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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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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cited_by cdi_FETCH-LOGICAL-c3819-8e60555adf26a925cd667c6208512e953706afe7f757bb8e3722833444a496aa3
cites cdi_FETCH-LOGICAL-c3819-8e60555adf26a925cd667c6208512e953706afe7f757bb8e3722833444a496aa3
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container_issue 8
container_start_page 396
container_title Archiv der Pharmazie (Weinheim)
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creator Hegab, Mohamed I.
Abdel-Fattah, Abdel-Samee M.
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Mostafa, A. M.
Ellithey, Mohey
description 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.
doi_str_mv 10.1002/ardp.200700089
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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
title Synthesis, X-ray Structure, and Pharmacological Activity of Some 6,6-Disubstituted Chromeno[4,3-b]- and Chromeno- [3,4-c]-quinolines
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