82495-70-3

Basic information

• Product Name: (S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE
• Synonyms: (S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE;(S)-(-)-N-(1-(hydroxymethyl)-2-phenyl-ethyl)-4-me;N-[(2S)-1-hydroxy-3-phenylpropan-2-yl]-4-methylbenzenesulfonamide
• CAS NO: 82495-70-3
• Molecular Formula: C₁₆H₁₉NO₃S
• Molecular Weight: 305.39
• Product Categories: Chiral Building Blocks;Organic Building Blocks;Sulfonamides/Sulfinamides
• Mol File: 82495-70-3.mol
• Article Data: 35

Chemical Properties

• Melting Point: 63-67 °C(lit.)
• Boiling Point: 502.3°C at 760 mmHg
• Flash Point: 257.6°C
• Appearance: /
• Density: 1.231g/cm³
• Vapor Pressure: 6.57E-11mmHg at 25°C
• Refractive Index: 1.592
• CAS DataBase Reference: (S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE(82495-70-3)
• EPA Substance Registry System: (S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE(82495-70-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39
• WGK Germany: 3
• Hazardous Substances Data: 82495-70-3(Hazardous Substances Data)

Usage

Description

(S)-(-)-N-[1-(HYDROXYMETHYL)-2-PHENYLETHYL]-4-METHYLBENZENESULFONAMIDE, commonly known as propranolol, is a beta-blocker medication that is utilized in the treatment of various cardiovascular conditions. It functions by inhibiting the effects of specific natural chemicals in the body, such as epinephrine, on the heart and blood vessels, thereby reducing blood pressure and the heart's workload. Propranolol also finds application in the prevention and management of migraine headaches.

Uses

Used in Pharmaceutical Industry:
Propranolol is used as a therapeutic agent for the treatment of high blood pressure, angina, and heart rhythm disorders. Its mechanism of action involves blocking the beta-adrenergic receptors, which helps in lowering blood pressure, decreasing the heart's workload, and alleviating the symptoms of angina.
Additionally, propranolol is used as a preventive measure for migraine headaches, as it can reduce the severity and frequency of migraines. It is available in various forms, including tablets, capsules, and liquid, and is typically administered orally.
Used in Cardiology:
In the field of cardiology, propranolol is used as an anti-arrhythmic agent to regulate abnormal heart rhythms. Its beta-blocking properties make it a valuable tool in managing conditions such as atrial fibrillation and supraventricular tachycardia.
Common side effects associated with the use of propranolol include fatigue, dizziness, and cold hands or feet. It is crucial to follow the prescribed dosage and avoid abruptly stopping the treatment, as this may lead to withdrawal symptoms. Always consult a doctor before using propranolol or any other medication.

InChI:InChI=1/C16H19NO3S/c1-13-7-9-16(10-8-13)21(19,20)17-15(12-18)11-14-5-3-2-4-6-14/h2-10,15,17-18H,11-12H2,1H3/t15-/m0/s1

Upstream product

• 13505-32-3 N-tosyl-(S)-phenylalanine 
• 3182-95-4 L-Phenylalaninol 
• 98-59-9 p-toluenesulfonyl chloride 
• 51220-86-1 N-(p-toluenesulfonyl)-L-phenylalanine methyl ester 
• 412908-98-6 (S)-3-[(4-methylphenyl)sulfonyl]-4-phenylmethyl-2-oxazolidinone 
• 124-38-9 carbon dioxide 
• 63-91-2 L-phenylalanine 
• 7524-50-7 methyl (2S)-2-amino-3-phenylpropanoate hydrochloride 
• 1279696-96-6 (2R,4S)-3-[(4-methylphenyl)sulfonyl]-4-(phenylmethyl)-1,2,3-oxathiazolidine 2-oxide 
• 100-52-7 benzaldehyde 
• 2633-66-1 2-mesitylmagnesium bromide 
• 3182-93-2 (L)-phenylalanine ethyl ester hydrochloride 
• 1795-98-8 rac-phenylalaninol 
• 2577-90-4 methyl (2S)-2-amino-3-phenylpropanoate 

Downstream Products

• 74974-70-2 (2S)-2-(N-benzyl-p-toluenesulfonamido)-3-phenylpropanol 
• 71535-50-7 (S)-(+)-2-benzyl-1-(p-tolylsulfonyl)aziridine 
• 221468-33-3 (S)-N-[1-(iodomethyl)-2-phenylethyl]-4-methyllbenzenesulfonamide 
• 336182-88-8 4-Methyl-pentanoic acid (S)-3-phenyl-2-(toluene-4-sulfonylamino)-propyl ester 
• 143260-53-1 (S)-N-[1-benzyl-2-(tert-butyldimethylsilyloxy)ethyl]-p-toluenesulfonamide 
• 412908-98-6 (S)-3-[(4-methylphenyl)sulfonyl]-4-phenylmethyl-2-oxazolidinone 
• 767288-34-6 N-(3,3-dimethoxy-propyl)-N-(1-hydroxymethyl-2-phenyl-ethyl)-4-methyl-benzenesulfonamide 
• 898558-12-8 2,2'-diacetoxy-3,3'-bis[(2S,4S)-4-benzyl-3-(4-methylbenzenesulfonyl)-1,3-oxazolidinyl]-5,5'-di-tert-butyl-biphenyl 
• 132161-97-8 (S)-N-(1-Cyano-3-phenylpropan-2-yl)-4-methylbenzenesulfonamide 
• 936012-10-1 N-(1-benzyl-3-hydroxy-propyl)-4-methyl-benzenesulfonamide 
• 154047-45-7 (S)-3-(4-methylbenzenesulfonamido)-4-phenylbutan-1-al 
• 172534-72-4 (3S)-(p-toluenesulfonyl)amino-4-phenylbutyric acid 
• 767288-13-1 (5S)-4-aza-5-benzyl-1-hydroxy-7-oxa-4-(p-toluenesulfonyl)cycloheptane 
• 903516-22-3 (S)-4-aza-6-(tert-butyldimethylsilanyloxy)-5-benzyl-4-(p-toluenesulfonyl)hexanal dimethyl acetal 

Relevant articles and documents

Enantio- and Regioselective Palladium(II)-Catalyzed Dioxygenation of (Aza-)Alkenols

An oxidative Pd-catalyzed intra-intermolecular dioxygenation of (aza-)alkenols has been reported, with total regioselectivity. To study the stereoselectivity, different chiral ligands as well as different hypervalent-iodine compounds have been compared. I

Stereoselective Synthesis of 1,2-trans-Diamines Using the Three-Component Borono-Mannich Condensation – Reaction Scope and Mechanistic Insights

The Petasis borono-Mannich (PBM) process with easily accessible N-protected α-amino aldehydes produces 1,2-trans-diamines diastereoselectively with an enantiomeric excess up to 98 %. The protecting group on the nitrogen atom had a decisive influence on bo

Two rearrangement pathways in the geminal acylation of 2-methoxyoxazolidines leading to substituted 1,4-oxazines

Lewis acid-mediated geminal acylation of 2-methoxyoxazolidines with five- or six-membered acyloins followed by heterocyclization afforded 1,4-oxazines fused to cyclopentenone or cyclohexenone rings. Overall yields ranged from 30 to 73%. The position of the carbonyl group in the products depended on whether or not water was present during the ringexpanding acyl migration step. The route lacking water during the acyl migration step was best conducted in one pot. The addition of water effected cleavage of a silyloxy group in the intermediate during the initial Mukaiyama aldol reaction prior to the acyl migration.