Structure of Aminothiazole
CAS No.: 96-50-4
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Aminothiazole is a thyroid inhibitor with antibacterial activity.
Synonyms: 2-Aminothiazole; 2-Thiazolylamine; NSC 1900
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Ruthenium(iii) complexes containing thiazole-based ligands that modulate amyloid-β aggregation
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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Ruthenium (III) Complexes that Modulate Aβ Aggregation
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.
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Keywords: Alzheimer’s Disease ; Ruthenium ; PMru20 ; NAMI-A ; Azole ; Thioflavin T ; DLS
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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 |
GHS Pictogram: |
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Signal Word: | Warning |
Hazard Statements: | H302-H319 |
Precautionary Statements: | P305+P351+P338 |
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].
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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 << |
Tags: Aminothiazole | 2-Aminothiazole | Antibacterial | Anti-Infection | 96-50-4
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Code | Phrase |
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P304 | IF INHALED: |
P305 | IF IN EYES: |
P306 | IF ON CLOTHING: |
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P321 | |
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P301 + P312 | IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell. |
P301 + P330 + P331 | IF SWALLOWED: Rinse mouth. Do NOT induce vomiting. |
P302 + P334 | IF ON SKIN: Immerse in cool water/wrap in wet bandages. |
P302 + P350 | IF ON SKIN: Gently wash with plenty of soap and water. |
P303 + P361 + P353 | IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower. |
P304 + P312 | IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell. |
P304 + P340 | IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing. |
P304 + P341 | IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing. |
P305 + P351 + P338 | IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing. |
P306 + P360 | IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes. |
P307 + P311 | IF exposed: call a POISON CENTER or doctor/physician. |
P308 + P313 | IF exposed or concerned: Get medical advice/attention. |
P309 + P311 | IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician. |
P332 + P313 | IF SKIN irritation occurs: Get medical advice/attention. |
P333 + P313 | IF SKIN irritation or rash occurs: Get medical advice/attention. |
P335 + P334 | Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages. |
P337 + P313 | IF eye irritation persists: Get medical advice/attention. |
P342 + P311 | IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician. |
P370 + P376 | In case of fire: Stop leak if safe to Do so. |
P370 + P378 | In case of fire: |
P370 + P380 | In case of fire: Evacuate area. |
P370 + P380 + P375 | In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion. |
P371 + P380 + P375 | In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion. |
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H201 | Explosive; mass explosion hazard |
H202 | Explosive; severe projection hazard |
H203 | Explosive; fire, blast or projection hazard |
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H229 | Pressurized container: may burst if heated |
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H231 | May react explosively even in the absence of air at elevated pressure and/or temperature |
H240 | Heating may cause an explosion |
H241 | Heating may cause a fire or explosion |
H242 | Heating may cause a fire |
H250 | Catches fire spontaneously if exposed to air |
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H252 | Self-heating in large quantities; may catch fire |
H260 | In contact with water releases flammable gases which may ignite spontaneously |
H261 | In contact with water releases flammable gas |
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Health hazards | |
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H303 | May be harmful if swallowed |
H304 | May be fatal if swallowed and enters airways |
H305 | May be harmful if swallowed and enters airways |
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H311 | Toxic in contact with skin |
H312 | Harmful in contact with skin |
H313 | May be harmful in contact with skin |
H314 | Causes severe skin burns and eye damage |
H315 | Causes skin irritation |
H316 | Causes mild skin irritation |
H317 | May cause an allergic skin reaction |
H318 | Causes serious eye damage |
H319 | Causes serious eye irritation |
H320 | Causes eye irritation |
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H331 | Toxic if inhaled |
H332 | Harmful if inhaled |
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H370 | Causes damage to organs |
H371 | May cause damage to organs |
H372 | Causes damage to organs through prolonged or repeated exposure |
H373 | May cause damage to organs through prolonged or repeated exposure |
Environmental hazards | |
Code | Phrase |
H400 | Very toxic to aquatic life |
H401 | Toxic to aquatic life |
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H411 | Toxic to aquatic life with long-lasting effects |
H412 | Harmful to aquatic life with long-lasting effects |
H413 | May cause long-lasting harmful effects to aquatic life |
H420 | Harms public health and the environment by destroying ozone in the upper atmosphere |
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