Synthesis, X-ray Structure, and Pharmacological Activity of Some 6,6-Disubstituted Chromeno[4,3-b]- and Chromeno- [3,4-c]-quinolines

Some chromeno[4,3‐b]quinolines 4a–i were obtained from β‐chloro carboxyaldehydes 3a–c with different aniline derivatives namely, aniline, 4‐fluoroaniline, and 2‐aminophenol. Surprisingly, 3a–c reacted with 2‐aminothiophenol and afforded the chromeno[3,4‐c]quinoline derivatives 5a–c. Single‐crystal X...

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Bibliographic Details
Published in:Archiv der Pharmazie (Weinheim) 2007-08, Vol.340 (8), p.396-403
Main Authors: Hegab, Mohamed I., Abdel-Fattah, Abdel-Samee M., Yousef, Nabil M., Nour, Hany F., Mostafa, A. M., Ellithey, Mohey
Format: Article
Language:English
Subjects:
3-b]quinoline
4-c]quinoline
Animals
Anti-inflammatory
Anti-Inflammatory Agents - chemical synthesis
Chromeno
Chromeno[3,4‐c]quinoline
Chromeno[4,3‐b]quinoline
Crystallography, X-Ray
Female
Male
Mice
Quinolines - chemical synthesis
Quinolines - chemistry
Quinolines - pharmacology
Rats
Rats, Wistar
Stomach Ulcer - chemically induced
Structure-Activity Relationship
X-ray structure determination
β-Chloro carboxyaldehyde
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Summary:Some chromeno[4,3‐b]quinolines 4a–i were obtained from β‐chloro carboxyaldehydes 3a–c with different aniline derivatives namely, aniline, 4‐fluoroaniline, and 2‐aminophenol. Surprisingly, 3a–c reacted with 2‐aminothiophenol and afforded the chromeno[3,4‐c]quinoline derivatives 5a–c. Single‐crystal X‐ray diffraction studies of 4e and 5b provided good support for the established structure. Compounds 4b and 5b showed significant anti‐inflammatory and ulcerogenic score activities compared to that of indomethacin.
ISSN:0365-6233
1521-4184
DOI:10.1002/ardp.200700089