51458-28-7

Basic information

• Product Name: [R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol
• Synonyms: [R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol;Aminodiol Sulfone;Thiamphenicol Sulfone Amine;(1R,2R)-2-AMINO-1-(4-METHYLSULFONYLPHENYL)PROPANE-1,3-DIOL;D-(-)-THREO-2-AMINO-1-[4-METHYLSULFONYL)PHENYL]-1,3-PROPANEDIOLFLORFENICOL;(1R,2R)-1-[4-(Methylsulfonyl)phenyl]-2-amino-1,3-propanediol;(1R,2R)-2-Amino-1-[4-(methylsulfonyl)phenyl]-1,3-propanediol;(2R,3R)-2-Amino-3-[4-(methylsulfonyl)phenyl]-1,3-propanediol
• CAS NO: 51458-28-7
• Molecular Formula: C₁₀H₁₅NO₄S
• Molecular Weight: 245.2954
• EINECS: 257-216-5
• Mol File: 51458-28-7.mol
• Article Data: 20

Chemical Properties

• Boiling Point: 533.8 °C at 760 mmHg
• Flash Point: 276.6 °C
• Appearance: /
• Density: 1.36 g/cm³
• Vapor Pressure: 3.17E-12mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: [R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol(CAS DataBase Reference)
• NIST Chemistry Reference: [R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol(51458-28-7)
• EPA Substance Registry System: [R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol(51458-28-7)

Safety Data

• Hazardous Substances Data: 51458-28-7(Hazardous Substances Data)

Usage

General Description

[R(R*,R*]-2-amino-1-[p-(methylsulphonyl)phenyl]propane-1,3-diol is a compound that is also known as l-sotalol. It is a medication that is used to treat cardiac arrhythmias, specifically atrial fibrillation and ventricular tachycardia. L-sotalol belongs to the class of drugs known as beta-blockers, which work by blocking the effects of adrenaline on the heart. This helps to regulate the heart rhythm and reduce the risk of potentially dangerous arrhythmias. L-sotalol is also used off-label for the treatment of certain types of heart failure and hypertension. It is available in the form of tablets and is typically taken orally. L-sotalol should be used with caution in patients with certain heart conditions and may cause side effects such as dizziness, fatigue, and nausea. It is important to follow the dosage and usage instructions provided by a healthcare professional when taking this medication.

InChI:InChI=1/C10H15NO4S/c1-16(14,15)8-4-2-7(3-5-8)10(13)9(11)6-12/h2-5,9-10,12-13H,6,11H2,1H3/t9-,10-/m1/s1

Upstream product

• 15318-45-3 thiamphenicol 
• 108565-01-1 N-[1-hydroxymethyl-2-(4-methanesulfonyl-phenyl)-2-oxo-ethyl]-acetamide 
• 38423-42-6 N-[1-hydroxymethyl-2-(4-methylsulfanyl-phenyl)-2-oxo-ethyl]-acetamide 
• 408352-71-6 2-amino-1-(4-(methylmercapto)phenyl)ethanone 
• 23150-33-6 (1RS,2RS)-2-acetylamino-1-(4-methylsulfanyl-phenyl)-propane-1,3-diol 
• 56739-66-3 N-(4-methanesulfonyl-phenacyl)-acetamide 
• 115475-67-7 Benzoic acid (S)-(4-methanesulfonyl-phenyl)-((S)-2-oxo-oxazolidin-4-yl)-methyl ester 
• 96795-22-1 (4S,5S)-4-Hydroxymethyl-5-(4-methanesulfonyl-phenyl)-oxazolidin-2-one 
• 847-25-6 (+/-)-Thiamphenicol 
• 91645-98-6 (1RS,2RS)-2-acetylamino-1-(4-methanesulfonyl-phenyl)-propane-1,3-diol 
• 31925-27-6 DL-threo-p-methylsulfonylphenylserine ethyl ester 
• 5398-77-6 para-methanesulfonylbenzaldehyde 
• 141-43-5 ethanolamine 
• 911444-78-5 (1R,2R)-2-amino-1-(4-chlorophenyl)propane-1,3-diol 

Downstream Products

• 15318-45-3 thiamphenicol 
• 847-25-6 (+/-)-Thiamphenicol 
• 51591-89-0 (1S,2S)-2-amino-1-(4-(methylsulfonyl)phenyl)propane-1,3-diol 
• 96795-16-3 (1R,2R)-3-acetoxy-1-<4-(methylsulphonyl)phenyl>-2-phthalimido-1-propanol 
• 126813-11-4 D-threo-2-(dichloromethyl)-5-(4-methanesulfonylphenyl)-4,5-dihydro-1,3-oxazol-4-yl methanol 
• 96795-01-6 C₁₃H₁₅Cl₂NO₆S₂ 
• 1258542-72-1 (1R,2R)-1-(4-methylsulfonylphenyl)-2-(Nα-Boc-L-methionylsulfone-amido)-1,3-propadiol 
• 129126-23-4 D-(-)-threo-1-(4-(methylsulfonyl)phenyl)-2-amino-3-chloro-1-propanol hydrochloride 
• 129126-22-3 D-(-)-threo-2-phenyl-4-(chloromethyl)-5-(4-(methylsulfonyl)phenyl)-2-oxazoline 
• 126428-97-5 D-(-)-threo-2-phenyl-4-(fluoromethyl)-5-(4-(methylsulfonyl)phenyl)-2-oxazoline 
• 76639-93-5 (1R,2S)-2-amino-3-fluoro-1-<4-(methylsulphonyl)phenyl>-1-propanol 
• 108656-29-7 (4S,5R)-N-(2,3-dimethylbenzoyl)-4-fluoromethyl-5-<4-(methylsulphonyl)phenyl>-2-oxazolidinone 

Relevant articles and documents

METHODS FOR PREPARING FLORFENIOL AND INTERMEDIATE THEREOF

The present invention discloses a method for preparing florfenicol and its intermediate (V), comprising an addition reaction, a ring closure reaction, a hydrolysis reaction, a ring opening reaction, a reduction reaction, a ring reaction, a fluorination reaction and a ring opening reaction. In the present method for preparing florfenicol, respective reaction steps can be continuously operated, therefore the methods of the present invention features simplified process and shorter synthetic route, and obtained florfenicol has high chiral purity and is of high yield. The method of the present invention for preparing florfenicol (TM) using the intermediate (V) avoids waste water pollution and reduces the cost for treating wastewater and alleviates environmental pollution. At the same time, the methods of the present invention eliminates a chiral resolution procedure, thus increasing the utilization rate of atoms in the reaction. As a result, cost is reduced and process is simplified.

Catalytic Syn-Selective Nitroaldol Approach to Amphenicol Antibiotics: Evolution of a Unified Asymmetric Synthesis of (-)-Chloramphenicol, (-)-Azidamphenicol, (+)-Thiamphenicol, and (+)-Florfenicol

A unified strategy for an efficient and high diastereo- and enantioselective synthesis of (-)-chloramphenicol, (-)-azidamphenicol, (+)-thiamphenicol, and (+)-florfenicol based on a key catalytic syn-selective Henry reaction is reported. The stereochemistry of the ligand-enabled copper(II)-catalyzed aryl aldehyde Henry reaction of nitroethanol was first explored to forge a challenging syn-2-amino-1,3-diol structure unit with vicinal stereocenters with excellent stereocontrol. Multistep continuous flow manipulations were carried out to achieve the efficient asymmetric synthesis of this family of amphenicol antibiotics.

A new key intermediate of preparation method of florfenicol (by machine translation)

The present invention discloses a new method for the preparation of the key intermediate of the florfenicol, including asymmetric addition reactions and the cyclization reaction, of the present invention simplify the whole line, simple operation, chiral control better, there are broad application prospects. The invention only 2 step reaction, compared with the traditional process of 5 step reaction, is greatly simplified, the operation is simpler, adopts the chiral asymmetric addition reactions, realizes the efficient use of the substrate, compared with the traditional process of less than half of the resolution of the utilization rate of atom, greatly improves the economy of the process, because of the short route, cheap raw materials, and thus greatly reduces the cost of the product, improving the quality of products. (by machine translation)