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WO2005118580A3 - Composes tricycliques utiles comme inhibiteurs du mecanisme de signalisation hypoxique - Google Patents

Composes tricycliques utiles comme inhibiteurs du mecanisme de signalisation hypoxique Download PDF

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Publication number
WO2005118580A3
WO2005118580A3 PCT/US2005/016569 US2005016569W WO2005118580A3 WO 2005118580 A3 WO2005118580 A3 WO 2005118580A3 US 2005016569 W US2005016569 W US 2005016569W WO 2005118580 A3 WO2005118580 A3 WO 2005118580A3
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WIPO (PCT)
Prior art keywords
tricyclic compounds
inhibitors
signaling pathway
activity
hypoxic signaling
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Ceased
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PCT/US2005/016569
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English (en)
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WO2005118580A2 (fr
Inventor
Giovanni Melillo
Robert H Shoemaker
John H Cardellina
Michael J Currens
Mark Creighton-Gutteridge
Badarch Uranchimeg
Annamaria Rapisarda
Dominic A Scudiero
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US Department of Health and Human Services
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US Department of Health and Human Services
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Publication of WO2005118580A2 publication Critical patent/WO2005118580A2/fr
Publication of WO2005118580A3 publication Critical patent/WO2005118580A3/fr
Anticipated expiration legal-status Critical
Ceased legal-status Critical Current

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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D319/00—Heterocyclic compounds containing six-membered rings having two oxygen atoms as the only ring hetero atoms
    • C07D319/10—1,4-Dioxanes; Hydrogenated 1,4-dioxanes
    • C07D319/14—1,4-Dioxanes; Hydrogenated 1,4-dioxanes condensed with carbocyclic rings or ring systems
    • C07D319/24—[b,e]-condensed with two six-membered rings
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/335—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin
    • A61K31/357—Heterocyclic compounds having oxygen as the only ring hetero atom, e.g. fungichromin having two or more oxygen atoms in the same ring, e.g. crown ethers, guanadrel
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
    • A61K31/385—Heterocyclic compounds having sulfur as a ring hetero atom having two or more sulfur atoms in the same ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/38—Heterocyclic compounds having sulfur as a ring hetero atom
    • A61K31/39—Heterocyclic compounds having sulfur as a ring hetero atom having oxygen in the same ring
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
    • A61K31/47—Quinolines; Isoquinolines
    • A61K31/473—Quinolines; Isoquinolines ortho- or peri-condensed with carbocyclic ring systems, e.g. acridines, phenanthridines
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
    • A61K31/00—Medicinal preparations containing organic active ingredients
    • A61K31/33—Heterocyclic compounds
    • A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
    • A61K31/535—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with at least one nitrogen and one oxygen as the ring hetero atoms, e.g. 1,2-oxazines
    • A61K31/5375—1,4-Oxazines, e.g. morpholine
    • A61K31/538—1,4-Oxazines, e.g. morpholine ortho- or peri-condensed with carbocyclic ring systems
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/12—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with substituted hydrocarbon radicals attached to ring carbon atoms
    • C07D215/14—Radicals substituted by oxygen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D219/00—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems
    • C07D219/04—Heterocyclic compounds containing acridine or hydrogenated acridine ring systems with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to carbon atoms of the ring system
    • C07D219/08—Nitrogen atoms
    • C07D219/10—Nitrogen atoms attached in position 9
    • C07D219/12—Amino-alkylamino radicals attached in position 9
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D235/00—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings
    • C07D235/02—Heterocyclic compounds containing 1,3-diazole or hydrogenated 1,3-diazole rings, condensed with other rings condensed with carbocyclic rings or ring systems
    • C07D235/04—Benzimidazoles; Hydrogenated benzimidazoles
    • C07D235/18—Benzimidazoles; Hydrogenated benzimidazoles with aryl radicals directly attached in position 2
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D241/00—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings
    • C07D241/36—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems
    • C07D241/38—Heterocyclic compounds containing 1,4-diazine or hydrogenated 1,4-diazine rings condensed with carbocyclic rings or ring systems with only hydrogen or carbon atoms directly attached to the ring nitrogen atoms
    • C07D241/46—Phenazines
    • C07D241/48—Phenazines with hydrocarbon radicals, substituted by nitrogen atoms, directly attached to the ring nitrogen atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D265/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one oxygen atom as the only ring hetero atoms
    • C07D265/28—1,4-Oxazines; Hydrogenated 1,4-oxazines
    • C07D265/34—1,4-Oxazines; Hydrogenated 1,4-oxazines condensed with carbocyclic rings
    • C07D265/38—[b, e]-condensed with two six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D279/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom and one sulfur atom as the only ring hetero atoms
    • C07D279/10—1,4-Thiazines; Hydrogenated 1,4-thiazines
    • C07D279/14—1,4-Thiazines; Hydrogenated 1,4-thiazines condensed with carbocyclic rings or ring systems
    • C07D279/36—[b, e]-condensed, at least one with a further condensed benzene ring
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D327/00—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms
    • C07D327/02—Heterocyclic compounds containing rings having oxygen and sulfur atoms as the only ring hetero atoms one oxygen atom and one sulfur atom
    • C07D327/06—Six-membered rings
    • C07D327/08—[b,e]-condensed with two six-membered carbocyclic rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D339/00—Heterocyclic compounds containing rings having two sulfur atoms as the only ring hetero atoms
    • C07D339/08—Six-membered rings
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
    • C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
    • C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • Medicinal Chemistry (AREA)
  • Pharmacology & Pharmacy (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Animal Behavior & Ethology (AREA)
  • General Health & Medical Sciences (AREA)
  • Public Health (AREA)
  • Veterinary Medicine (AREA)
  • Epidemiology (AREA)
  • General Chemical & Material Sciences (AREA)
  • Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Nitrogen Condensed Heterocyclic Rings (AREA)

Abstract

L'invention porte sur des composés tricycliques qui inhibent sélectivement l'activité de HIF-l?. L'invention porte également sur des méthodes visant à réduire l'activité de HIF-1? et inhiber l'angiogenèse, la tumorigenèse et/ou la métastase chez un sujet. Selon certains modes de mise en oeuvre, les composés tricycliques inhibent curieusement l'activité de HIF-l? à des concentrations non cytotoxiques, ce qui évite les effets secondaires des médicaments associés à une cytotoxicité importante.
PCT/US2005/016569 2004-05-12 2005-05-11 Composes tricycliques utiles comme inhibiteurs du mecanisme de signalisation hypoxique Ceased WO2005118580A2 (fr)

Applications Claiming Priority (4)

Application Number Priority Date Filing Date Title
US57061504P 2004-05-12 2004-05-12
US60/570,615 2004-05-12
US61827904P 2004-10-12 2004-10-12
US60/618,279 2004-10-12

Publications (2)

Publication Number Publication Date
WO2005118580A2 WO2005118580A2 (fr) 2005-12-15
WO2005118580A3 true WO2005118580A3 (fr) 2006-08-03

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PCT/US2005/016569 Ceased WO2005118580A2 (fr) 2004-05-12 2005-05-11 Composes tricycliques utiles comme inhibiteurs du mecanisme de signalisation hypoxique

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FR2904317A1 (fr) 2006-07-27 2008-02-01 Inst Nat Sante Rech Med Analogues d'halogenobenzamides marques a titre de radiopharmaceutiques
WO2009043093A1 (fr) * 2007-10-04 2009-04-09 Newsouth Innovations Pty Limited Inhibition de hif
EP2085390A1 (fr) 2008-01-31 2009-08-05 Institut National De La Sante Et De La Recherche Medicale (Inserm) Analogues d'halobenzamide marqués en tant que produits radiopharmaceutiques multimodaux et leurs précurseurs
WO2010018458A2 (fr) * 2008-08-12 2010-02-18 Crystalgenomics, Inc. Dérivés de phénol et leurs procédés d'utilisation
WO2010075869A1 (fr) * 2008-12-30 2010-07-08 European Molecular Biology Laboratory (Embl) Toluidine sulfonamides et leur utilisation
CA2765044A1 (fr) 2009-06-09 2010-12-16 California Capital Equity, Llc Derives de la triazine substituee au benzyle et leurs applications therapeutiques
CN102573480B (zh) 2009-06-09 2015-06-10 加利福尼亚资本权益有限责任公司 三嗪衍生物及其治疗应用
CN102573473B (zh) 2009-06-09 2015-05-27 加利福尼亚资本权益有限责任公司 用作hedgehog 信号转导抑制剂的异喹啉、喹啉和喹唑啉衍生物
SI2624695T1 (sl) 2010-10-08 2016-01-29 Nivalis Therapeutics, Inc. Nove substituirane kinolinske spojine kot inhibitorji S-nitrozoglutation reduktaze
WO2012083165A1 (fr) 2010-12-16 2012-06-21 N30 Pharmaceuticals, Llc Nouveaux composés aromatiques bicycliques substitués en tant qu'inhibiteurs de la s-nitrosoglutathion réductase
WO2016130501A1 (fr) 2015-02-09 2016-08-18 Incyte Corporation Composés aza-hétéroaryle en tant qu'inhibiteurs de pi3k-gamma
WO2017044766A1 (fr) 2015-09-10 2017-03-16 Nivalis Therapeutics, Inc. Formes solides d'un inhibiteur de s-nitrosoglutathione réductase
SI3371190T1 (sl) 2015-11-06 2022-08-31 Incyte Corporation Heterociklične spojine kot inhibitorji PI3K gama
WO2017120194A1 (fr) 2016-01-05 2017-07-13 Incyte Corporation Pyridine et utilisation de composés de la pyridimine comme inhibiteurs de pi3k-gamma
WO2017223414A1 (fr) 2016-06-24 2017-12-28 Incyte Corporation Composants hétérocycliques utilisés en tant qu'inhibiteurs de pi3k-y
SI3697789T1 (sl) 2017-10-18 2022-04-29 Incyte Corporation Kondenzirani imidazolni derivati, substituirani s terciarnimi hidroksi skupinami, kot zaviralci PI3K-gama
CR20250050A (es) 2018-09-05 2025-03-19 Incyte Corp Formas cristalinas de un inhibidor de fosfoinositida 3–quinasa (pi3k) (divisional 2021-0165)
RS65335B1 (sr) 2018-10-05 2024-04-30 Annapurna Bio Inc Jedinjenja i kompozicije za lečenje stanja povezanih sa aktivnošću receptora apj
JP7581236B2 (ja) 2019-04-18 2024-11-12 ニカン セラピューティクス，インコーポレイテッド 低酸素誘導因子２（アルファ）阻害剤としてのテトラヒドロ－１Ｈ－シクロペンタ［ｃｄ］インデン誘導体
WO2021158495A1 (fr) * 2020-02-03 2021-08-12 Bristol-Myers Squibb Company Composés de benzo[5,6] [1,4]dioxino[2,3-b]pyridine utiles en tant qu'inhibiteurs de l'irak4

Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0098098A2 (fr) * 1982-06-25 1984-01-11 Development Finance Corporation Of New Zealand Composés acridinecarboxamidiques
EP0172744A2 (fr) * 1984-08-16 1986-02-26 Development Finance Corporation Of New Zealand Composés de phénazinecarboxamide
EP0206802A2 (fr) * 1985-06-24 1986-12-30 Cancer Research Campaign Technology Limited Dérivés de quinoléine substitués
WO2002100843A1 (fr) * 2001-06-13 2002-12-19 Jianqing Lu Composes phenoxazines, preparations les contenant et leurs utilisations medicinales

Patent Citations (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0098098A2 (fr) * 1982-06-25 1984-01-11 Development Finance Corporation Of New Zealand Composés acridinecarboxamidiques
EP0172744A2 (fr) * 1984-08-16 1986-02-26 Development Finance Corporation Of New Zealand Composés de phénazinecarboxamide
EP0206802A2 (fr) * 1985-06-24 1986-12-30 Cancer Research Campaign Technology Limited Dérivés de quinoléine substitués
WO2002100843A1 (fr) * 2001-06-13 2002-12-19 Jianqing Lu Composes phenoxazines, preparations les contenant et leurs utilisations medicinales

Non-Patent Citations (11)

* Cited by examiner, † Cited by third party
Title
ATWELL G J ET AL: "POTENTIAL ANTITUMOR AGENTS. 57. 2-PHENYLQUINOLINE-8-CARBOXAMIDES AS MINIMAL DNA-INTERCALATING ANTITUMOR AGENTS WITH IN VIVO SOLID TUMOR ACTIVITY", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 32, no. 2, 1989, pages 396 - 401, XP001071285, ISSN: 0022-2623 *
DATABASE WPI Section Ch Week 200318, Derwent World Patents Index; Class B02, AN 2003-183933, XP002379936 *
DENNY W A ET AL: "POTENTIAL ANTITUMOR AGENTS 59. STRUCTURE-ACTIVITY RELATIONSHIPS FOR 2-PHENYLBENZIMIDAZOLE-4-CARB OXAMIDES, A NEW CLASS OF MINIMAL DNA-INTERCALATING AGENTS WHICH MAY NOT ACT VIA TOPOISOMERASE II", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 33, no. 2, 1 February 1990 (1990-02-01), pages 814 - 819, XP002007402, ISSN: 0022-2623 *
DENNY W A ET AL: "POTENTIAL ANTITUMOR AGENTS. 49. 5-SUBSTITUTED DERIVATIVES OF N-2-(DIMETHYLAMINO)ETHYL-9-AMINOACRIDINE-4-CARBOXAMIDE WITH IN VIVO SOLID-TUMOR ACTIVITY", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 30, no. 4, 1986, pages 658 - 663, XP001024208, ISSN: 0022-2623 *
HO H. LEE ET AL: "Potentail Antitumor Agents. 64. Synthesis and Antitumor Evaluation of Dibenzo[1,4]dioxin-1-carboxamides: A New Class of Weakly Binding DNA-Intercalating Agents", JOURNAL OF MEDICINAL CHEMISTRY, vol. 35, 1992, pages 258 - 266, XP002379888 *
KRISHNAMACHARY B ET AL: "Regulation of colon carcinoma cell invasion by hypoxia-inducible factor 1", CANCER RESEARCH, AMERICAN ASSOCIATION FOR CANCER RESEARCH, BALTIMORE, MD, US, vol. 63, no. 5, 1 March 2003 (2003-03-01), pages 1138 - 1143, XP002341115, ISSN: 0008-5472 *
KUNG A L ET AL: "Suppression of tumor growth through disruption of hypoxia-inducible transcription", NATURE MEDICINE, NATURE PUBLISHING GROUP, NEW YORK, NY, US, vol. 6, no. 12, December 2000 (2000-12-01), pages 1335 - 1340, XP002328150, ISSN: 1078-8956 *
MAXWELL P H ET AL: "Hypoxia -inducible factor-1 modulates gene expression in solid tumors and influences both angiogenesis and tumor growth", PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF USA, NATIONAL ACADEMY OF SCIENCE, WASHINGTON, DC, US, vol. 94, July 1997 (1997-07-01), pages 8104 - 8109, XP002124649, ISSN: 0027-8424 *
PALMER B D ET AL: "POTENTIAL ANTITUMOR AGENTS. 54. CHROMOPHORE REQUIREMENTS FOR IN VIVO ANTITUMOR ACTIVITY AMONG THE GENERAL CLASS OF LINEAR TRICYCLICCARBOXAMIDES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 31, no. 4, 1988, pages 707 - 712, XP002059942, ISSN: 0022-2623 *
PAWLAK K ET AL: "CYTOTOXIC AND ANTITUMOR ACTIVITY OF 1-NITROACRIDINES AS AN AFTEREFFECT OF THEIR INTERSTRAND DNA CROSS-LINKING", CANCER RESEARCH, AMERICAN ASSOCIATION FOR CANCER RESEARCH, BALTIMORE, MD, US, vol. 44, no. 10, October 1984 (1984-10-01), pages 4289 - 4296, XP001008685, ISSN: 0008-5472 *
REWCASTLE G W ET AL: "POTENTIAL ANTITUMOR AGENTS. 51. SYNTHESIS AND ANITITUMOR ACITIVITY OF SUBSTITUTED PHENAZINE-1-CARBOXAMIDES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 30, no. 5, 1987, pages 843 - 851, XP002051604, ISSN: 0022-2623 *

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