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142229-74-1

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142229-74-1 Usage

Uses

1-?(4-?(Trifluoromethoxy)?phenyl)?-?2-?thiourea Is used as a reagent in the synthesis of 2-aminothiazole derivatives which act as sphingosine kinase inhibitors. These 2-aminothiazole derivatives thus act as anticancer and anti-inflammatory agents.

Check Digit Verification of cas no

The CAS Registry Mumber 142229-74-1 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,4,2,2,2 and 9 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 142229-74:
(8*1)+(7*4)+(6*2)+(5*2)+(4*2)+(3*9)+(2*7)+(1*4)=111
111 % 10 = 1
So 142229-74-1 is a valid CAS Registry Number.
InChI:InChI=1/C8H7F3N2OS/c9-8(10,11)14-6-3-1-5(2-4-6)13-7(12)15/h1-4H,(H3,12,13,15)

142229-74-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name [4-(trifluoromethoxy)phenyl]thiourea

1.2 Other means of identification

Product number -
Other names Thiourea,N-[4-(trifluoromethoxy)phenyl]

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:142229-74-1 SDS

142229-74-1Relevant articles and documents

Probing the ATP-Binding Pocket of Protein Kinase DYRK1A with Benzothiazole Fragment Molecules

Rothweiler, Ulli,Stensen, Wenche,Brandsdal, Bj?rn Olav,Isaksson, Johan,Leeson, Frederick Alan,Engh, Richard Alan,Svendsen, John S. Mj?en

, p. 9814 - 9824 (2016/11/19)

DYRK1A has emerged as a potential target for therapies of Alzheimer's disease using small molecules. On the basis of the observation of selective DYRK1A inhibition by firefly d-luciferin, we have explored static and dynamic structural properties of fragment sized variants of the benzothiazole scaffold with respect to DYRK1A using X-ray crystallography and NMR techniques. The compounds have excellent ligand efficiencies and show a remarkable diversity of binding modes in dynamic equilibrium. Binding geometries are determined in part by interactions often considered "weak", including "orthogonal multipolar" types represented by, for example, F-CO, sulfur-aromatic, and halogen-aromatic interactions, together with hydrogen bonds that are modulated by variation of electron withdrawing groups. These studies show how the benzothiazole scaffold is highly promising for the development of therapeutic DYRK1A inhibitors. In addition, the subtleties of the binding interactions, including dynamics, show how full structural studies are required to fully interpret the essential physical determinants of binding.

Design, synthesis and evaluation of 2-aminothiazole derivatives as sphingosine kinase inhibitors

Vogt, Dominik,Weber, Julia,Ihlefeld, Katja,Brüggerhoff, Astrid,Proschak, Ewgenij,Stark, Holger

supporting information, p. 5354 - 5367 (2014/12/11)

Sphingosine kinases (SphK1, SphK2) are main regulators of sphingosine-1-phosphate (S1P), which is a pleiotropic lipid mediator involved in numerous physiological and pathophysiological functions. SphKs are targets for novel anti-cancer and anti-inflammatory agents that can promote cell apoptosis and modulate autoimmune diseases. Herein, we describe the design, synthesis and evaluation of an aminothiazole class of SphK inhibitors. Potent inhibitors have been discovered through a series of modifications using the known SKI-II scaffold to define structure-activity relationships. We identified N-(4-methylthiazol-2-yl)-(2,4′-bithiazol)-2′-amine (24, ST-1803; IC50values: 7.3 μM (SphK1), 6.5 μM (SphK2)) as a promising candidate for further in vivo investigations and structural development.

Versatile methods for the synthesis of 2-amino-6-trifluoromethoxy-(nitro)benzothiazoles

Mignani,Audiau,Le Blevec,Nemecek,Barreau,Jimonet,Gueremy

, p. 2769 - 2780 (2007/10/02)

Convenient and regioselective syntheses of all three isomers of mononitro-6-trifluoromethoxy-benzothiazoles, starting from 2-amino-6-trifluoromethoxybenzothiazole (riluzole) are described.

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