Synthesis and antidepressant activity of 5-(1-aryl-4-piperazino) methyl-2-amino-2-oxazolines

…, C Jarry, A Carpy, E Panconi, P Descas

Index: Bosc; Jarry; Carpy; Panconi; Descas European Journal of Medicinal Chemistry, 1992 , vol. 27, # 5 p. 437 - 442

Full Text: HTML

Citation Number: 25

Abstract

Abstract The synthesis of 20 5-(1-aryl-4-piperazino) methyl-2-amino-2-oxazolines is described. Antidepressant activity was observed in mice using classical screening tests. Structure-activity relationships were studied and correlated with the nature of the aromatic substituent. Preliminary lipophilic and electronic properties of one lead compound (COR 3224) have been described.

 Related Synthetic Route
4-(1-Piperazino)phenol Structure

56621-48-8

4-(1-Piperazino...

~%

4-[4-[(2-amino-4,5-dihydro-1,3-oxazol-5-yl)methyl]piperazin-1-yl]phenol Structure

132786-13-1

4-[4-[(2-amino-...

4-(4-(3-chloro-2-hydroxypropyl)piperazin-1-yl)phenol Structure

1026293-52-6

4-(4-(3-chloro-...

~%

4-[4-[(2-amino-4,5-dihydro-1,3-oxazol-5-yl)methyl]piperazin-1-yl]phenol Structure

132786-13-1

4-[4-[(2-amino-...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

N/A Structure

1026527-80-9

N/A

~27%

4-[4-[(2-amino-4,5-dihydro-1,3-oxazol-5-yl)methyl]piperazin-1-yl]phenol Structure

132786-13-1

4-[4-[(2-amino-...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

4-(4-(3-chloro-2-hydroxypropyl)piperazin-1-yl)phenol Structure

1026293-52-6

4-(4-(3-chloro-...

~%

4-[4-[(2-amino-4,5-dihydro-1,3-oxazol-5-yl)methyl]piperazin-1-yl]phenol Structure

132786-13-1

4-[4-[(2-amino-...

1-(3,4-dimethoxyphenyl)piperazine Structure

16015-73-9

1-(3,4-dimethox...

~%

5-[[4-(3,4-dimethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144722-86-1

5-[[4-(3,4-dime...

1-chloro-3-(4-(3,4-dimethoxyphenyl)piperazin-1-yl)propan-2-ol Structure

1025886-16-1

1-chloro-3-(4-(...

~%

5-[[4-(3,4-dimethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144722-86-1

5-[[4-(3,4-dime...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

N/A Structure

1026333-89-0

N/A

~26%

5-[[4-(3,4-dimethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144722-86-1

5-[[4-(3,4-dime...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

1-chloro-3-(4-(3,4-dimethoxyphenyl)piperazin-1-yl)propan-2-ol Structure

1025886-16-1

1-chloro-3-(4-(...

~%

5-[[4-(3,4-dimethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144722-86-1

5-[[4-(3,4-dime...

1-(3,4-Dichlorophenyl)piperazine Structure

57260-67-0

1-(3,4-Dichloro...

~%

5-[[4-(3,4-dichlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-36-7

5-[[4-(3,4-dich...

1-chloro-3-(4-(3,4-dichlorophenyl)piperazin-1-yl)propan-2-ol Structure

1027964-34-6

1-chloro-3-(4-(...

~%

5-[[4-(3,4-dichlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-36-7

5-[[4-(3,4-dich...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

(+/-)-1-(3,4-Dichloro-phenyl)-4-oxiranylmethyl-piperazine Structure

335165-60-1

(+/-)-1-(3,4-Di...

~13%

5-[[4-(3,4-dichlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-36-7

5-[[4-(3,4-dich...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

1-chloro-3-(4-(3,4-dichlorophenyl)piperazin-1-yl)propan-2-ol Structure

1027964-34-6

1-chloro-3-(4-(...

~%

5-[[4-(3,4-dichlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-36-7

5-[[4-(3,4-dich...

3-Chlorophenyl piperazine Structure

6640-24-0

3-Chlorophenyl ...

~%

5-[[4-(3-chlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-09-4

5-[[4-(3-chloro...

(chloro-3 hydroxy-2 propyl)-1 (chloro-3 phenyl)-4 piperazine Structure

113642-40-3

(chloro-3 hydro...

~%

5-[[4-(3-chlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-09-4

5-[[4-(3-chloro...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

N/A Structure

103234-06-6

N/A

~28%

5-[[4-(3-chlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-09-4

5-[[4-(3-chloro...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

(chloro-3 hydroxy-2 propyl)-1 (chloro-3 phenyl)-4 piperazine Structure

113642-40-3

(chloro-3 hydro...

~%

5-[[4-(3-chlorophenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-09-4

5-[[4-(3-chloro...

1-(2-Pyridinyl)piperazine Structure

34803-66-2

1-(2-Pyridinyl)...

~%

5-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-07-2

5-[(4-pyridin-2...

1-chloro-3-(4-(pyridin-2-yl)piperazin-1-yl)propan-2-ol Structure

73076-41-2

1-chloro-3-(4-(...

~%

5-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-07-2

5-[(4-pyridin-2...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

1-chloro-3-(4-(pyridin-2-yl)piperazin-1-yl)propan-2-ol Structure

73076-41-2

1-chloro-3-(4-(...

~%

5-[(4-pyridin-2-ylpiperazin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

120182-07-2

5-[(4-pyridin-2...

1-(4-METHOXYPHENYL)-2-METHYLPIPERAZINE, 1:1 MIXTURE OF CONFORMERS Structure

35947-12-7

1-(4-METHOXYPHE...

~%

5-[[4-(2-ethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-48-1

5-[[4-(2-ethoxy...

1-chloro-3-(4-(4-methoxyphenyl)-3-methylpiperazin-1-yl)propan-2-ol Structure

1026400-08-7

1-chloro-3-(4-(...

~%

5-[[4-(2-ethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-48-1

5-[[4-(2-ethoxy...

cyanamide,sodium Structure

19981-17-0

cyanamide,sodium

1-chloro-3-(4-(4-methoxyphenyl)-3-methylpiperazin-1-yl)propan-2-ol Structure

1026400-08-7

1-chloro-3-(4-(...

~9%

5-[[4-(2-ethoxyphenyl)piperazin-1-yl]methyl]-4,5-dihydro-1,3-oxazol-2-amine Structure

144881-48-1

5-[[4-(2-ethoxy...

3-[4-Phenylpiperazinyl]-2-hydroxypropyl chloride Structure

67568-57-4

3-[4-Phenylpipe...

~%

METHYL2-PYRAZINEACETATE Structure

72566-27-9

METHYL2-PYRAZIN...

1-Phenylpiperazine Structure

92-54-6

1-Phenylpiperazine

~%

METHYL2-PYRAZINEACETATE Structure

72566-27-9

METHYL2-PYRAZIN...

Dimethyl-(4-piperazin-1-yl-phenyl)-amine Structure

91703-23-0

Dimethyl-(4-pip...

~%

4,5-Dihydro-5-((4-(4-(dimethylamino)phenyl)-1-piperazinyl)methyl)-2-ox azolamine Structure

144881-38-9

4,5-Dihydro-5-(...


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