26494-76-8

Basic information

• Product Name: 4-AMINOTHIOMORPHOLINE 1,1-DIOXIDE
• Synonyms: 1,1-DIOXO-4-THIOMORPHOLINAMINE;4-THIOMORPHOLINAMINE 1,1-DIOXIDE;4-AMINOTHIOMORPHOLINE 1,1-DIOXIDE;4-Thiomorpholinamine,1,1-dioxide(9CI);Thiomorpholin-4-amine 1,1-dioxide;4-aMino-1$l^{6},4-thioMorpholine-1,1-dione;1,1-Dioxo-4-thiomorpholinamine 4-Thiomorpholinamine 1,1-Dioxide;1,1-dioxo-1,4-thiazinan-4-amine
• CAS NO: 26494-76-8
• Molecular Formula: C₄H₁₀N₂O₂S
• Molecular Weight: 150.2
• EINECS: 1312995-182-4
• Product Categories: AMINEPRIMARY
• Mol File: 26494-76-8.mol
• Article Data: 4

Chemical Properties

• Melting Point: 100 °C
• Boiling Point: 356ºC at 760 mmHg
• Flash Point: 169.1ºC
• Appearance: /
• Density: 1.345g/cm3
• Vapor Pressure: 3.01E-05mmHg at 25°C
• Refractive Index: 1.536
• Solubility: soluble in Methanol
• PKA: 5.11±0.20(Predicted)
• CAS DataBase Reference: 4-AMINOTHIOMORPHOLINE 1,1-DIOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINOTHIOMORPHOLINE 1,1-DIOXIDE(26494-76-8)
• EPA Substance Registry System: 4-AMINOTHIOMORPHOLINE 1,1-DIOXIDE(26494-76-8)

Safety Data

• Hazardous Substances Data: 26494-76-8(Hazardous Substances Data)

Usage

Uses

Used in Analytical Applications:
4-Aminothiomorpholine 1,1-dioxide is used as an analytical reagent for its ability to facilitate certain chemical reactions and analyses in laboratories. Its reactivity allows for the detection and measurement of various compounds in samples.
Used in Biological Applications:
In the field of biology, 4-Aminothiomorpholine 1,1-dioxide is used as a biological reagent, contributing to the study of biological processes and the development of new biological products.
Used in Polymer and Resin Manufacturing:
4-Aminothiomorpholine 1,1-dioxide is used as a component in the production of polymers and resins due to its reactive properties. Its inclusion in these materials can enhance their performance and properties, making them more suitable for specific applications.
Used in Industrial Applications:
4-Aminothiomorpholine 1,1-dioxide is used in various industrial applications, where its reactivity and properties are harnessed to improve the performance of products and processes. Its versatility makes it a valuable asset in the development of new materials and technologies.
Safety Precautions:
It is important to handle 4-Aminothiomorpholine 1,1-dioxide with care, as it can be hazardous upon ingestion, inhalation, or contact with skin and eyes, posing potential health risks. Proper safety measures should be taken to minimize exposure and ensure the safe use of this chemical compound.

InChI:InChI=1/C4H10N2O2S/c5-6-1-3-9(7,8)4-2-6/h1-5H2

Upstream product

• 107-61-9 1,4-oxathiane-4,4-dioxide 

Downstream Products

• 79207-16-2 4-Cyclohexanon-(N-thiomorpholin-yl-S-dioxido)-imin 
• 79207-02-6 N-2'-Chlorbenzaldimin-thiomorpholin-S-dioxid 
• 79207-03-7 N-2',6'-Dichlorbenzaldimin-thiomorpholin-S-dioxid 
• 79207-01-5 N-Benzaldimin-thiomorpholin-S-dioxid 
• 79207-17-3 Benzoesaeure-(N-thiomorpholin-yl-S-dioxido)-amid 
• 79207-32-2 1-Thiomorpholin-yl-S-dioxido-3-cyclohexylharnstoff 
• 79207-06-0 N-3'-Phenyl-propenaldimin-thiomorpholin-S-dioxid 
• 1245626-05-4 AM 6545 
• 1279093-74-1 C₁₁H₁₂BrN₃O₂S 
• 1245626-06-5 1-(2,4-dichlorophenyl)-5-(4-iodophenyl)-4-methyl-N-(1,1-dioxothiomorpholino)-1H-pyrazole-3-carboxamide 
• 122825-77-8 C₅₇H₈₇N₃O₁₇S 

Relevant articles and documents

Optimization of biaryloxazolidinone as promising antibacterial agents against antibiotic-susceptible and antibiotic-resistant gram-positive bacteria

We previously discovered a series of novel biaryloxazolidinone analogues bearing a hydrazone moiety with potent antibacterial activity. However, the most potent compound OB-104 exhibited undesirable chemical and metabolic instability. Herein, novel biaryloxazolidinone analogues were designed and synthesized to improve the chemical and metabolic stability. Compounds 6a-1, 6a-3, 14a-1, 14a-3 and 14a-7 showed significant antibacterial activity against the tested Gram-positive bacteria as compared to radezolid and linezolid. Further studies indicated that most of them exhibited improved water solubility and chemical stability. Compound 14a-7 had MIC values of 0.125–0.25 μg/mL against all tested Gram-positive bacteria, and showed excellent antibacterial activity against clinical isolates of antibiotic-susceptible and antibiotic-resistant bacteria. Moreover, it was stable in human liver microsome. From a safety viewpoint, it showed non-cytotoxic activity against hepatic cell and exhibited lower inhibitory activity against human MAO-A compared to linezolid. The potent antibacterial activity and all these improved drug-likeness properties and safety profile suggested that compound 14a-7 might be a promising drug candidate for further investigation.

Synthesis and antibacterial activity evaluation of novel biaryloxazolidinone analogues containing a hydrazone moiety as promising antibacterial agents

A series of linezolid analogues containing a hydrazone moiety were designed, synthesized and evaluated for their antibacterial activity. Most compounds exhibited more potent antibacterial activity against S.aureus, MRSA, MSSA, LREF and VRE pathogens as compared with linezolid and radezolid. Compounds 9a, 9c, 9f, 9g, 10m and 10t were more potent against tested clinical isolates of MRSA, MSSA, VRE and LREF as compared to linezolid. Compound 9a exhibited comparable activity with linezolid against human MAO-A for safety evaluation and showed moderate metabolism in human liver microsome. The most promising compound 9a showed remarkable antibacterial activity against S.aureus, MRSA, MSSA, LREF and VRE pathogens with MIC value of 0.0675 mg/mL, respectively, which was 15- to 30-fold more potent than linezolid.

Concerning the Reactivity of Unsubstituted and Alkyl Substituted Thiomorpholines, 5. On the Joint Action of Elementary Sulfur and Gaseous Ammonia on Ketones, 95

The syntheses of 4-amino-thiomorpholine-1,1-dioxide (12) and 4-hydroxy-thiomorpholine-1,1-dioxide (11) from 1,4-thioxane-1,1-dioxide (1) by pressureless reaction of 1 with hydrazine hydrate and hydroxylamine, resp. is described.In analogy various other N-substituted thiomorpholine-1,1-dioxides are obtained with prim. amines (2-8) and diamines (9,10). 12 condensates with aldehydes (14-24) and ketones (25-29); reaction of 12 with 1 gives N,N'-dithiomorpholine-1,1-dioxide (13).Acylation of 12 with monochlorides (30-35), dichlorides of dicarboxylic acids (36-40) and carbo xylic acid anhydrides (41-43) proceeds smoothly.Compounds 38-43 are cyclic imides.Isocyanates give with 12 the expected compounds 45-48. 12 reacts with chlorinated 1,3,5-triazines to compounds which can be purified only with difficulty (49-51).Quaternization of the N-substituted thiomorpholine-1,1-dioxides with benzylbromide (52,53) and methyliodide (54,55) is possible.Ethylenbromide reacts with 9 to give the bis quaternization product 56.Further reactions of thiomorpholine-1,1-dioxide (57) with sulfuryl chloride (58), bromo cyanide (59), allylic chloride (60), chloro acetonitrile (61) and trityl chloride (62) are described. 11 reacts with carboxylic acid chlorides (63-65) and iso-cyanates (66-70) to yield the expected compounds.Propylene oxide gives with 12 the addition product 71; sulfur dioxide is added to 11 to thiomorpholine-1,1-dioxide sulfonic acid (72). - Keywords: 4-Aminothiomorpholine-1,1-dioxide; 4-Hydroxy-thiomorpholine-1,1-dioxide; Reactivity; Synthesis.