Aminothiazole - CAS 96-50-4
Catalog number: 96-50-4
Category: Inhibitor
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Molecular Formula:
C3H4N2S
Molecular Weight:
100.14
COA:
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Targets:
Others
Description:
Aminothiazole can be used as a thyroid inhibitor and it has antibacterial activity.
Purity:
>98%
MSDS:
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InChIKey:
RAIPHJJURHTUIC-UHFFFAOYSA-N
InChI:
InChI=1S/C3H4N2S/c4-3-5-1-2-6-3/h1-2H,(H2,4,5)
Canonical SMILES:
C1=CSC(=N1)N
1.[Synthesis and biological evaluation of novel pleuromutilin derivatives with nitrogen-containing heterocycles as antibacterial agents].
Wang XY, Chen M, Wang D, Chen XD, Ling Y, Wang XL, Wang H. Yao Xue Xue Bao. 2015 Oct;50(10):1297-304.
A series of new pleuromutilins derivatives were designed and synthesized through coupling 2-aminothiazole ring of WL001 with different nitrogen-containing substituted heterocycles in the side chain. Their biological activities were evaluated against both Gram-positive and Gram-negative clinical bacteria in vitro Most new compounds displayed specificity to certain strain of bacteria. Particularly, compounds with saturated nitrogen-containing heterocycles exhibited significant antibacterial activities (0.062 5-8 µg · mL(-1)) superior or similar to those of amoxicillin, tiamulin and levofloxcin. Furthermore, treatment with 15a and 15b having piperidine or morpholine residues also could effectively inhibit Gram-negative bacteria. Therefore, our novel findings may provide a new insight into the design of novel pleuromutilin derivatives and lay the basis for further studies on the treatment of drug-resistance of pathogenic bacteria.
2.Development of novel aminothiazole-comprising 5-LO inhibitors.
M Kretschmer SB1, Woltersdorf S1, Rödl CB1, Vogt D1, Häfner AK1, Steinhilber D1, Stark H1,2, Hofmann B1. Future Med Chem. 2016 Feb;8(2):149-64. doi: 10.4155/fmc.15.174. Epub 2016 Jan 29.
BACKGROUND: Leukotrienes are pivotal lipid mediators in various immune and inflammatory reactions. Herein, 5-LO is a validated target. 2-Aminothiazoles, as a privileged structure, implicate known 5-LO inhibitors like ST-1083 (IC50 [polymorphonuclear leukocytes (PMNL)] = 0.68 μM), yet deep structure-activity relationships (SAR) have not been established.
3.Synthesis and evaluation of 5,6-disubstituted thiopyrimidine aryl aminothiazoles as inhibitors of the calcium-activated chloride channel TMEM16A/Ano1.
Piechowicz KA1, Truong EC1, Javed KM1, Chaney RR1, Wu JY1, Phuan PW2, Verkman AS2, Anderson MO1. J Enzyme Inhib Med Chem. 2016 Jan 22:1-7. [Epub ahead of print]
Transmembrane protein 16A (TMEM16A), also called Ano1, is a Ca2+ activated Cl- channel expressed widely in mammalian epithelia, as well as in vascular smooth muscle and some tumors and electrically excitable cells. TMEM16A inhibitors have potential utility for treatment of disorders of epithelial fluid and mucus secretion, hypertension, some cancers and other diseases. 4-Aryl-2-amino thiazole T16Ainh-01 was previously identified by high-throughput screening. Here, a library of 47 compounds were prepared that explored the 5,6-disubstituted pyrimidine scaffold found in T16Ainh-01. TMEM16A inhibition activity was measured using fluorescence plate reader and short-circuit current assays. We found that very little structural variation of T16Ainh-01 was tolerated, with most compounds showing no activity at 10 μM. The most potent compound in the series, 9bo, which substitutes 4-methoxyphenyl in T16Ainh-01 with 2-thiophene, had IC50 ∼1 μM for inhibition of TMEM16A chloride conductance.
4.Identification of Aminoimidazole and Aminothiazole Derivatives as Src Family Kinase Inhibitors.
Francini CM1, Fallacara AL2, Artusi R3, Mennuni L4, Calgani A5, Angelucci A5, Schenone S6, Botta M2,7. ChemMedChem. 2015 Dec;10(12):2027-41. doi: 10.1002/cmdc.201500428. Epub 2015 Oct 30.
Src family kinases (SFKs) are a family of non-receptor tyrosine kinases (TKs) implicated in the regulation of many cellular processes. The aberrant activity of these TKs has been associated with the growth and progression of cancer. In particular, c-Src is overexpressed or hyperactivated in a variety of solid tumors and is most likely a strong promoting factor for the development of metastasis. Herein, the synthesis of new 4-aminoimidazole and 2-aminothiazole derivatives and their in vitro biological evaluation are described for their potential use as SFK inhibitors. Initially, 2-aminothiazole analogues of dasatinib and 4-aminoimidazole derivatives were synthesized and tested against the SFKs Src, Fyn, Lyn, and Yes. Five hits were identified as the most promising compounds, with Ki values in the range of 90-480 nm. A combination of molecular docking, homology modeling, and molecular dynamics were then used to investigate the possible binding mode of such compounds within the ATP binding site of the SFKs.
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CAS 96-50-4 Aminothiazole

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