96929-05-4

Basic information

• Product Name: tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate
• Synonyms: tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate;Ethyl 2-(Boc-aminomethyl)thiazole-4-carboxylate;Ethyl 2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylate;Ethyl 2-((tert-butoxycarbonyl)-methyl)thiazole-4-carboxylate;ethyl 2-{[(tert-butoxycarbonyl)aMino]Methyl}-1,3-thiazole-4-carboxylate;5-(2-furyl)-1h-indazole;2-(((tert-butoxycarbonyl)amino)methyl)-5-ethylthiazole-4-carboxylic acid;2-(tert-Butoxycarbonylamino-methyl)-thiazole-4-carboxylic acid ethyl ester
• CAS NO: 96929-05-4
• Molecular Formula: C₁₂H₁₈N₂O₄S
• Molecular Weight: 286.35
• Product Categories: CHIRAL CHEMICALS
• Mol File: 96929-05-4.mol
• Article Data: 1

Chemical Properties

• Melting Point: 100-102 °C
• Boiling Point: 401.377 °C at 760 mmHg
• Flash Point: 196.546 °C
• Appearance: /
• Density: 1.205 g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.522
• Storage Temp.: 2-8°C
• PKA: 10.92±0.46(Predicted)
• CAS DataBase Reference: tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate(CAS DataBase Reference)
• NIST Chemistry Reference: tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate(96929-05-4)
• EPA Substance Registry System: tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate(96929-05-4)

Safety Data

• Hazardous Substances Data: 96929-05-4(Hazardous Substances Data)

Usage

General Description

Tert-butyl (4-(ethoxycarbonyl)thiazol-2-yl)methylcarbamate is a chemical compound used in the field of agriculture as an insecticide and acaricide. It belongs to the class of carbamate pesticides and is effective against a wide range of pests, including mites, aphids, and whiteflies. It works by inhibiting the activity of acetylcholinesterase, an enzyme essential for the proper functioning of the nervous system in insects and mites. This disruption leads to paralysis and eventually death of the pests. However, it is important to handle and use this chemical with caution, as it can be harmful to humans and other non-target organisms.

InChI:InChI=1/C12H18N2O4S/c1-5-17-10(15)8-7-19-9(14-8)6-13-11(16)18-12(2,3)4/h7H,5-6H2,1-4H3,(H,13,16)

Upstream product

• 31954-27-5 N-(tert-butoxycarbonyl)glycine methyl ester 

Downstream Products

• 71904-80-8 2-((tert-butoxycarbonylamino)methyl)thiazole-4-carboxylic acid 
• 186453-48-5 2-((S)-1-{[2-((R)-1-{[2-(tert-Butoxycarbonylamino-methyl)-thiazole-4-carbonyl]-amino}-2-methyl-propyl)-thiazole-4-carbonyl]-amino}-ethyl)-5-methyl-oxazole-4-carboxylic acid pentafluorophenyl ester 
• 91711-96-5 2-Aminomethyl₄-thiazolcarbonsaeure-ethylester 
• 1415580-94-7 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(4-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-1H-1,2,3-triazol-1-yl)acetamido)-3-methylbutanoyl)oxy)-7-S₁₁(tritylthio)hept-4-enoate 
• 1415580-95-8 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-(2-(5-(2-(((tert-butoxycarbonyl)amino)methyl)thiazol-4-yl)-2H-tetrazol-2-yl)acetamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 
• 1415580-98-1 (9S,12S)-9-isopropyl-12-((E)-4-(tritylthio)but-1-en-1-yl)-11-oxa-18-thia-3,4,5,8,15,20,21-heptaazatricyclo[15.2.1.1^2,5]henicosa-1⁽¹⁹⁾,2⁽²¹⁾,3,17⁽²⁰⁾-tetraene-7,10,14-trione 
• 1415580-99-2 C₃₈H₃₉N₇O₄S₂ 
• 203793-16-2 2-(aminomethyl)thiazole-4-carboxamide 
• 871715-97-8 tert-butyl N-[(4-benzylthiazol-2-yl)methyl]carbamate 
• 871715-98-9 C₁₁H₁₂N₂S*ClH 
• 871715-99-0 C₂₉H₃₁N₃O₆S 
• 1043577-34-9 (S,E)-2-(trimethylsilyl)ethyl 3-(((S)-2-((R)-2'-(((tert-butoxycarbonyl)amino)methyl)-4-methyl-4,5-dihydro[2,4'-bithiazole]-4-carboxamido)-3-methylbutanoyl)oxy)-7-(tritylthio)hept-4-enoate 

Relevant articles and documents

RITA Mimics: Synthesis and Mechanistic Evaluation of Asymmetric Linked Trithiazoles

The established cytotoxic agent RITA contains a thiophene-furan-thiophene backbone and two terminal alcohol groups. Herein we investigate the effect of using thiazoles as the backbone in RITA-like molecules and modifying the terminal groups of these trithiazoles, thereby generating 41 unique structures. Incorporating side chains with varied steric bulk allowed us to investigate how size and a stereocenter impacted biological activity. Subjecting compounds to growth inhibition assays on HCT-116 cells showed that the most potent compounds 7d, 7e, and 7h had GI50 values of 4.4, 4.4, and 3.4 μM, respectively, versus RITA (GI50 of 800 nM). Analysis of these compounds in apoptosis assays proved that 7d, 7e, and 7h were as effective as RITA at inducing apoptosis. Evaluating the impact of 7h on proteins targeted by RITA (p53, c-Myc, and Mcl-1) indicated that it acts via a different mechanism of action to that of RITA. RITA suppressed Mcl-1 protein via p53, whereas compound 7h suppressed Mcl-1 expression via an alternative mechanism independent of p53.