminobenzophenone Isosters: Synthesis and Conversion into Pyrido[2,3-c]pyridazines;
    N. Haider, G. Heinisch, and J. Moshuber, Pharmazie, 47, 679 (1992).

  25. Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, Part 2: Synthesis of Isoquinoline Derivatives from Pyrido[3,4-d]pyridazines;
    N. Haider, Tetrahedron, 48, 7173 (1992).

  26. On the Metalation of 3-Substituted and 3,6-Disubstituted Pyridazines;
    A. Turck, N. Plé, B. Ndzi, G. Quéguiner, N. Haider, H. Schuller, and G. Heinisch, Tetrahedron, 49, 599 (1993).

  27. Recent Advances in the Chemistry of Condensed Pyridazines: Synthesis of Bi- and Tricyclic Systems by Annelation of Five-, Six, and Seven-membered Rings to a Preformed 1,2-Diazine Nucleus;
    N. Haider and G. Heinisch, Heterocycles, 35, 519 (1993).

  28. 2-Fluorophenyl 3-Pyridazinyl Ketone as a Versatile Precursor for Benzo-Annelated Heterocyclic Systems;
    N. Haider, G. Heinisch, and J. Moshuber, Heterocycles, 38, 125 (1994).

  29. Intramolecular [4+2] Cycloaddition Reactions of Pyridazino[4,5-d]pyridazines with Acetylenic Side-Chain Dienophiles: Synthesis of f-Annelated Phthalazines;
    N. Haider and C. Loll, J. Heterocyclic Chem., 31, 357 (1994).

  30. Pyridazine Analogs of Piperidinylbenzophenone Immunomodulators;
    N. Haider, G. Heinisch, and J. Moshuber, Pharmazie, 49, 575 (1994).

  31. Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 4. Synthesis and Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine;
    N. Haider, K. Mereiter, and R. Wanko, Heterocycles, 38, 1845 (1994).

  32. Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, 5. 1,4-Bis(trifluoromethyl)pyridazino[4,5-d]indole as an Azadiene;
    N. Haider and R. Wanko, Heterocycles, 38, 1805 (1994).

  33. Condensed Pyridazines as Azadienes in [4+2]-Cycloaddition Reactions;
    N. Haider, Acta Chimica Slovenica, 41, 205 (1994).

  34. Inverse-Electron-Demand Diels-Alder Reactions of Condensed Pyridazines, VI: Ring Transformations of Pyrido[2,3-d]pyridazine into g-fused Quinolines;
    N. Haider and W. Staschek, Monatsh. Chem., 126, 211 (1995).

  35. On the Metalation of 4-Substituted Pyridazines;
    A. Turck, N. Plé, L. Mojovic, B. Ndzi, G. Quéguiner, N. Haider, H. Schuller, and G. Heinisch, J. Heterocyclic Chem., 32, 841 (1995).

  36. [4+2] Cycloaddition Reactions of 1,4-Bis(trifluoromethyl)pyrido[3,4-d]pyridazine with Indole-Type Dienophiles;
    N. Haider, K. Mereiter, and R. Wanko, Heterocycles, 41, 1445 (1995).

  37. Convenient Synthesis of Cycloalkene-Fused Phthalazin-1(2H)-ones;
    N. Haider, Heterocycles, 41, 2519 (1995).

  38. Synthesis of g-Annelated Phthalazines as Potential Blood Platelet Aggregation Inhibitors;
    N. Haider and A. Steinwender, Sci. Pharm., 64, 399 (1996).

  39. A Simple and General Method for the Synthesis of Novel Hetarenonaphthyridones;
    A. Nemazany and N. Haider, J. Heterocyclic Chem., 33, 1147 (1996).

  40. Selected Pathways to c- and d-Fused Pyridazines;
    N. Haider and G. Heinisch, Acta Pharm. Hungar., 66, S47 (1996).

  41. A New and Efficient Route to Amino Derivatives of [1,6]- and [2,7]-Naphthyridones;
    A. Nemazany and N. Haider, J. Heterocyclic Chem., 34, 397 (1997).

  42. 2-Ethyl-1-hydroxymethyl-4-trifluoromethyl-9H-carbazole;
    N. Haider and R. Wanko, Molecules, 2, M14 (1997).

  43. Novel Pyridazino[4,5-b][1,5]oxazepines and -thiazepines as 5-HT1A Receptor Ligands;
    P. Mátyus, I. Varga, E. Zára, A. Mezei, Á. Behr, A. Simay, N. Haider, S. Boros, A. Bakonyi, E. Horváth, and K. Horváth, Bioorg. Med. Chem. Lett., 7, 2857 (1997).

  44. Synthesis and Intramolecular [4+2] Cycloaddition Reactions of 4-Pyridazinecarbonitriles with Alkyne Side Chains;
    G. Fülep and N. Haider, Molecules, 3, 10 (1998).

  45. Synthesis of Pyridazino[4,5-b]carbazoles as Potential Antineoplastic Agents;
    N. Haider, R. Jbara, F. Khadami, and R. Wanko, Heterocycles, 48, 1609-1622 (1998).

  46. A Simple and Efficient Route to Cycloalkene-Fused 2,3-Dihydrophthalazine-1(4H),4-diones;
    N. Haider, E. Mavrokordatou, and A. Steinwender, Synth. Comm., 29, 1577 (1999).
     
  47. 2-Amino-4,10-dimethylpyrrolo[3,4-b]carbazole-1,3(2H,5H)-dione;
    N. Haider and R. Wanko, Molecules, 4, M105 (1999).
     
  48. Diels-Alder Reaction of Pyrano[3,4-b]indolones with an Electron-Deficient Pyridazinone: a New Pathway to Carbazole-Fused Pyridazines;
    N. Haider, J. Käferböck and P. Mátyus, Heterocycles, 51, 2703 (1999).
     
  49. Synthesis of 2-[2-(1-Imidazolyl)ethyl]-4-phenylcycloalka[g]phthalazin-1(2H)-ones as Thromboxane A2 Synthase Inhibitors;
    N. Haider, R. W. Hartmann, and A. Steinwender, Arch. Pharm. Pharm. Med. Chem., 332, 408 (1999).
     
  50. 1,3-Dipolar cycloaddition reaction of 5-substituted pyridazinones with nitrile imines: synthesis of pyrazolo[3,4-d]pyridazines;
    G. Krajsovszky, A. Gaál, N. Haider, and P. Mátyus, J. Mol. Struct. (Theochem), 528, 13-18 (2000).
     
  51. Radicalic Ethoxycarbonylation of 3-Iodopyridazines: An Efficient Access to Tri- and Tetrasubstituted Pyridazines;
    N. Haider and J. Käferböck, Heterocycles, 53, 2527-2534 (2000).
     
  52. Unsubstituted Pyrido[3,4-d]pyridazine as an Electron-Deficient Azadiene in [4+2] Cycloaddition Reactions: a Short Route to g-Fused Isoquinolines;
    E. Abdel-Rehem and N. Haider, ARKIVOC, 2, 21-27 (2001).

  53. Convenient Synthesis of New 3-Aminocarbazole and Pyrimido[5,4-b]carbazole Derivatives;
    E. Fidesser, N. Haider, and R. Jbara, ARKIVOC, 2, 133-139 (2001).

  54. Pyridazine-Fused Carbazoles: Synthesis, Reactivity, and Antitumor Activity;
    N. Haider, J. Heterocyclic Chem., 39, 511-521 (2002).

  55. 1,5-Dimethyl-6H-pyridazino[4,5-b]carbazole, a 3-Aza Bioisoster of the Antitumor Alkaloid Olivacine;
    N. Haider and E. Sotelo, Chem. Pharm. Bull., 50, 1479-1483 (2002).

  56. Ethyl 3-Chloropyrazine-2-carboxylate;
    N. Haider, Molbank, 2002, M287.

  57. Synthesis of 3-azaharman and other new azacarbolines of the pyridazino[4,5-b]indole type;
    H. El-Kashef, A. A. H. Farghaly, S. Floriani, and N. Haider, ARKIVOC, 2003, 198-209.

  58. Semicarbazide-Sensitive Amine Oxidase: Current Status and Perspectives;
    P. Mátyus, B. Dajka-Halasz, A. Földi, N. Haider, D. Barlocco and K. Magyar, Curr. Med. Chem., 11, 1285-1298 (2004).
     
  59. Intramolecular [4+2] cycloaddition reactions of indolylalkylpyridazines: synthesis of annulated carbazoles;
    N. Haider and J. Käferböck, Tetrahedron, 60, 6495-6507 (2004).
     
  60. Unexpected Hydrazinolysis Behaviour of 1-Chloro-4-methyl-5H-pyridazino[4,5-b]indole and a Convenient Synthesis of New [1,2,4]-Triazolo[4',3':1,6]pyridazino[4,5-b]indoles;
    H. El-Kashef, A. A. H. Farghaly, N. Haider, and A. Wobus, Molecules9, 849-859 (2004).
     
  61. Synthesis and complete 1H, 13C and 15N NMR assignment of substituted isoxazolo[3,4-d]pyridazin-7(6H)-ones;
    V. Dal Piaz, A. Graziano, N. Haider, and W. Holzer, Magn. Reson. Chem., 43, 240-245 (2005).
     
  62. CO: A chemical ontology for identification of functional groups and semantic comparison of small molecules;
    H.J. Feldman, M. Dumontier, S. Ling, N. Haider, and C.W. Hogue, FEBS Lett.579, 4685-4691 (2005).
     
  63. Thieno[2,3-c]pyrazoles and related heterocycles;
    N. Haider, A. Farghaly, N. Al-Mekhlafi, and H. El-Kashef, J. Chem. Res., 2005, 761-765.
     
  64. Diazine Analogues of the Pyridocarbazole Alkaloids;
    N. Haider, Curr. Org. Chem., 10, 363-375 (2006).
     
  65. Thermolysis of 5-Azido-4-arylpyridazin-3(2H)-ones: An Efficient and Versatile Synthesis of Pyridazino[4,5-b]indoles;
    N. Haider and A. Wobus, Heterocycles, 68, 2549-2561 (2006).
     
  66. Synthesis and In-vitro Antitumor Activity of 1-[3-(Indol-1-yl)prop-1-yn-1-yl]phthalazines and Related Compounds;
    N. Haider, T. Kabicher, J. Käferböck, and A. Plenk, Molecules, 12, 1900-1909 (2007).
     
  67. Methyl 1-prop-2-yn-1-yl-1H-indole-5-carboxylate;
    N. Haider and T. Kabicher, Molbank, 2007, M560.
     
  68. Concise syntheses of 5-substituted pyridazino[4,5-b]indolones and -diones;
    N. Haider and A. Wobus, ARKIVOC, 2008, 16-25.
     
  69. Semicarbazide-Sensitive Amine Oxidase/Vascular Adhesion Protein 1: Recent Developments Concerning Substrates and Inhibitors of a Promising Therapeutic Target;
    P. Dunkel, A. Gelain, D. Barlocco, N. Haider, K. Gyires, B. Sperlágh, K. Magyar, E. Maccioni, A. Fadda and P. Mátyus, Curr. Med. Chem., 15, 1827-1839 (2008). 
     
  70. Synthesis of Tetra- and Pentacyclic Carbazole-Fused Imides as Potential Antitumor Agents;
    N. Haider, R. Jbara, J. Käferböck and U. Traar, ARKIVOC, 2009, 38-47.
     
  71. 5-Methyl-4-oxo-4,6-dihydro-3H-pyridazino[4,5-b]carbazole-1-carbaldehyde;
    M. Emich and N. Haider, Molbank, 2009, M623.
     
  72. 5-Methyl-4-oxo-4,6-dihydro-3H-pyridazino[4,5-b]carbazole-1-carbonitrile;
    M. Emich and N. Haider, Molbank 2010, M657.
     
  73. Synthesis of ortho-Functionalized 4-Aminomethylpyridazines as Substrate-Like Semicarbazide-Sensitive Amine Oxidase Inhibitors;
    N. Haider, I. Hochholdinger, P. Mátyus and A. Wobus, Chem. Pharm. Bull., 58, 964-970 (2010).
     
  74. Functionality Pattern Matching as an Efficient Complementary Structure/Reaction Search Tool: an Open-Source Approach;
    N. Haider, Molecules, 15, 5079-5092 (2010).
     
  75. FlaME: Flash Molecular Editor - a 2D structure input tool for the web;
    P. Dallakian and N. Haider, J. Cheminform., 3, 6 (2011).
     
  76. European initiative towards quality standards in education and training for discovery, development and use of medicines;
    H. Klech, C. Brooksbank, S. Price, P. Verpillat, F. R. Bühler, D. Dubois, N. Haider, C. Johnson, H. H. Lindén, T. Payton,
    O. Renn, and W. See, Eur. J. Pharm. Sci., 45, 515-520 (2012).
     
  77. Synthesis of New PMB-Substituted Indoles Containing 1,3,4-Oxadiazole and 1,2,4-Triazole Units;
    A.-R. Farghaly, N. Haider, and D.-H. Lee, J. Heterocyclic Chem., 49, 799-805 (2012).
     
  78. Fingerprint-based in silico models for the prediction of P-glycoprotein substrates and inhibitors;
    V. Poongavanam, N. Haider, and G. Ecker, Bioorg. Med. Chem., 20, 5388-5395 (2012).
     
  79. Weinreb Amidation as the Cornerstone of an Improved Synthetic Route to A-Ring-Modified Derivatives of Luotonin A;
    N. Haider and S. Nuß, Molecules17, 11363-11378 (2012).
     
  80. An efficient and selective access to 1-substituted and 3-substituted derivatives of luotonin A;
    N. Haider, G. Meng, S. Roger, and S. Wank, Tetrahedron69, 7066-7072 (2013).
     
  81. Electrophilic substitution of dimethyl 1-methylcarbazole-2,3-dicarboxylate: Synthesis of new b-fused carbazoles as potential antitumor agents;
    N. Haider, B. Marian, T. Nagel, M. Tarnai, and K. Tropper, J. Braz. Chem. Soc., 25, 1965-1974 (2014).
     
  82. Dimethyl 6-Amino-1-methyl-9H-carbazole-2,3-dicarboxylate;
    N. Haider and K. Tropper, Molbank, 2015, M849
     
  83. Extended Functional Groups (EFG): An Efficient Set for Chemical Characterization and Structure-Activity Relationship Studies of Chemical Compounds;
    E. S. Salmina, N. Haider, and I. V. Tetko, Molecules, 21, 1-8 (2016).
     
  84. An efficient access to novel 2H-pyrazino[2,1-b]quinazoline-1,6-diones via intramolecular alkyne hydroamination;
    J. Zhang and N. Haider, ARKIVOC, 2016 (iii), 125-133.
     
  85. Automatrische Qualitätskontrolle von 13C-NMR-Daten;
    N. Haider and W. Robien, Nachr. Chem., 64, 196-198 (2016).
     
  86. Synthesis and functionalization of some new pyridazino[4,5-b]indole derivatives;
    I. Radini, H. El-Kashef, N. Haider, and A.-R. Farghaly, ARKIVOC, 2016 (v), 101-117.
     
  87. Remarkable regioselectivities in the course of the synthesis of two new Luotonin A derivatives;
    M. Atia, D. Bogdán, M. Brügger, N. Haider, and P. Mátyus, Tetrahedron, 73, 3231-3239 (2017).
     
  88. A facile oxidative opening of the C-ring in Luotonin A and derivatives;
    A. Ibric, K. Dutter, B. Marian, and N. Haider, Molecules, 22, 1540–1551 (2017).


Book chapters:

Patents:


N. Haider, 2017-09-14