New Anticandidous 2-Alkylthio-6-aminobenzothiazoles
Abstract
:Introduction
Results and Discussion
Experimental
General
Results of 1H NMR analysis (80 MHz; CDCl3)
6-Aminobenzothiazole skeleton
-SR substituents
2-Alkenylthio-6-aminobenzothiazoles 1 - 4
Acknowledegements
References
- Sidóová, E.; Odlerová, Z.; Volná, F.; Blöckinger, G. Chem. Zvesti 1979, 33, 830.
- Sidóová, E.; Kuchta, T.; Zemanová, M.; Straková, H. CS Pat. 261699 1988.
- Kuchta, T.; Straková, H.; Sidóová, E. Cs. Farmacie 1989, 38, 139.
- Bujdáková, H.; Kuchta, T.; Sidóová, E. Acta Fac. Rerum Natur. Univ. Comen. Microbiologia 1991, 19–20, 37.
- Kuchta, T.; Bujdáková, H.; Sidóová, E. Folia Microbiologica 1989, 34, 504. [PubMed]
- Kuchta, T.; Bujdáková, H.; Sidóová, E.; Neslusanová, E. Acta Fac. Rerum Natur. Univ. Comen., Microbiologia 1990, 17–18, 49.
- Bujdáková, H.; Kuchta, T.; Sidóová, E.; Gvozdjaková, A. FEMS Microbiology Letters 1993, 112, 329.
- Bujdáková, H.; Múcková, M.; Klobu_icky, M.; Sidóová, E. Mycopathologia 1995, 130, 141.
- Kuchta, T.; Sidóová, E. Cs. Farmacie 1989, 38, 310.
- Blöckinger, G.; Sutoris, V. CS Pat. 168746 1975.
- Kuchta, T.; Bartková, K.; Kubinec, R. Biochem. Biophys. Res. Commun. 1992, 189, 85. [CrossRef]
- Kuchta, T.; Léka, Cs.; Farka_, P.; Bujdáková, H.; Belajová, E.; Russell, N. J. Antimicrob. Agents. Chemother. 1995, 39, 1538. [CrossRef]
- Dewar, M. J. S.; Zoebisch, E.; Healy, E.; Stewart, J. P. P. J. Am. Chem. Soc. 1985, 107, 3902.
- Ertl, P. Chem. Listy 1992, 86, 465.
- Sample Availability: Samples are available from the authors.
Wi(calc.)/% | ||||||||
---|---|---|---|---|---|---|---|---|
Compound | R | Formula | Wi(found.)/% | Yield/% | M.p. (°C) | |||
Mr | C | H | N | S | ||||
1 | -CH2-CH2-CH=CH2 | C11H12N2S2 | 55.95 | 5.12 | 11.86 | 27.16 | 94.8 | 56.5-57.5 |
236.16 | 55.68 | 5.12 | 11.84 | 27.10 | ||||
2 | -CH2-CH=CH2-CH3 | C11H12N2S2 | 55.95 | 5.12 | 11.86 | 27.16 | 70.8 | 71.0-72.5 |
236.16 | 55.65 | 5.21 | 11.85 | 27.11 | ||||
3 | -(CH2)3-CH=CH2 | C12H14N2S2 | 57.56 | 5.64 | 11.19 | 25.61 | 61.2 | 29.0-32.0 |
250.39 | 57.89 | 5.68 | 11.25 | 25.26 | ||||
4 | -CH2-CH=CH-C2H5 | C12H14N2S2 | 57.56 | 5.64 | 11.19 | 25.61 | 87.5 | 33.5-36.0 |
250.39 | 57.69 | 5.68 | 11.10 | 25.31 | ||||
5 | -CH2-CH=C(CH3)2 | C12H14N2S2 | 57.56 | 5.64 | 11.19 | 25.61 | 72.7 | 42.0-44.0 |
250.39 | 57.67 | 5.70 | 11.03 | 25.55 | ||||
6 | -(CH2)4-CH=CH2 | C13H16N2S2 | 59.05 | 6.10 | 10.59 | 24.25 | 85.8 | 39.0-40.5 |
264.41 | 58.81 | 6.08 | 10.40 | 24.26 |
Bacteria | MIC / μg cm−3 | ||||||
---|---|---|---|---|---|---|---|
1 | 2 | 3 | 4 | 5 | 6 | ||
Staphylococcus aureus | 128 | 128 | 64 | 128 | 128 | 32 | |
ATEC 25923 | |||||||
Staphylococcus aureus | 128 | 128 | 64 | 128 | 128 | 32 | |
clinical isolate |
Candida albicans strains | MIC / μg cm−3 | |||||||
1 | 2 | 3 | 4 | 5 | 6 | APB | ||
CCY 29-3-112 | 62.5 | 31.25 | 15.6 | 15.6 | 62.5 | 31.25 | 31.25 | |
Clinical isolate | 125 | 125 | 62.5 | 62.5 | 62.5 | 31.25 | - |
Compound | R | Angles / degrees | |||||
---|---|---|---|---|---|---|---|
NCSC1 | CSC1C2 | SC1C2C3 | C1C2C3C4 | C2C3C4C5 | C3C4C5C6 | ||
1 | -C1-C2-C3=C4 | 0 | −179 | 180 | 133 | - | - |
2 | -C1-C2=C3-C4 | 1 | 175 | 113 | 179 | - | - |
3 | -C1-C2-C3- C4=C5 | 0 | 180 | 179 | 179 | 133 | - |
4 | -C1-C2=C3-C4-C5 | 0 | 176 | 112 | 179 | 1 | - |
5 | -C1-C2=C3(C)24,5 | −1 | −176 | −109 | 0 | 179 a | - |
6 | -C1-C2-C3-C4-C5=C6 | 0 | 179 | 176 | 74 | 179 | −135 |
APB | -C1-C2-C3-C4-C5 | 0 | 180 | 180 | 180 | 180 | - |
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Sidóová, E.; Loos, D.; Bujdáková, H.; Kallová, J. New Anticandidous 2-Alkylthio-6-aminobenzothiazoles. Molecules 1997, 2, 36-42. https://doi.org/10.3390/feb97p2
Sidóová E, Loos D, Bujdáková H, Kallová J. New Anticandidous 2-Alkylthio-6-aminobenzothiazoles. Molecules. 1997; 2(2):36-42. https://doi.org/10.3390/feb97p2
Chicago/Turabian StyleSidóová, Eva, Dusan Loos, Helena Bujdáková, and Jana Kallová. 1997. "New Anticandidous 2-Alkylthio-6-aminobenzothiazoles" Molecules 2, no. 2: 36-42. https://doi.org/10.3390/feb97p2