e.g. Filippa Pettersson or Cancer Res. 75(6) , 1102-12, (2015) or 10.1002/anie.201600521

Anti??Inflammatory, Antiproteolytic and Analgesic Activities of Some New Thiadiazolyl Indoles

…, TN Bhalla, P Tandon, KP Bhargava

Index: Tandon; Barthwal; Bhalla; Bhargava Archiv der Pharmazie, 1983 , vol. 316, # 6 p. 493 - 499

Full Text: HTML

Citation Number: 1

Abstract

Abstract 3-[(2-Aminomethyl)-5-mercapto-1, 3, 4-thiadiazolyl] indole (1), obtained by Mannich condensation of 2-amino-5-mercapto-1, 3, 4-thiadiazole with indole and formaldehyde, was subjected to mercaptoetherification with epichlorohydrin to yield 3-[(2-aminomethyl)-5-(3- epoxypropylmercapto)-1, 3, 4-thiadiazolyl] indole (2), which, on hydrolysis with NaOH and subsequent treatment with various arylamines, gave the 3-[(2-aminomethyl)-5-(2-hydroxy- ...

4-Chloroaniline Structure

4-Chloroaniline

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~43%

1-(4-chloroanilino)-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol Structure

1-(4-chloroanil...

Indole Structure

~%

1-(4-chloroanilino)-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol Structure

1-(4-chloroanil...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-(4-chloroanilino)-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]propan-2-ol Structure

1-(4-chloroanil...

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

Structure

~51%

1-anilino-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfa nyl]propan-2-ol Structure

1-anilino-3-[[5...

Indole Structure

~%

1-anilino-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfa nyl]propan-2-ol Structure

1-anilino-3-[[5...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-anilino-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfa nyl]propan-2-ol Structure

1-anilino-3-[[5...

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

2-Chloroaniline Structure

2-Chloroaniline

~40%

1-[(2-chlorophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiad iazol-2-yl]sulfanyl]propan-2-ol Structure

1-[(2-chlorophe...

Indole Structure

~%

1-[(2-chlorophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiad iazol-2-yl]sulfanyl]propan-2-ol Structure

1-[(2-chlorophe...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[(2-chlorophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiad iazol-2-yl]sulfanyl]propan-2-ol Structure

1-[(2-chlorophe...

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

4-Bromoaniline Structure

~42%

1-[(4-bromophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadi azol-2-yl]sulfanyl]propan-2-ol Structure

1-[(4-bromophen...

Indole Structure

~%

1-[(4-bromophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadi azol-2-yl]sulfanyl]propan-2-ol Structure

1-[(4-bromophen...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[(4-bromophenyl)amino]-3-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadi azol-2-yl]sulfanyl]propan-2-ol Structure

1-[(4-bromophen...

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

o-Toluidine Structure

~52%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methylphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

Indole Structure

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methylphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methylphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

2-Anisidine Structure

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~42%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methoxyphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

Indole Structure

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methoxyphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-[(2-methoxyphenyl)amino]propan-2-ol Structure

1-[[5-(1H-indol...

1H-Pyrrol-2-amine Structure

1H-Pyrrol-2-amine

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~39%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1H-pyrrol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...

Indole Structure

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1H-pyrrol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1H-pyrrol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...

2-Aminothiazole Structure

2-Aminothiazole

3-((2-Aminomethyl)-5-(3-epoxypropylmercapto)-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~47%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1, 3-thiazol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...

Indole Structure

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1, 3-thiazol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...

3-((2-Aminomethyl)-5-mercapto-1,3,4-thiadiazolyl)indole Structure

3-((2-Aminometh...

~%

1-[[5-(1H-indol-3-ylmethylamino)-1,3,4-thiadiazol-2-yl]sulfanyl]-3-(1, 3-thiazol-2-ylamino)propan-2-ol Structure

1-[[5-(1H-indol...