S-(2-((2 prime -carbamoylethyl)amino)ethyl) phosphorothioate and related compounds as potential antiradiation agents

Journal Article · Sat Sep 01 04:00:00 EDT 1990 · Journal of Medicinal Chemistry; (USA)

DOI:https://doi.org/10.1021/jm00171a026· OSTI ID:6508915

Carroll, F I; Gopinathan, M B; Philip, A ^[1]

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1. Research Triangle Institute, Research Triangle Park, NC (USA)

A reinvestigation of the radiation protection activity of S-(2-((2{prime}-carbamylethyl)amino)ethyl) lithium hydrogen phosphorothioate (4a) revealed that this compound possessed good (70% protection at a dose of 600 mg/kg) activity. The thione and imino bioisosteres of 4, S-(2-(2{prime}-thiocarbamylethylamino)ethyl) lithium hydrogen phosphorothioate (13a) and S-(2-(2{prime}-amidinoethylamino)ethyl) phosphorothioic acid (18b) showed 100% protection at doses of 300 and 150 mg/kg, respectively. The N-methyl (4b) and tert-butyl (4c) analogues of amide 4a, the N-methyl (13b) analogue of the thioamide 13a, the N-methyl (18a) analogue of amidine (18b), and the cyclic amidine S-(2-((2{prime}-(4,5-dihydroimidozoyl)ethyl)amino)ethyl) lithium hydrogen phosphorothioate (21) all showed 80% protection at the highest dose tested.

• OSTI ID: 6508915
• Journal Information: Journal of Medicinal Chemistry; (USA), Journal Name: Journal of Medicinal Chemistry; (USA) Vol. 33:9; ISSN JMCMA; ISSN 0022-2623
• Country of Publication: United States
• Language: English

Related Subjects

560152* -- Radiation Effects on Animals-- Animals
63 RADIATION, THERMAL, AND OTHER ENVIRON. POLLUTANT EFFECTS ON LIVING ORGS. AND BIOL. MAT.
ANIMALS
DOSES
DRUGS
EVALUATION
MAMMALS
MICE
RADIATION DOSES
RADIATION PROTECTION
RADIOPROTECTIVE SUBSTANCES
RODENTS
STRUCTURE-ACTIVITY RELATIONSHIPS
VERTEBRATES