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

General Description

4-Aminothiomorpholine 1,1-dioxide, also known as N-Oxalyl thiomorpholine or Morpholine, 4-amino-4-thioxo-, N,N'-dioxide, is a chemical compound with the molecular formula C4H8N2O2S. 4-Aminothiomorpholine 1,1-dioxide can be found in a solid state at room temperature and is generally light yellow in color. It has a variety of industrial applications, including as an analytical and biological reagent. Its reactive properties make it a potentially valuable component in the manufacture of polymers and resins. However, proper precautions must be taken while handling, as it can be hazardous upon ingestion, inhalation, or contact with skin and eyes, causing potential health risks.

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

• 79207-25-3 N-Thiomorpholin-yl-S-dioxido-phthalimid 
• 79207-16-2 4-Cyclohexanon-(N-thiomorpholin-yl-S-dioxido)-imin 
• 79207-37-7 4-Amino-4-benzyl-1,1-dioxo-1λ⁶-thiomorpholin-4-ium; bromide 
• 79207-02-6 N-2'-Chlorbenzaldimin-thiomorpholin-S-dioxid 
• 79207-44-6 N-Trityl-4-amino-thiomorpholin-S-dioxid 
• 79207-01-5 N-Benzaldimin-thiomorpholin-S-dioxid 
• 79207-07-1 N-2'-Hydroxi-benzaldimin-thiomorpholin-S-dioxid 
• 79207-17-3 Benzoesaeure-(N-thiomorpholin-yl-S-dioxido)-amid 
• 79207-06-0 N-3'-Phenyl-propenaldimin-thiomorpholin-S-dioxid 
• 79207-19-5 4'-tert-Butyl-benzoesaeure-(N-thiomorpholin-yl-S-dioxido)-amid 
• 1245626-05-4 AM 6545 
• 1279093-74-1 C₁₁H₁₂BrN₃O₂S 

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.

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.