Online article for Non-subscribers

Pay per view

Heterocycles has a pay-per-view service for Non-subscribers.
You will be able to directly purchase the full text article through PayPal.
Your purchased Paper can be downloaded after the payment is completed.
An e-mail will be sent the URL to download the paper.
If you have any questions, please contact: purchase@heterocycles.com

Price: ¥ 4,320 (Yen only)
Period: This Article can be accessed for 7 days.

Note | Regular issue | Vol 53, No. 9, 2000, pp.2043-2053
Published online, 1st January, 1970
DOI: 10.3987/COM-00-8958
Macrocyclic Compounds: Synthesis of Various 6,15-Dithia-2,3,8,11,12,17,19,20-octaazatricyclo[14.2.1.17,16]eicosa-1,7(20),10,16(19)-tetraene-4,13-dione Derivatives Having Potential Antitumer Activity

Mohamed Abdel Hamid Ismail*

*Pharmaceutical Chemistry Department, Faculty of Pharmacy, Ain-Shams University, Cairo, Egypt

Abstract

Acylation, carbonylation, and oxalylation of the 4-hydrazono-2-thioxoimidazolidine (1a) with various acyl chlorides, N,N`-carbonyldiimidazole and oxalyl chloride, gave the corresponding 4-acylhydrazono derivatives (2a-c), N2,N2`-bis(imidazolidine-4-ylidine)carbazide (3) and oxalic acid N2,N 2`-bis[(imidazolidine-4-ylidine)hydrazide] (4), respectively. Alkylation of 2a prod-uced the 2-alkylthio derivatives (5a-f). Reactions of 1a-b with chloroacetyl chloride in DMAP and pyridine gave the titled macrocycles (7a-b). Reaction of 1a with chloroacetyl chloride in K2CO3 gave a mixture of 7a and 4-chloro-acetylhydrazono derivative (6). Acylation of 7a-b with acyl chlorides generated the tetraacyl-hetrophanes (8a-d). Compounds (5c) and (7a) displayed superior cytotoxic activity against Ehrlich ascites than Doxorubicin® medicament.