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Chemical Structure| 96-50-4 Chemical Structure| 96-50-4

Structure of Aminothiazole
CAS No.: 96-50-4

Chemical Structure| 96-50-4

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Aminothiazole is a thyroid inhibitor with antibacterial activity.

Synonyms: 2-Aminothiazole; 2-Thiazolylamine; NSC 1900

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Huffman, Samantha E. ; Yawson, Gideon K. ; Fisher, Samuel S. ; Bothwell, Paige J. ; Platt, David C. ; Jones, Marjorie A. , et al.

Abstract: Metal-based therapeutics are uniquely suited to target soluble Aβ and have shown considerable promise to prevent the aggregation and induced cytotoxicity of the peptide in vitro. Herein, we have prepared a small series of derivatives of two promising Ru(III) complexes NAMI-A (imidazolium [trans-RuCl4(1H-imidazole)(DMSO-S)]) and PMRU20 (2-aminothiazolium [trans-RuCl4(2-aminothiazole)2]), to determine structure-activity relationships (SAR) for Ru(III) therapeutics for Alzheimer's Disease. Using the three complementary methods of Thioflavin T fluorescence, dynamic light scattering (DLS), and transmission electron microscopy (TEM), it was determined that the symmetry around the metal center did not significantly impact the activity of the complexes, but rather the attached thiazole ligand(s) mitigated Aβ aggregation. Across both families of Ru(III) complexes the determined SAR for the functional groups on the thiazole ligands to modulate Aβ aggregation were NH2 > CH3 > H. These results highlight the importance of secondary interactions between the metallotherapeutic and the Aβ peptide where hydrogen-bonding has the greatest impact on modulating Aβ aggregation.

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Yawson, Gideon Kweku ;

Abstract: Alzheimer’s disease (AD) is characterized by the observation of protein deposits comprised primarily of the peptide amyloid-beta (Aβ) which leads to physical changes within the brain and eventually death of an AD patient. The full-length Aβ peptide (amino acids 1-42) contains 3 histidine residues that have shown an affinity towards endogenous metal ions, a phenomenon that is exploited by metal-based drugs. Recently, two ruthenium(III) complexes NAMI-A (imidazolium [trans-RuCl4(1H-imidazole)(DMSO-S)]) and PMru20 (2-aminothiazolium [transRuCl4(2-aminothiazole)2]) were subjected to Aβ aggregation inhibition studies. Whilst it was interesting to find that both NAMI-A and PMru20 modulated Aβ aggregation, crucial questions regarding their observed activities persisted, specifically the structure-activity relationship (SAR) for the compounds. Therefore, azole-based derivatives of both complexes were prepared to determine the SAR for Ru(III) complexes to modulate the aggregation of Aβ. Analysis of the prepared Ru(III) was facilitated by three complementary methods: fluorescence spectroscopy, dynamic light scattering and transmission electron microscopy. Altogether, the results of this study have highlighted the importance of hydrogen bonding functional groups on the azole ligands having the most prominent impact on Aβ aggregation.

Keywords: Alzheimer’s Disease ; Ruthenium ; PMru20 ; NAMI-A ; Azole ; Thioflavin T ; DLS

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Product Details of Aminothiazole

CAS No. :96-50-4
Formula : C3H4N2S
M.W : 100.14
SMILES Code : NC1=NC=CS1
Synonyms :
2-Aminothiazole; 2-Thiazolylamine; NSC 1900
MDL No. :MFCD00005325
InChI Key :RAIPHJJURHTUIC-UHFFFAOYSA-N
Pubchem ID :2155

Safety of Aminothiazole

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H319
Precautionary Statements:P305+P351+P338

Isoform Comparison

Biological Activity

Description
Aminothiazole (2-Aminothiazole), a common heterocyclic amine, serves as a precursor in crafting biologically active compounds such as sulfur agents, biocides, fungicides, antibiotics, dyes, and chemical accelerators[1][2].

Clinical Trial:

NCT Number Conditions Phases Recruitment Completion Date Locations
NCT02273219 Uveal Melanoma Phase 1 Active, not recruiting December 2018 United States, Florida ... More >> Bascom Palmer Eye Institute of University Of Miami Medical Center Miami, Florida, United States, 33136 United States, New York Columbia University Medical Center New York, New York, United States, 10032 Memorial Sloan Kettering Cancer Center New York, New York, United States, 10065 Less <<
NCT02145312 Recurrent or Metastatic Squamo... More >>us Cell Carcinoma of Head and Neck Less << Phase 2 Recruiting May 2019 Korea, Republic of ... More >> Yonsei Cancer Center at Yonsei University Medical Center Recruiting Seoul, Korea, Republic of, 03722 Contact: Byung Chul Cho, M.D., Ph.D.    82-2-2228-0880    CBC1971@yuhs.ac Less <<
NCT03292250 HNSCC Head an... More >>d Neck Neoplasms Less << Phase 2 Recruiting December 31, 2020 Korea, Republic of ... More >> Seoul National University Hospital Recruiting Seoul, Korea, Republic of, 110-744 Contact: Bhumsuk Keam, MD    82-2-2072-7215    bhumsuk@snu.ac.kr    Principal Investigator: Hye Ryun Kim          Principal Investigator: Hwan Jung Yun          Principal Investigator: Myung-Ju Ahn          Principal Investigator: Sung Bae Kim          Principal Investigator: Hyun Chang          Principal Investigator: Sang Hoon Chun          Principal Investigator: InSook Woo          Principal Investigator: Yoon Ho Ko          Principal Investigator: Ji Hyung Hong          Principal Investigator: jung hye kwon          Principal Investigator: Heui-june Ahn          Principal Investigator: Yun Gyoo Lee          Principal Investigator: Keonuk Park          Principal Investigator: Eun Joo Kang          Principal Investigator: Seong-Hoon Shin          Principal Investigator: Tak Yun          Principal Investigator: Yoon Hee Choi          Principal Investigator: Keun-Wook Lee          Principal Investigator: Joo-Hang Kim          Principal Investigator: JinSoo Kim          Principal Investigator: Sang-Cheol Lee          Principal Investigator: Hyun Woo Lee          Principal Investigator: Min Kyoung Kim          Principal Investigator: Hyeok Shim          Principal Investigator: Seung taek Lim          Principal Investigator: Kyoung Eun Lee          Principal Investigator: Moon Young Choi          Principal Investigator: Joohan Lim          Principal Investigator: In Gyu Hwang          Principal Investigator: Hyo Jung Kim          Principal Investigator: Jun Eul Hwang          Principal Investigator: Ho Jung An          Principal Investigator: So Yeon Oh          Principal Investigator: Sang-Gon Park          Principal Investigator: Hee Kyoung Ahn          Principal Investigator: Sun Min Lim Less <<

Protocol

Bio Calculators
Preparing Stock Solutions 1mg 5mg 10mg

1 mM

5 mM

10 mM

9.99mL

2.00mL

1.00mL

49.93mL

9.99mL

4.99mL

99.86mL

19.97mL

9.99mL

Dissolving Methods
Please choose the appropriate dissolution scheme according to your animal administration guide.For the following dissolution schemes, clear stock solution should be prepared according to in vitro experiments, and then cosolvent should be added in turn:

in order to ensure the reliability of the experimental results, the clarified stock solution can be properly preserved according to the storage conditions; The working fluid for in vivo experiment is recommended to be prepared now and used on the same day;

The percentage shown in front of the following solvent refers to the volume ratio of the solvent in the final solution; If precipitation or precipitation occurs in the preparation process, it can be assisted by heating and/or ultrasound.
Protocol 1
Protocol 2

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