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Antiradiation agents. 3-[(alkylthio)alkyl]thiazolidines and substituted 2- ([(3-thiazolidinyl)alkyl]thio)pyridines and -quinolines

Journal Article · · J. Med. Chem., v. 16, no. 4, pp. 328-331
DOI:https://doi.org/10.1021/jm00262a004· OSTI ID:4413636
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5-Halo- and 3,5-dihalo-2-{((3-thiazolidinyl)alkyl! thio)pyridine hydrochlorides (alkyl = ( CH/sub 2/)/sub 3-8.10/! and substituted and unsubstituted 2-{1(3-thiazolidinyl)alkyl! thio}quinoline hydrochlorides STAalkyl = (CH/sub 2/)/sub 5.6! were prepared by alkylation of 2(1H)-pyridinethiones and 2(1H)-quinolinethiones with 3-(chloroalkyl)thiazolidines. The series was extended to 3-STA(alkylthio)alkyl!thiazolidine hydrochlorides (CH/sub 3/(CH/sub 2)/sub n/sub 1/ -S-(CH/sub 2/)/sub n/sub 2/, in volving 27 combinations of n/sub 1/ = 0-9 and n/sub 2/ = 2-7! by alkylation of alkanethiols. Several compounds exhibited promising antiradiation activity, either by ip or po administration. Generally the compounds were more active in the po test. 5-Chloro-2-{STA7-(3- thiazolidinyl)heptyl!thio}pyridine hydrochloride given po at 75 mg/kg (ca 0.13 LD/ sub 50/) afforded 60% survival in the 30-day test. 3-STA5- (Pentylthio)pentyl!thiazolidine hydrochloride resulted in 92% survival (30-day) of the mice when given po at 125 mg/kg (0.2 LD/sub 50/). (auth)

Research Organization:
Parke, Davis and Co., Ann Arbor, MI
Sponsoring Organization:
USDOE
NSA Number:
NSA-29-008009
OSTI ID:
4413636
Journal Information:
J. Med. Chem., v. 16, no. 4, pp. 328-331, Journal Name: J. Med. Chem., v. 16, no. 4, pp. 328-331; ISSN JMCMA
Country of Publication:
Country unknown/Code not available
Language:
English

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Related Subjects

*PYRIDINES-- RADIOSENSITIVITY EFFECTS
*QUINOLINES-- RADIOSENSITIVITY EFFECTS
*THIAZOLES-- RADIOSENSITIVITY EFFECTS
CHEMICAL PREPARATION
CHEMICAL REACTIONS
MICE
N40210 --Chemistry--Inorganic
Organic
& Physical Chemistry--Chemical & Physiochemical Properties
N48510 --Life Sciences--Radiation Effects on Animals--Man
N48520* --Life Sciences--Radiation Effects on Animals-- Vertebrates
ORGANIC HALOGEN COMPOUNDS
RADIATION PROTECTION
RADIOPROTECTIVE SUBSTANCES RADIOSENSITIVITY EFFECTS