1173110-86-5

Basic information

• Product Name: (S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl
• Synonyms: (S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl;(S)-3-Methyl-1-phenylbutan-1-aMine hydrochloride
• CAS NO: 1173110-86-5
• Molecular Formula: C11H18ClN
• Molecular Weight: 199.72032
• Mol File: 1173110-86-5.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 237.2±9.0 °C(Predicted)
• Appearance: /
• Density: 0.924±0.06 g/cm3(Predicted)
• PKA: 9.27±0.10(Predicted)
• CAS DataBase Reference: (S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl(1173110-86-5)
• EPA Substance Registry System: (S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl(1173110-86-5)

Safety Data

• Hazardous Substances Data: 1173110-86-5(Hazardous Substances Data)

Usage

Description

(S)-3-METHYL-1-PHENYLBUTAN-1-AMINE-HCl, also known as Mephentermine, is a psychoactive drug and a potent sympathomimetic amine. It is a synthetic compound that functions as a non-selective adrenergic agonist, stimulating the release of norepinephrine and acting as a direct agonist at adrenergic receptors. Mephentermine is recognized for its stimulant and vasoconstrictive properties, making it a versatile compound in various medical applications.

Uses

Used in Pharmaceutical Industry:
Mephentermine is used as a nasal decongestant for its ability to stimulate the release of norepinephrine, which helps to constrict blood vessels and reduce nasal congestion.
Used in Emergency Medicine:
Mephentermine is used as a treatment for hypotension, particularly in cases of shock, due to its potent vasoconstrictive effects that can rapidly increase blood pressure.
Used in Weight Loss Applications:
Mephentermine has been investigated for its potential as a weight loss aid, leveraging its stimulant effects to increase metabolism and energy expenditure, although its use for this purpose is not widely recognized.
Used in Neurology:
Mephentermine has been explored as a treatment for attention deficit hyperactivity disorder (ADHD) due to its stimulant properties, which may help improve focus and reduce hyperactivity in affected individuals. However, its use for this purpose is not widely recognized.
Due to its potential for abuse and dependence, Mephentermine is classified as a controlled substance in many countries, highlighting the need for careful regulation and monitoring of its use in medical applications.

Upstream product

• 582-62-7 3-methyl-1-phenylbutan-1-one 
• 100-42-5 styrene 
• 100-47-0 benzonitrile 
• 100-52-7 benzaldehyde 
• 196929-85-8 (R)-N-benzylidene-2-methylpropane-2-sulfinamide 

Downstream Products

• 1263197-07-4 C₂₉H₃₉ClN₄O₂*C₄H₄O₄ 
• 1263197-06-3 C₂₉H₃₉ClN₄O₂ 
• 80961-01-9 benzylidene-(3-methyl-1-phenyl-butyl)-amine 
• 102844-93-9 N-(1-phenyl-3-methylbutyl)-1,2-diphenyl-2-aminoethanol 
• 102844-93-9 (1R,2R)-2-((S)-3-Methyl-1-phenyl-butylamino)-1,2-diphenyl-ethanol 

Relevant articles and documents

Fe-Catalyzed radical-type difunctionalization of styrenes with aliphatic aldehydes and trimethylsilyl azide: Via a decarbonylative alkylation-azidation cascade

A convenient Fe-catalyzed decarbonylative alkylation-azidation cascade reaction of styrene derivatives with aliphatic aldehydes and TMSN3 to provide aliphatic azides is developed. With DTBP as an oxidant and radical initiator, this reaction smoothly converts aliphatic aldehydes into 1°, 2° and 3° alkyl radicals and subsequently allows for the cascade construction of C(sp3)-C(sp3) and C(sp3)-N bonds via radical insertion and nucleophilic azidation.

Studies on diastereofacial selectivity of a chiral tert-butanesulfinimines for the preparation of (S)-3-Methyl-1-(2-piperidin-1-yl-phenyl)butylamine for the synthesis of repaglinide

A new method for the asymmetric synthesis of a series of chiral amines including (S)-3-methyl-1-(2-piperidin-1-yl-phenyl)butylamine (2a) a key intermediate to prepare antidiabetic drug repaglinide by using Ellman's reagent tert-butanesulfinamide. Diastereoselective addition of organometallic reagents to t-butanesulfinimines and followed by acidic and basic treatment. The obtained chiral amines were characterized by NMR, MS and other analytical data.

N-Tert-butyldimethylsilyl imines as intermediates for the synthesis of amines and ketones

Grignard reagents add to benzonitrile at low temperature catalyzed by CuBr and TBSCl affording N-TBS ketimines, which were investigated as intermediaries for the synthesis of primary amines and ketones. N- silylimines were easily obtained by an organolithium addition to benzonitrile followed by a reaction with TBSCl in CH2Cl2. In situ reduction of these imines by BH3 and 1,3,2-oxazaborolidines 1 or 2 as chiral templates afforded the corresponding amines with modest to good enantiomeric excess.