Synthesis and pharmacological characterization of novel 6-fluorochroman derivatives as potential 5-HT1A receptor antagonists

T Yasunaga, T Kimura, R Naito, T Kontani…

Index: Yasunaga, Tomoyuki; Kimura, Takenori; Naito, Ryo; Kontani, Toru; Wanibuchi, Fumikazu; Yamashita, Hiroshi; Nomura, Tamako; Tsukamoto, Shin-Ichi; Yamaguchi, Tokio; Mase, Toshiyasu Journal of Medicinal Chemistry, 1998 , vol. 41, # 15 p. 2765 - 2778

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Citation Number: 12

Abstract

A series of novel 6-fluorochroman derivatives was prepared and evaluated as antagonists for the 5-HT1A receptor. N-2-[[(6-Fluorochroman-8-yl) oxy] ethyl]-4-(4-methoxyphenyl) butylamine (3; J. Med. Chem. 1997, 40, 1252-1257) was chosen as a lead, and structural modifications were done on the aliphatic portion of the chroman ring, the tether linking the middle amine and the terminal aromatic ring, the aromatic ring, and lastly the amine. ...

 Related Synthetic Route
N/A Structure

74591-94-9

N/A

~%

4-(4-chlorophenyl)butan-1-amine Structure

63998-62-9

4-(4-chlorophen...

4-Chlorobenzaldehyde Structure

104-88-1

4-Chlorobenzaldehyde

~%

4-(4-chlorophenyl)butan-1-amine Structure

63998-62-9

4-(4-chlorophen...

2-(4-(4-methoxyphenyl)but-3-en-1-yl)isoindoline-1,3-dione Structure

211692-37-4

2-(4-(4-methoxy...

~%

4-(4-methoxyphenyl)-N-methylbutan-1-amine Structure

89745-31-3

4-(4-methoxyphe...

4-Methoxybenzaldehyde Structure

123-11-5

4-Methoxybenzal...

~%

4-(4-methoxyphenyl)-N-methylbutan-1-amine Structure

89745-31-3

4-(4-methoxyphe...

4-(4-Methoxyphenyl)butanamine Structure

72457-26-2

4-(4-Methoxyphe...

~%

4-(4-methoxyphenyl)-N-methylbutan-1-amine Structure

89745-31-3

4-(4-methoxyphe...

2-[4-(4-methoxy-phenyl)-butyl]-isoindole-1,3-dione Structure

211692-42-1

2-[4-(4-methoxy...

~%

4-(4-methoxyphenyl)-N-methylbutan-1-amine Structure

89745-31-3

4-(4-methoxyphe...

2-(3-triphenylphosphoranylidenepropyl)isoindole-1,3-dione Structure

7743-29-5

2-(3-triphenylp...

Benzaldehyde Structure

100-52-7

Benzaldehyde

~%

2-(4-phenylbut-3-enyl)isoindole-1,3-dione Structure

143741-67-7

2-(4-phenylbut-...

4-(4-nitrophenyl)butyryl chloride Structure

5600-63-5

4-(4-nitropheny...

~%

4-(4-nitrophenyl)butanamide Structure

61445-60-1

4-(4-nitropheny...

2-(3-triphenylphosphoranylidenepropyl)isoindole-1,3-dione Structure

7743-29-5

2-(3-triphenylp...

~%

4-(3-methoxyphenyl)butan-1-amine Structure

122875-03-0

4-(3-methoxyphe...

2-(4-(3-methoxyphenyl)butyl)isoindoline-1,3-dione Structure

54981-94-1

2-(4-(3-methoxy...

~%

4-(3-methoxyphenyl)butan-1-amine Structure

122875-03-0

4-(3-methoxyphe...

2-(4-(4-methoxyphenyl)but-3-en-1-yl)isoindoline-1,3-dione Structure

211692-37-4

2-(4-(4-methoxy...

~%

4-(4-aminobutyl)phenol Structure

22205-09-0

4-(4-aminobutyl...

4-Methoxybenzaldehyde Structure

123-11-5

4-Methoxybenzal...

~%

4-(4-aminobutyl)phenol Structure

22205-09-0

4-(4-aminobutyl...

4-(4-Methoxyphenyl)butanamine Structure

72457-26-2

4-(4-Methoxyphe...

~52%

4-(4-aminobutyl)phenol Structure

22205-09-0

4-(4-aminobutyl...


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