Title:
NITROANILINE DERIVATIVES AND THEIR USE AS ANTITUMOR AGENTS
Document Type and Number:
WIPO Patent Application WO/1993/011099
Kind Code:
A1
Abstract:
The invention provides nitroaniline derivatives represented by general formula (I) where the nitro group is substituted at any one of the available benzene positions 2-6; where R and A separately represent the groups NO2, CN, COOR1, CONR1R2, CSNR1R2 or SO2NR1R2 and A is substituted at any one of the available benzene positions 2-6; where B represents N(CH2CH2halogen)2 or N(CH2CH2OSO2R3)2 substituted at any one of the available benzene positions; and where R1, R2 and R3 separately represent H, or lower alkyl optionally substituted with hydroxyl, ether, carboxy or amino functions, including cyclic structures, or R1 and R2 together with the nitrogen form a heterocyclic structure, and pharmaceutical preparations containing them. These compounds have activity as hypoxia-selective cytotoxins, reductively-activated prodrugs for cytotoxins, hypoxic cell radiosensitisers, and anticancer agents.
More Like This:
Inventors:
DENNY WILLIAM ALEXANDER (NZ)
PALMER BRIAN DESMOND (NZ)
WILSON WILLIAM ROBERT (NZ)
PALMER BRIAN DESMOND (NZ)
WILSON WILLIAM ROBERT (NZ)
Application Number:
PCT/GB1992/002199
Publication Date:
June 10, 1993
Filing Date:
November 27, 1992
Export Citation:
Assignee:
CANCER RES CAMPAIGN TECH (GB)
International Classes:
A61K31/00; A61K31/165; A61K31/18; A61K31/19; A61K31/235; A61K31/245; A61K31/26; A61K31/275; A61K31/135; A61P35/00; A61P43/00; C07C211/52; C07C229/60; C07C237/30; C07C255/58; C07C255/60; C07C291/04; C07C309/14; C07C309/66; C07C309/69; C07C311/39; C07C327/40; C07C327/48; C07D295/13; C07D295/135; (IPC1-7): A61K31/165; A61K31/195; C07C229/60; C07C237/30; C07C237/32; C07C237/34; C07C237/36; C07C255/50
Foreign References:
| EP0330432A1 | 1989-08-30 | |||
| EP0270292A2 | 1988-06-08 |
Other References:
CHEMICAL ABSTRACTS, vol. 66, no. 1, 2 January 1967, Columbus, Ohio, US; abstract no. 10687m, Y. M. ABOU-ZEID ET AL. 'Synthesis of 2,4-dinitrophenol derivatives as antineoplastic agents' page 1021 ;
CHEMICAL ABSTRACTS, vol. 75, no. 7, 16 August 1971, Columbus, Ohio, US; abstract no. 48780e, J. M. TISDALE 'Alkylating Analogs of the Tumour Inhibitor 5-Aziridino-2,4-dinitrobenzamide' page 339 ;
JOURNAL OF MEDICINAL CHEMISTRY vol. 35, no. 17, WASHINGTON US pages 3214 - 3222 B. D. PALMER ET AL. 'Hypoxia-Selective Antitumour Agents. 5. Synthesis of Water-Soluble Nitroaniline Mustards with Selective Cytotoxicity for Hypoxic Mammalien Cells'
CHEMICAL ABSTRACTS, vol. 75, no. 7, 16 August 1971, Columbus, Ohio, US; abstract no. 48780e, J. M. TISDALE 'Alkylating Analogs of the Tumour Inhibitor 5-Aziridino-2,4-dinitrobenzamide' page 339 ;
JOURNAL OF MEDICINAL CHEMISTRY vol. 35, no. 17, WASHINGTON US pages 3214 - 3222 B. D. PALMER ET AL. 'Hypoxia-Selective Antitumour Agents. 5. Synthesis of Water-Soluble Nitroaniline Mustards with Selective Cytotoxicity for Hypoxic Mammalien Cells'
Download PDF: