5632-44-0

Basic information

• Product Name: tolpropamine
• Synonyms: 3-dimethylamino-1-phenyl-1-p-tolylpropane;dimethyl(3-phenyl-3-p-tolylpropyl)amine;tolpropamine;N,N-Dimethyl-3-phenyl-3-(p-tolyl)-1-propanamine;N,N-Dimethyl-3-phenyl-3-p-tolyl-1-propanamine;Pragman;N,N-Dimethyl-3-phenyl-3-(p-tolyl)propylamine
• CAS NO: 5632-44-0
• Molecular Formula: C₁₈H₂₃N
• Molecular Weight: 253.38192
• EINECS: 227-071-2
• Mol File: 5632-44-0.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 359.8±31.0 °C(Predicted)
• Appearance: /
• Density: 0.977±0.06 g/cm3(Predicted)
• PKA: 9.49±0.28(Predicted)
• CAS DataBase Reference: tolpropamine(CAS DataBase Reference)
• NIST Chemistry Reference: tolpropamine(5632-44-0)
• EPA Substance Registry System: tolpropamine(5632-44-0)

Safety Data

• Hazardous Substances Data: 5632-44-0(Hazardous Substances Data)

Usage

General Description

Tolpropamine is a chemical compound that belongs to the class of anticholinergic medications. It acts as a bronchodilator and is used to treat conditions such as chronic obstructive pulmonary disease (COPD) and bronchial asthma. Tolpropamine works by relaxing the muscles in the airways, which helps to improve airflow to the lungs. It is typically administered in the form of an inhaler or a nebulizer solution. Tolpropamine is generally well-tolerated, but common side effects may include dry mouth, dizziness, and a rapid heart rate. It is important to use tolpropamine as directed by a healthcare professional to ensure safety and efficacy.

InChI:InChI=1S/C18H23N/c1-15-9-11-17(12-10-15)18(13-14-19(2)3)16-7-5-4-6-8-16/h4-12,18H,13-14H2,1-3H3

Upstream product

• 7364-22-9 1-phenyl-1-(4-methylphenyl)methyl methyl ether 
• 107-99-3 2-(dimethylamino)ethyl chloride 
• 92804-29-0 3-phenyl-3-(4-methylphenyl)propanal 
• 124-40-3 dimethyl amine 
• 201230-82-2 carbon monoxide 
• 948-55-0 1-phenyl-1-p-tolyl-ethylene 
• 58574-44-0 3-dimethylamino-1-phenyl-1-p-tolyl-propan-1-ol 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 3506-36-3 3-dimethylaminopropiophenone 
• 405212-55-7 3-dimethylamino-N-methoxy-N-methyl-propionamide 
• 23426-02-0 methyl 3-(4-methylphenyl)-3-phenylpropionate 
• 4073-42-1 3-phenyl-3-(p-tolyl)propanoic acid 
• 1601480-52-7 N,N-dimethyl-3-phenyl-3-(p-tolyl)propanamide 
• 50-00-0 formaldehyd 

Relevant articles and documents

Palladium-Catalyzed Cross-Coupling of Superbase-Generated C(sp3) Nucleophiles

A range of methods has been investigated recently for the arylation of weakly acidic C(sp3)-H bonds, primarily exploiting directed metalation with a transition metal catalyst or radical formation via hydrogen atom transfer. In this work, a classical base-mediated approach is taken, exploiting the ability of organometallic superbases to metalate very weakly acidic (pKa> 40) C-H bonds. Conditions are developed with eithern-BuLi/diamine orn-BuLi/KOtBu superbases to enable metalation to occur with high selectivity. Organolithium nucleophiles can be directly used in cross-coupling, or organozincs can be formed to enable reactions with functional group-dense organohalides.

Construction of 3-arylpropylamines using Heck arylations. the total synthesis of cinacalcet hydrochloride, alverine, and tolpropamine

New synthetic routes toward the commercial drugs cinacalcet hydrochloride, alverine, and tolpropamine were developed using a Heck-Matsuda arylation as the key-step. Several reaction conditions were evaluated for the Heck-Matsuda reaction using allylamine derivatives and arenediazonium salts. For cinacalcet hydrochloride, N-formylamide provided the best result, furnishing the synthetic target in a very high overall yield (75% over five steps). For alverine, the best results were obtained using a double Heck-Matsuda strategy, providing alverine in an excellent overall yield (69%) from N-acetyl diallylamine in three steps. Tolpropamine was synthesized in a 46% yield over five steps using an efficient reductive Heck-Matsuda arylation between p-bromo-methylcinnamate with 3-chloro tolyldiazonium salt, generating the ,diaryl propionate that was converted to tolpropamine.

Simple synthetic equivalents for the β-(N,N-disubstituted)ethylamino acyl cation synthon and their applications

Various N,N-disubstituted-β-amino-N-methoxy-N-methylpropanamides 3a-i were prepared which served as an excellent β-aminoacyl cation equivalents. These were used to prepare β-amino ketones 1, pharmacologically active tertiary 1-(3,3-diarylpropyl)amines 7a-c, and the interesting C-glycoside 8.