76632-23-0

Basic information

• Product Name: (2-METHYL-1,3-THIAZOL-4-YL)METHANOL
• Synonyms: 4-THIAZOLEMETHANOL, 2-METHYL-;(2-METHYL-1,3-THIAZOL-4-YL)METHANOL;4-HYDROXYMETHYL-2-METHYLTHIAZOLE;(2-methyl-1,3-thiazol-4-yl)methanol(SALTDATA: FREE);2-Methyl-4-(hydroxyMethyl)thiazole;(2-Methylthiazol-4-yl)Methanol;2-Methyl-4-thiazolemethanol
• CAS NO: 76632-23-0
• Molecular Formula: C₅H₇NOS
• Molecular Weight: 129.18018
• Mol File: 76632-23-0.mol
• Article Data: 13

Chemical Properties

• Melting Point: 50 °C
• Boiling Point: 242.697 °C at 760 mmHg
• Flash Point: >110℃
• Appearance: /
• Density: 1.264 g/cm³
• Vapor Pressure: 0.018mmHg at 25°C
• Refractive Index: 1.58
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• PKA: 13.23±0.10(Predicted)
• CAS DataBase Reference: (2-METHYL-1,3-THIAZOL-4-YL)METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: (2-METHYL-1,3-THIAZOL-4-YL)METHANOL(76632-23-0)
• EPA Substance Registry System: (2-METHYL-1,3-THIAZOL-4-YL)METHANOL(76632-23-0)

Safety Data

• Hazard Codes: Xi
• Statements: 37/38-41
• Safety Statements: 26-39
• WGK Germany: 3
• Hazardous Substances Data: 76632-23-0(Hazardous Substances Data)

Usage

Description

(2-Methyl-1,3-thiazol-4-yl)methanol, also known as 2-Methyl-4-thiazolemethanol, is an organic compound with the molecular formula C5H7NOS. It features a thiazole ring with a methyl group at the 2nd position and a hydroxymethyl group at the 4th position. (2-Methyl-1,3-thiazol-4-yl)methanol is known for its potential applications in various fields due to its unique chemical structure and properties.

Uses

Used in Pharmaceutical Industry:
(2-Methyl-1,3-thiazol-4-yl)methanol is used as a reagent in the study of modified arylsulfonamide HIV protease inhibitors. Its unique chemical structure allows it to interact with the active sites of HIV protease, potentially leading to the development of new and more effective antiretroviral drugs. This application is particularly important in the ongoing fight against HIV/AIDS, as the development of new drugs is crucial to combat drug resistance and improve patient outcomes.

InChI:InChI=1/C5H7NOS/c1-4-6-5(2-7)3-8-4/h3,7H,2H2,1H3

Upstream product

• 6436-59-5 ethyl 2-methylthiazole-4-carboxylate 
• 304-59-6 Rochelle's salt 

Downstream Products

• 39238-07-8 4-(chloromethyl)-2-methyl-1,3-thiazole 
• 1174764-12-5 (2S,4R)-2-methyl-4-[({2-[(3R)-4-methyl-3-{methyl[(2S,3S)-3-methyl-2-({[(2R)-1-methylpiperidin-2-yl]carbonyl}amino)pentanoyl]amino}pentyl]-1,3-thiazol-4-yl}carbonyl)amino]-5-phenylpentanoic acid 
• 1219930-75-2 methyl (2S,4R)-2-methyl-4-[({2-[(3R)-4-methyl-3-{methyl[(2S,3S)-3-methyl-2-({[(2R)-1-methylpiperidin-2-yl]carbonyl}amino)pentanoyl]amino}pentyl]-1,3-thiazol-4-yl}carbonyl)amino]-5-phenylpentanoate 
• 20949-84-2 2-methylthiazole-4-carbaldehyde 
• 189453-10-9 epothilone D 
• 152044-54-7 epothilone B 
• 13458-33-8 (2-methyl-4-thiazolyl)acetonitrile 
• 1005323-60-3 C₃₃H₄₄N₄O₈S₂ 
• 1003889-67-5 C₁₂H₁₀N₂O₅S 

Relevant articles and documents

12,13-Aziridinyl Epothilones. Stereoselective Synthesis of Trisubstituted Olefinic Bonds from Methyl Ketones and Heteroaromatic Phosphonates and Design, Synthesis, and Biological Evaluation of Potent Antitumor Agents

The synthesis and biological evaluation of a series of 12,13-aziridinyl epothilone B analogues is described. These compounds were accessed by a practical, general process that involved a 12,13-olefinic methyl ketone as a starting material obtained by ozonolytic cleavage of epothilone B followed by tungsten-induced deoxygenation of the epoxide moiety. The attachment of the aziridine structural motif was achieved by application of the Ess-Kürti-Falck aziridination, while the heterocyclic side chains were introduced via stereoselective phosphonate-based olefinations. In order to ensure high (E) selectivities for the latter reaction for electron-rich heterocycles, it became necessary to develop and apply an unprecedented modification of the venerable Horner-Wadsworth-Emmons reaction, employing 2-fluoroethoxyphosphonates that may prove to be of general value in organic synthesis. These studies resulted in the discovery of some of the most potent epothilones reported to date. Equipped with functional groups to accommodate modern drug delivery technologies, some of these compounds exhibited picomolar potencies that qualify them as payloads for antibody drug conjugates (ADCs), while a number of them revealed impressive activities against drug resistant human cancer cells, making them desirable for potential medical applications.

PAR4 AGONIST PEPTIDES

The present invention provides PAR4 agonist peptides. These peptides are useful for developing robust PAR4 receptor assays.

Design, synthesis, and biological testing of potential heme-coordinating nitric oxide synthase inhibitors

Based on computer modeling of the active site of nitric oxide synthases (NOS), a series of 10 amidine compounds (9-18) was designed including potential inhibitors that involve the coordination of side-chain functional groups with the iron of the heme cofactor. The most potent and selective compound was the methylthio amidine analogue 9, which was more potent than l-nitroarginine with 185-fold selectivity for inhibition of neuronal NOS over endothelial NOS. It also exhibited time-dependent inhibition, but did not involve the mechanism previously proposed for other amidine inhibitors of NOS. None of the compounds, however, exhibited heme-binding characteristics according to absorption spectroscopy.