63906-73-0

Basic information

• Product Name: 4-(2-chloroethyl)thiomorpholine
• Synonyms: 4-(2-Chloroethyl)thiomorpholine; Thiomorpholine, 4- (2-chloroethyl)-; thiomorpholine, 4-(2-chloroethyl)-
• CAS NO: 63906-73-0
• Molecular Formula: C₆H₁₂ClNS
• Molecular Weight: 165.6842
• Mol File: 63906-73-0.mol

Chemical Properties

• Boiling Point: 242.8°C at 760 mmHg
• Flash Point: 100.6°C
• Density: 1.135g/cm³
• Vapor Pressure: 0.0334mmHg at 25°C
• Refractive Index: 1.519
• CAS DataBase Reference: 4-(2-chloroethyl)thiomorpholine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(2-chloroethyl)thiomorpholine(63906-73-0)
• EPA Substance Registry System: 4-(2-chloroethyl)thiomorpholine(63906-73-0)

Safety Data

• Hazardous Substances Data: 63906-73-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
4-(2-chloroethyl)thiomorpholine is used as a chemical intermediate for the synthesis of various pharmaceuticals, contributing to the development of new drugs and medications. Its role in this industry is crucial for creating the building blocks of life-saving medications.
Used in Pesticide Industry:
In the pesticide industry, 4-(2-chloroethyl)thiomorpholine serves as a key intermediate in the production of effective and efficient pest control agents. Its contribution to this field helps in the development of safer and more environmentally friendly pesticides.
Used in Metalworking Fluids:
4-(2-chloroethyl)thiomorpholine is used as a corrosion inhibitor in metalworking fluids, protecting metal surfaces from corrosion and wear during manufacturing processes. This application helps in extending the life of machinery and equipment, reducing maintenance costs and downtime.
Used in Rubber Industry:
As a vulcanization accelerator, 4-(2-chloroethyl)thiomorpholine is utilized in the rubber industry to speed up the process of vulcanization, which is essential for producing high-quality rubber products with desired properties. Its use in this industry enhances the production efficiency and the performance of rubber goods.
Used as a Solvent:
4-(2-chloroethyl)thiomorpholine is an effective solvent for a variety of resins and polymers, making it a valuable component in the production of coatings, adhesives, and other polymer-based products. Its solvent properties facilitate the manufacturing process and improve the final product's quality.
It is important to handle 4-(2-chloroethyl)thiomorpholine with care, as it is classified as a hazardous substance. Exposure to 4-(2-chloroethyl)thiomorpholine can cause irritation to the skin, eyes, and respiratory system, emphasizing the need for proper safety measures during its use and storage.

Upstream product

• 6007-64-3 N-(2-hydroxyethyl)thiomorpholine 
• 123-90-0 Thiomorpholin 
• 107-04-0 1-Bromo-2-chloroethane 
• 540-51-2 2-bromoethanol 

Downstream Products

• 1392314-60-1 methyl 4-((1R,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxido-4-thiomorpholinyl)ethyl)amino)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoate 
• 1392312-72-9 N-(cyclopropylsulfonyl)-4-((1R,3aS,5aR,5bR,7aR,9S,11aR,11bR,13aR,13bR)-3a-((2-(1,1-dioxido-4-thiomorpholinyl)ethyl)amino)-1-isopropenyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzamide 
• 1392312-71-8 4-((1S,3aS,5aR,5bR,7aR,11aS,11bR,13aR,13bR)-3a-((2-(1,1-dioxido4-thiomorpholinyl)ethyl)amino)-1-isopropyl-5a,5b,8,8,11a-pentamethyl-2,3,3a,4,5,5a,5b,6,7,7a,8,11,11a,11b,12,13,13a,13b-octadecahydro-1H-cyclopenta[a]chrysen-9-yl)benzoic acid 
• 138483-81-5 N-(2(R)-hydroxy-1(S)-indanyl)-5(S)-<(tert-butyloxycarbonyl)amino>-4(S)-hydroxy-6-phenyl-2(R)-<<4-<2-(thiamorpholin-4-yl)ethoxy>phenyl>methyl>hexanamide 

Relevant articles and documents

Exploring the Anticancer Activity of Functionalized Isoindigos: Synthesis, Drug-like Potential, Mode of Action and Effect on Tumor-Induced Xenografts

Meisoindigo has been used as an indirubin substitute for the treatment of chronic myeloid leukemia (CML) for several years. In view of its poor solubility and erratic absorption, several investigations have focused on developing analogues with more desirable physicochemical profiles. Here, we investigated the structure-activity relationship (SAR) of meisoindigo with respect to its antiproliferative activity on leukemic K562 cells and found that appending a phenalkyl side chain onto the lactam NH resulted in analogues that retained good activity. Furthermore, analogues in which the phenyl ring was substituted with a basic heterocycle were significantly more soluble than meisoindigo while retaining acceptable antiproliferative profiles. The most promising analogue (E)-1-(2-(4-methylpiperazin-1-yl)ethyl)-[3,3′-biindolinylidene]-2,2′-dione (5-4) is more potent than meisoindigo across a panel of malignant cells, with at least 40 times greater solubility than meisoindigo, little or no tendency to aggregate in solution and capable of significantly extending the lifespans of animals with K562 induced xenografts. Mechanistically, it induced apoptotic cell death and disrupted the progression of K562 cells from the G1 to G2 phase. Taken together, our findings highlighted the feasibility of addressing the physicochemical deficits of the isoindigo scaffold by systematic modifications which was achieved without overt loss of growth inhibitory activity.

PROTEIN KINASE INHIBITOR

The present invention provides a protein kinase inhibitor (excluding c-Jun N-terminal kinase inhibitor) which comprises, as an active ingredient, an indazole derivative represented by Formula (I) (wherein R1 represents substituted or unsubstituted aryl or a substituted or unsubstituted heterocyclic group) or a pharmaceutically acceptable salt thereof.

Preparation and in vitro pharmacology of 5-HT4 receptor ligands. Partial agonism and antagonism of metoclopramide analogous benzoic esters

Alicyclic ester analogues of the gastroprokinetic benzamide metoclopramide (1) and its ester congener SDZ 205557 (2), a 5-HT4 receptor antagonist, were prepared by O-alkylation of 4-amino-5-chloro-2-methoxybenzoate with N-(2-chloroethyl) substituted alicyclic amines. The bromo and iodo analogue of compound 13b (2-(1-piperidinyl)ethyl 4-amino-5-chloro-2-methoxybenzoate) were obtained by halogenation of dechloro-13b with N-halogenated succinimides. The series was evaluated in functional in vitro assays with regard to affinity for serotoninergic 5-HT4, 5-HT3 and muscarinic M3 receptors. The affinities for 5-HT3 and M3 receptors were below 6.0 (pK(B) or pA2). On 5-HT4 receptors in guinea-pig ileal longitudinal muscle and rat oesophagus, the majority of compounds revealed partial 5-HT4 receptor agonism susceptible to blockade by SDZ 205557, a reference 5-HT4 receptor antagonist (pK(B) = 7.25-7.73 (guinea-pig ileum) and 7.09-7.43 (rat oesophagus)). The relative agonist potency was in the range of 5-303% (5-HT: 100%). Compound 13b and its bromo analogue 17 were the most potent esters of the series. The enantiomers of 13g ((R)- and (S)-2-(2-methyl-1-piperidinyl)ethyl 4-amino-5-chloro-2-methoxybenzoate) interacted stereoselectively with 5-HT4 receptors and displayed enantiomeric potency ratios (R)/(S) of 4.3-8.7. There was an excellent correlation between (a) antagonist affinity on guinea-pig ileum and rat oesophagus, (b) relative agonist potency on guinea-pig ileum and rat oesophagus, and (c) between antagonist affinity and relative agonist potency within each assay (r2 > 0.91). The new compounds may serve as academic tools in evaluating the functional role of 5-HT4 receptors. The selective partial 5-HT4 receptor agonists presented in this paper may be useful to restore physiological motility and secretion in the gut with reduced or absent propensity to elicit tachycardia and desensitization of the intestinal target receptor.