GB2424883A - Process for preparing pyrrolo[2, 1-c] [1,4] benzodiazepine hybrids - Google Patents

Process for preparing pyrrolo[2, 1-c] [1,4] benzodiazepine hybrids Download PDF

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Publication number
GB2424883A
GB2424883A GB0614750A GB0614750A GB2424883A GB 2424883 A GB2424883 A GB 2424883A GB 0614750 A GB0614750 A GB 0614750A GB 0614750 A GB0614750 A GB 0614750A GB 2424883 A GB2424883 A GB 2424883A
Authority
GB
United Kingdom
Prior art keywords
benzodiazepine hybrids
pyrrolo
benzodiazepine
hybrids
preparing 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
GB0614750A
Other versions
GB2424883B (en
GB0614750D0 (en
Inventor
Ahmed Kamal
Poddutoori Ramulu
Olepu Srinivas
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 GB0614750D0 publication Critical patent/GB0614750D0/en
Publication of GB2424883A publication Critical patent/GB2424883A/en
Application granted granted Critical
Publication of GB2424883B publication Critical patent/GB2424883B/en
Anticipated expiration legal-status Critical
Expired - Fee Related legal-status Critical Current

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Classifications

    • 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
    • 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
    • A61P25/00—Drugs for disorders of the nervous system
    • A—HUMAN NECESSITIES
    • A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
    • A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
    • A61P35/00—Antineoplastic agents

Abstract

Novel pyrrolo[2, 1-c] [1, 4] benzodiazepine hybrids as well as processes for the proepartion of novel pyrrolo [2, 1 -c] [1, 4] benzodiazepine hybrids are disclosed. More particularly, present invention relates to a process for the preparation of novel pyrrolo [2, 1-c] [1, 4] benzodiazepine hybrids as DNA sequence selective agents which are useful as potential antitumour agents. In particular, the present invention relates to a process for the preparation of new pyrrolo [2, 1-c] [1, 4] benzodiazepine hybrids as potential antitumour agents. These compounds have the formula (XIV).

Description

GB 2424883 A continuation (74) Agent and/or Address for Service: (56) cont
Kilburn & Strode Mutation Research Vol. 355, No. 1, 1996, pages Red Lion Street, LONDON, WC1R4PJ, 141-169 United Kingdom Journal of Medicinal Chemistry Vol. 46, No. 18, 2003, pages 3785-3792 Chemical Reviews Vol. 94, No. 2, 1994, pages 433-465
(58) Field of Search by ISA:
INT CL CO7D Other: EPO-Internal, CHEM ABS Data, WPI Data, PAJ
GB0614750A 2003-12-31 2003-12-31 Process for preparing pyrrolo[2, 1-c] [1,4] benzodiazepine hybrids Expired - Fee Related GB2424883B (en)

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
PCT/IN2003/000462 WO2005063759A1 (en) 2003-12-31 2003-12-31 PROCESS FOR PREPARING PYRROLO[2, 1-c] [1, 4] BENZODIAZEPINE HYBRIDS

Publications (3)

Publication Number Publication Date
GB0614750D0 GB0614750D0 (en) 2006-09-06
GB2424883A true GB2424883A (en) 2006-10-11
GB2424883B GB2424883B (en) 2008-10-22

Family

ID=34717579

Family Applications (1)

Application Number Title Priority Date Filing Date
GB0614750A Expired - Fee Related GB2424883B (en) 2003-12-31 2003-12-31 Process for preparing pyrrolo[2, 1-c] [1,4] benzodiazepine hybrids

Country Status (4)

Country Link
JP (1) JP4520411B2 (en)
AU (1) AU2003300718A1 (en)
GB (1) GB2424883B (en)
WO (1) WO2005063759A1 (en)

Families Citing this family (7)

* 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
WO2008099416A2 (en) * 2007-02-13 2008-08-21 Council Of Scientific & Industrial Research Novel benzothiazole and benzoxazole linked pyrrolo[2,1-c] [1, 4] benzodiazepine hybrids as novel antitumour agents and process for the preparation thereof
GB2469980B (en) * 2008-03-05 2012-02-22 Council Scient Ind Res Naphthalimide-benzimidazole hybrids as potential antitumour agents and process for the preparation thereof
WO2009113085A1 (en) * 2008-03-11 2009-09-17 Council Of Scientific & Industrial Research Novel benzimidazole linked pyrrolo[2,1-q[1,4] benzodiazepine hybrids as potential antitumour agents and process for the preparation thereof
US8372831B2 (en) 2008-03-26 2013-02-12 Council Of Scientific & Industrial Research Isoxazoline linked pyrrolo[2,1-c][1,4]benzodiazepine hybrids as potential anticancer agents and the process for preparation thereof
EP2358719B1 (en) * 2008-11-19 2014-10-01 Council Of Scientific & Industrial Research Novel pyrrolo[2,1-c][1,4]benzodiazepine derivatives with dithiocarbamate side chains and process for the preparation thereof
US9873708B2 (en) 2015-07-21 2018-01-23 Immunogen, Inc. Methods of preparing cytotoxic benzodiazepine derivatives

Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000012508A2 (en) * 1998-08-27 2000-03-09 Spirogen Limited Pyrrolbenzodiazepines

Patent Citations (1)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
WO2000012508A2 (en) * 1998-08-27 2000-03-09 Spirogen Limited Pyrrolbenzodiazepines

Non-Patent Citations (7)

* Cited by examiner, † Cited by third party
Title
Australian Journal of Chemistry Vol. 47, No. 9, 1994, pages 1751-1769 *
Bioorganic and Medicinal Chemistry Letters Vol. 4, No. 24, 1994, pages 2871-2876 *
Chemical Reviews Vol. 94, No. 2, 1994, pages 433-465 *
Journal of Medicinal Chemistry Vol. 45, No. 21, 2002, pages 4679-4688 *
Journal of Medicinal Chemistry Vol. 46, No. 18, 2003, pages 3785-3792 *
Journal of Organic Chemistry Vol. 61, No. 1, 1996, pages 8141-8147 *
Mutation Research Vol. 355, No. 1, 1996, pages 141-169 *

Also Published As

Publication number Publication date
WO2005063759A1 (en) 2005-07-14
GB2424883B (en) 2008-10-22
AU2003300718A1 (en) 2005-07-21
JP2007528343A (en) 2007-10-11
GB0614750D0 (en) 2006-09-06
JP4520411B2 (en) 2010-08-04

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PCNP Patent ceased through non-payment of renewal fee

Effective date: 20171231