51317-66-9

Basic information

• Product Name: 4-MORPHOLINOPHENYL ISOTHIOCYANATE
• Synonyms: 4-MORPHOLINOPHENYL ISOTHIOCYANATE;4-Morpholinophenyl isothiocyanate 97%;4-(4-Isothiocyanatophenyl)morpholine;Morpholin-4-ylphenylisothiocyanate;4-(Morpholin-4-yl)phenyl isothiocyanate;Morpholine,4-(4-isothiocyanatophenyl)-
• CAS NO: 51317-66-9
• Molecular Formula: C₁₁H₁₂N₂OS
• Molecular Weight: 220.29
• Product Categories: pharmacetical
• Mol File: 51317-66-9.mol
• Article Data: 9

Chemical Properties

• Melting Point: 84 °C
• Boiling Point: 394.4 °C at 760 mmHg
• Flash Point: 192.3 °C
• Appearance: /
• Density: 1.2 g/cm ³
• Vapor Pressure: 1.99E-06mmHg at 25°C
• Refractive Index: 1.613
• PKA: 3.95±0.40(Predicted)
• CAS DataBase Reference: 4-MORPHOLINOPHENYL ISOTHIOCYANATE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-MORPHOLINOPHENYL ISOTHIOCYANATE(51317-66-9)
• EPA Substance Registry System: 4-MORPHOLINOPHENYL ISOTHIOCYANATE(51317-66-9)

Safety Data

• Hazard Codes: Xn:Harmful
• Statements: R20/21/22:Harmful by inhalation, in contact with skin and if swallowed.; R36/37/38:Irritating to eyes, respiratory system
• Safety Statements: S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.; S36/37/39:Wear suitabl
• Hazardous Substances Data: 51317-66-9(Hazardous Substances Data)

Usage

General Description

4-Morpholinophenyl isothiocyanate is a chemical compound with the molecular formula C10H10N2OS. It is a derivative of phenyl isothiocyanate and contains a morpholine ring. 4-MORPHOLINOPHENYL ISOTHIOCYANATE is commonly used in organic synthesis and medicinal chemistry as a reagent for the introduction of the isothiocyanate functional group into various molecules. It is also used in the synthesis of biologically active compounds and pharmaceuticals. Additionally, it has been studied for its potential antimicrobial and antifungal properties. However, it should be handled with caution as it may be toxic if ingested or inhaled, and can cause skin and eye irritation.

InChI:InChI=1/C11H12N2OS/c15-9-12-10-1-3-11(4-2-10)13-5-7-14-8-6-13/h1-4H,5-8H2

Upstream product

• 2524-67-6 4-morpholino-4-yl-phenylamine 
• 463-71-8 thiophosgene 
• 350-46-9 4-Fluoronitrobenzene 
• 10389-51-2 1-morpholino-4-nitrobenzene 
• 6160-65-2 1,1'-Thiocarbonyldiimidazole 
• 75-15-0 carbon disulfide 

Downstream Products

• 1198227-05-2 C₂₅H₃₄N₄O₄S 
• 452949-31-4 N-methyl-N'-[4-(4-morpholinyl)phenyl]thiourea 
• 457083-23-7 N-ethyl-N'-[4-(4-morpholinyl)phenyl]thiourea 
• 903671-54-5 N-cyclopropyl-N'-[4-(4-morpholinyl)phenyl]thiourea 
• 883094-24-4 N-(2-hydroxyethyl)-N'-[4-(4-morpholinyl)phenyl]thiourea 
• 1612875-39-4 2-{4-[bis(2-chloroethyl)amino]benzylidene}-N-[4-(morpholin-4-yl)phenyl]hydrazine carbothioamide 
• 1612875-38-3 2-(4-hydroxybenzylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazinecarbothioamide 
• 1612875-37-2 2-(4-nitrobenzylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazinecarbothioamide 
• 1612875-36-1 2-(4-fluorobenzylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazinecarbothioamide 
• 1612875-35-0 2-(1H-pyrrol-2-yl-methylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazinecarbothioamide 
• 1612875-34-9 2-(5-nitrothiophene-2-yl-methylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazine carbothioamide 
• 1612875-33-8 2-(thiophen-2-yl-methylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazinecarbothioamide 
• 1612875-32-7 2-(furan-2-yl-methylidene)-N-[4-(morpholin-4-yl)phenyl]hydrazine carbothioamide 
• 19318-84-4 1-allyl-3-(4-morpholinophenyl)thiourea 

Relevant articles and documents

Discovery of benzo[d]oxazole derivatives as the potent type-I FLT3-ITD inhibitors

Fms-like tyrosine kinase 3 (FLT3) has been considered as a potential drug target for the treatment of acute myeloid leukemia (AML), because of its high and aberrant expression in AML patients, especially the patients with FLT3-ITD mutation. Initiating from a hit compound (IC50: 500 nM against FLT3-ITD), a series of compounds were designed and synthesized based on benzo[d]oxazole-2-amine scaffold to discover new potent FLT3-ITD inhibitors. During the medicinal chemistry works, flexible molecular docking was used to provide design rationale and study the binding modes of the target compounds. Through the mixed SAR exploration based on the enzymatic and cellular activities, compound T24 was identified with potent FLT3-ITD inhibitory (IC50: 0.41 nM) and anti-proliferative (IC50: 0.037 μM against MV4-11 cells) activities. And the binding mode of T24 with “DFG-in” FLT3 was simulated by a 20-ns molecular dynamics run, providing some insights into further medicinal chemistry efforts toward novel FLT3 inhibitors in AML therapy.

Synthesis, characterization, and biological evaluation of some novel thiosemicarbazones as possible antibacterial and antioxidant agents

The synthesis and characterization of 18 novel thiosemicarbazones have been investigated as part of a research program on development of compounds with antibacterial and antioxidant activities. Among the tested compounds, 2-(4-hydroxybenzylidene)-N-[4-(tr

Synthesis and biological evaluation of arylthiourea derivatives with antitubercular activity

Tuberculosis (TB) is a contagious disease caused by Mycobacterium tuberculosis (M. tuberculosis), and remains one of the most life-threatening plagues for public health in the world. The emergence of drug resistant strains of TB and co-infection with HIV has further complicated TB treatment. Here, the synthesis and characterizaton of a series of compounds were described, and these were followed by evaluating for their antibacterial activity against M. tuberculosis. Several novel arylthiourea derivatives exhibited excellent activity (lowest MIC=0.09 μg/ml) against M. tuberculosis including drug resistant strains of M. tuberculosis. The results suggest that these compounds are promising candidates for new anti-TB agent development.