GB2424884A - C-8 linked pyrrolo[2,1-c][1,4]benzodiazepine-acridone/acridine hybrids - Google Patents

C-8 linked pyrrolo[2,1-c][1,4]benzodiazepine-acridone/acridine hybrids Download PDF

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Publication number
GB2424884A
GB2424884A GB0614754A GB0614754A GB2424884A GB 2424884 A GB2424884 A GB 2424884A GB 0614754 A GB0614754 A GB 0614754A GB 0614754 A GB0614754 A GB 0614754A GB 2424884 A GB2424884 A GB 2424884A
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GB
United Kingdom
Prior art keywords
benzodiazepine
acridone
acridine
hybrids
linked pyrrolo
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Granted
Application number
GB0614754A
Other versions
GB0614754D0 (en
GB2424884B (en
Inventor
Ahmed Kamal
Olepu Srinivas
Poddutoori Ramulu
Gujjar Ramesh
Pogula Praveen Kumar
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Council of Scientific and Industrial Research CSIR
Original Assignee
Council of Scientific and Industrial Research CSIR
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by Council of Scientific and Industrial Research CSIR filed Critical Council of Scientific and Industrial Research CSIR
Publication of GB0614754D0 publication Critical patent/GB0614754D0/en
Publication of GB2424884A publication Critical patent/GB2424884A/en
Application granted granted Critical
Publication of GB2424884B publication Critical patent/GB2424884B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • 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
    • A61K31/55—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole
    • A61K31/551—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having seven-membered rings, e.g. azelastine, pentylenetetrazole having two nitrogen atoms, e.g. dilazep
    • A61K31/5513—1,4-Benzodiazepines, e.g. diazepam or clozapine
    • A61K31/5517—1,4-Benzodiazepines, e.g. diazepam or clozapine condensed with five-membered rings having nitrogen as a ring hetero atom, e.g. imidazobenzodiazepines, triazolam
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents
    • A61P35/02—Antineoplastic agents specific for leukemia
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D487/00—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00
    • C07D487/02—Heterocyclic compounds containing nitrogen atoms as the only ring hetero atoms in the condensed system, not provided for by groups C07D451/00 - C07D477/00 in which the condensed system contains two hetero rings
    • C07D487/04—Ortho-condensed systems

Abstract

The present invention provides novel pyrrolo-[2,1-c][1,4]benzodiazepine of the formula given below wherein R is Hor OH and n is 2-3 (formula (I) and (II) useful as and-tumour agents and a process for the preparation thereof.

Description

GB 2424884 A continuation (74) Agent and/or Address for Service: Kilburn &
Strode Red Lion Street, LONDON, WC1R4PJ, United Kingdom
GB0614754A 2003-12-31 2003-12-31 C-8 linked pyrrolo[2,1-c][1,4]benzodiazepine-acridone/acridine hybrids Expired - Fee Related GB2424884B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IN2003/000464 WO2005063760A1 (en) 2003-12-31 2003-12-31 C-8 LINKED PYRROLO[2,1-c][1,4]BENZODIAZEPINE-ACRIDONE/ACRIDINE HYBRIDS

Publications (3)

Publication Number Publication Date
GB0614754D0 GB0614754D0 (en) 2006-09-06
GB2424884A true GB2424884A (en) 2006-10-11
GB2424884B GB2424884B (en) 2008-06-11

Family

ID=34717581

Family Applications (1)

Application Number Title Priority Date Filing Date
GB0614754A Expired - Fee Related GB2424884B (en) 2003-12-31 2003-12-31 C-8 linked pyrrolo[2,1-c][1,4]benzodiazepine-acridone/acridine hybrids

Country Status (4)

Country Link
JP (1) JP4718328B2 (en)
AU (1) AU2003300720A1 (en)
GB (1) GB2424884B (en)
WO (1) WO2005063760A1 (en)

Families Citing this family (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2007054954A1 (en) * 2005-11-10 2007-05-18 Council Of Scientific & Industrial Research A novel pyrrolo[2,1-c][1,4]benzodiazepine hybrid and a process for the preparation thereof
JP5404624B2 (en) * 2007-08-01 2014-02-05 カウンスィル オブ サイエンティフィック アンド インダストリアル リサーチ Pyrrolo [2,1-c] [1,4] benzodiazepine-glycoside prodrugs useful as selective antitumor agents
CN111164208B (en) 2017-09-29 2023-08-04 第一三共株式会社 Antibody-pyrrolobenzodiazepine derivative conjugates

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0098098A2 (en) * 1982-06-25 1984-01-11 Development Finance Corporation Of New Zealand Acridinecarboxamide compounds
WO2000012508A2 (en) * 1998-08-27 2000-03-09 Spirogen Limited Pyrrolbenzodiazepines

Family Cites Families (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GB9621795D0 (en) * 1996-10-18 1996-12-11 Xenova Ltd Pharmaceutical compounds

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP0098098A2 (en) * 1982-06-25 1984-01-11 Development Finance Corporation Of New Zealand Acridinecarboxamide compounds
WO2000012508A2 (en) * 1998-08-27 2000-03-09 Spirogen Limited Pyrrolbenzodiazepines

Non-Patent Citations (5)

* Cited by examiner, † Cited by third party
Title
Cancer Chemotherapy and Pharmacology Vol. 44, No. 1, 1999, pages 51-58 *
Chemical Reviews Vol. 94, No. 2, 1994, pages 433-465 *
Journal of Medicinal Chemistry Vol. 45, No. 21, 2002, pages 4679-4688 *
Journal of Organic Chemistry Vol. 61, No. 23, 1996, pages 8141-8147 *
Tetrahedron Letters Vol. 38, No. 4, 1997, pages 699-702 *

Also Published As

Publication number Publication date
GB0614754D0 (en) 2006-09-06
AU2003300720A1 (en) 2005-07-21
WO2005063760A1 (en) 2005-07-14
JP4718328B2 (en) 2011-07-06
GB2424884B (en) 2008-06-11
JP2007528344A (en) 2007-10-11

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PCNP Patent ceased through non-payment of renewal fee

Effective date: 20171231