17688-68-5

Basic information

• Product Name: 4-PHENYLTHIOMORPHOLINE 1,1-DIOXIDE
• Synonyms: thiomorpholine,4-phenyl-,1,1-dioxide;CHEMPACIFIC 36183;4-PHENYLTHIOMORPHOLINE 1,1-DIOXIDE;4-phenyl-1,4-thiazinane 1,1-dioxide
• CAS NO: 17688-68-5
• Molecular Formula: C₁₀H₁₃NO₂S
• Molecular Weight: 211.28
• EINECS: 241-675-3
• Mol File: 17688-68-5.mol
• Article Data: 8

Chemical Properties

• Melting Point: 120 °C
• Boiling Point: 427.8°Cat760mmHg
• Flash Point: 212.5°C
• Appearance: /
• Density: 1.255g/cm³
• CAS DataBase Reference: 4-PHENYLTHIOMORPHOLINE 1,1-DIOXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 4-PHENYLTHIOMORPHOLINE 1,1-DIOXIDE(17688-68-5)
• EPA Substance Registry System: 4-PHENYLTHIOMORPHOLINE 1,1-DIOXIDE(17688-68-5)

Safety Data

• RTECS: XM3050025
• Hazardous Substances Data: 17688-68-5(Hazardous Substances Data)

Usage

Description

4-Phenylthiomorpholine 1,1-dioxide, commonly known as Carvedilol, is a pharmaceutical compound belonging to the class of beta-blockers. It is primarily used for the treatment of high blood pressure and heart failure. Carvedilol functions by relaxing blood vessels and slowing the heart rate, which enhances blood flow and reduces blood pressure. Additionally, it serves to prevent further heart damage following a heart attack. This medication is typically administered orally in tablet form and may cause common side effects such as dizziness, fatigue, and low blood pressure. It is crucial to adhere to the prescribed dosage and seek medical advice before initiating or discontinuing its use.

Uses

Used in Cardiovascular Applications:
4-Phenylthiomorpholine 1,1-dioxide is used as an antihypertensive and heart failure medication for the treatment of high blood pressure and heart failure. It operates by relaxing blood vessels and slowing the heart rate, thereby improving blood flow and reducing blood pressure.
Used in Post-Heart Attack Recovery:
In the healthcare industry, 4-Phenylthiomorpholine 1,1-dioxide is utilized as a preventive measure to avoid further heart damage after a heart attack, contributing to the recovery process and the maintenance of cardiac health.

InChI:InChI=1/3C2H4O2.Ce.H2O/c3*1-2(3)4;;/h3*1H3,(H,3,4);;1H2/q;;;+3;/p-3

Upstream product

• 77-77-0 Divinyl sulfone 
• 62-53-3 aniline 
• 39093-93-1 thiomorpholine 1,1-dioxide 
• 24388-23-6 2-phenyl-4,4,5,5-tetramethyl-1,3,2-dioxoborole 
• 98-95-3 nitrobenzene 
• 77-79-2 3-Sulfolene 
• 471-03-4 bis(2-chloroethyl)sulfone 
• 358-79-2 bis-(2-fluoro-ethyl)-sulfone 

Downstream Products

• 39093-93-1 thiomorpholine 1,1-dioxide 
• 27913-96-8 4-(1,1-dioxo-4-thiomorpholin-4-yl)benzaldehyde 
• 55330-78-4 4-phenyl-1-thia-4-azacyclohexane 
• 102101-86-0 4-[4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenylazo]-benzonitrile 
• 102101-87-1 [4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-nitro-phenyl)-diazene 
• 78866-05-4 [4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-methoxy-phenyl)-diazene 
• 102101-84-8 (4-Chloro-phenyl)-[4-(1,1-dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-diazene 
• 102101-85-9 [4-(1,1-Dioxo-1λ⁶-thiomorpholin-4-yl)-phenyl]-(4-trifluoromethyl-phenyl)-diazene 

Relevant articles and documents

Aminomercuration-Demercuration of Divinyl Sulfone: Synthesis of 4-Aryltetrahydro-1,4-thiazine 1,1-Dioxides

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Spectroscopic Studies of the Chan-Lam Amination: A Mechanism-Inspired Solution to Boronic Ester Reactivity

We report an investigation of the Chan-Lam amination reaction. A combination of spectroscopy, computational modeling, and crystallography has identified the structures of key intermediates and allowed a complete mechanistic description to be presented, including off-cycle inhibitory processes, the source of amine and organoboron reactivity issues, and the origin of competing oxidation/protodeboronation side reactions. Identification of key mechanistic events has allowed the development of a simple solution to these issues: manipulating Cu(I) → Cu(II) oxidation and exploiting three synergistic roles of boric acid has allowed the development of a general catalytic Chan-Lam amination, overcoming long-standing and unsolved amine and organoboron limitations of this valuable transformation.

Boric acid/glycerol as an efficient catalyst for synthesis of thiomorpholine 1,1-dioxide by double michael addition reaction in water

Thiomorpholine 1,1-dioxides were prepared with double Michael addition reaction of aromatic amines to divinyl sulfone catalyzed by boric acid/glycerol in water. This catalyst system was also used for the Michael addition reaction of aromatic amines to electron-deficient alkenes. The reaction is simple and green and gives good to excellent yields.