65259-91-8

Usage

Uses

Used in Rubber Industry:
1-(4-Isopropylphenyl)-2-thiourea is used as a rubber accelerator to enhance the vulcanization process, improving the strength and elasticity of rubber products.
Used in Antifungal Applications:
1-(4-Isopropylphenyl)-2-thiourea is used as an antifungal agent to protect materials from fungal growth and deterioration.
Used in Pharmaceutical Manufacturing:
1-(4-Isopropylphenyl)-2-thiourea is used in the manufacturing of pharmaceuticals, contributing to the development of new drugs and therapies.

InChI:InChI=1/C10H14N2S/c1-7(2)8-3-5-9(6-4-8)12-10(11)13/h3-7H,1-2H3,(H3,11,12,13)

Upstream product

• 80967-50-6 1-Benzoyl-3-(4-isopropyl-phenyl)-thiourea 
• 163805-10-5 4-isopropylphenyl cyanamide 
• 99-88-7 4-Isopropylaniline 
• 89007-45-4 4-isopropylphenyl isothiocyanate 

Downstream Products

• 119125-67-6 N-(4-Isopropyl-phenyl)-morpholine-4-carboxamidine; hydriodide 
• 1214888-51-3 C₂₀H₁₉ClN₂O₂S 
• 88352-28-7 2-S-Methyl-1-(4-isopropylphenyl)-5-(2-furfuryl)isodithiobiuret 
• 88352-15-2 2-S-Methyl-1-(4-isopropylphenyl)-5-(2-pyridyl)isodithiobiuret 
• 119125-46-1 1-(4-Isopropyl-phenyl)-2-methyl-isothiourea; hydriodide 
• 88352-38-9 N-(4-Isopropylphenyl)-S-methyl isothiourea 

Relevant academic research and scientific papers

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

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.

Novel selective thiazoleacetic acids as CRTH2 antagonists developed from in silico derived hits. Part 1

Structure-activity relationships of three related series of 4-phenylthiazol-5-ylacetic acids, derived from two hits emanating from a focused library obtained by in silico screening, have been explored as CRTH2 (chemoattractant receptor-homologous molecule expressed on Th2 cells) antagonists. Several compounds with double digit nanomolar binding affinity and full antagonistic efficacy for human CRTH2 receptor were obtained in all subclasses. The most potent compound was [2-(4-chloro-benzyl)-4-(4-phenoxy-phenyl)-thiazol-5-yl]acetic acid having an binding affinity of 3.7 nM and functional antagonistic effect of 66 nM in a BRET and 12 nM in a cAMP assay with no functional activity for the other PGD2 DP receptor (27 μM in cAMP).

Substituted N-phenylisothioureas: Potent inhibitors of human nitric oxide synthase with neuronal isoform selectivity

S-Ethyl N-phenylisothiourea (4) has been found to be a potent inhibitor of both the human constitutive and inducible isoforms of nitric oxide synthase. A series of substituted N-phenylisothiourea analogues was synthesized to investigate the structure-activity relationship of this class of inhibitor. Each analogue was evaluated for human isoform selectivity. One analogue, S-ethyl N-[4-(trifluoromethyl)phenyl]isothiourea (39), exhibited 115-fold and 29-fold selectivity for the neuronal isoform versus the inducible and endothelial derived constitutive isoforms, respectively. Studies have shown the substituted N-phenylisothiourea 39 binds competitively with L,-arginine.

Improved Procedures for the Preparation of Cycloalkyl-, Arylalkyl-, and Arylthioureas

An improved procedure for the preparation of arylthioureas consists of the reaction of benzoyl isothiocyanate with anilines in acetone and debenzoylation of the resultant N-aryl-N'-benzoylthioureas with 5percent aqueous sodium hydroxide.Bicycloalkylthioureas and N-(arylalkyl)thioureas (e.g. 9H-9-fluorenylthiourea) are directly prepared from the corresponding isothiocyanates and ammonia.