Cafedrine hydrochloride

Base Information

• Chemical Name: Cafedrine hydrochloride
• CAS No.: 3039-97-2
• Molecular Formula: C₁₈H₂₃N₅O₃*ClH
• Molecular Weight: 393.873
• European Community (EC) Number: 221-243-0
• UNII: L0N3M64B9R
• DSSTox Substance ID: DTXSID20952734
• Wikidata: Q27282554
• Mol file: 3039-97-2.mol

Synonyms:7-(2-(1-methyl-2-hydroxy-2-phenylethylamino)ethyl)theophylline;cafedrine;cafedrine hydrochloride;norephendrinetheophylline;norephendrinetheophylline mono-hydrochloride, (R-(R*,S*))-isomer

Chemical Property of Cafedrine hydrochloride

Chemical Property:

• Vapor Pressure: 7.64E-15mmHg at 25°C
• Boiling Point: 591.6°Cat760mmHg
• Flash Point: 311.6°C
• PSA: 94.08000
• Density: g/cm³
• LogP: 1.33830
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 393.1567673
• Heavy Atom Count: 27
• Complexity: 525

Purity/Quality:

99%, ^*data from raw suppliers

7-(2-(BETA-HYDROXY-ALPHA-METHYLPHENETHYLAMINO)ETHYL)THEOPHYLLINE HYDROCHLORIDE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C(C1=CC=CC=C1)O)NCCN2C=NC3=C2C(=O)N(C(=O)N3C)C.Cl
• Isomeric SMILES: C[C@@H]([C@@H](C1=CC=CC=C1)O)NCCN2C=NC3=C2C(=O)N(C(=O)N3C)C.Cl
• Recent EU Clinical Trials: A Randomized Open Label, Parallel Group Study to Evaluate the Hemodynamic Effects of Cafedrine/Theodrenaline vs Norepinephrine in the Treatment of Intraoperative Arterial Hypotension in Adults after Induction of General Anesthesia
• Use Description: [R-(R*,S*)]-3,7-dihydro-7-[2-[(2-hydroxy-1-methyl-2-phenylethyl)amino]ethyl]-1,3-dimethyl-1H-purine-2,6-dione monohydrochloride, also known as R-methylphenidate hydrochloride, has various applications across different fields. In the field of medicine, it is widely used as a central nervous system stimulant and medication for the treatment of attention deficit hyperactivity disorder (ADHD) and narcolepsy. Its role here is to enhance focus, attention, and alertness by affecting neurotransmitter levels in the brain. In the realm of pharmaceuticals, it serves as the active ingredient in various brand-name drugs like Ritalin and Concerta, contributing to the management of these neurological conditions. However, it's important to use methylphenidate under medical supervision due to its potential for abuse and side effects. Its significance varies, but it consistently plays a pivotal role in improving the quality of life for individuals with ADHD and related disorders while being a subject of ongoing research in neuroscience and psychology.

Technology Process of Cafedrine hydrochloride

There total 3 articles about Cafedrine hydrochloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

7-(2-bromoethyl)-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dione (23146-05-6) + (+)-erythro-Norephedrin → (+)-threo-7-<2-(1-Methyl-2-hydroxy-2-phenyl-ethylamino)-ethyl>-theophyllin Hydrochlorid (3039-97-2)

Guidance literature:

With hydrogenchloride; potassium carbonate; 1.) toluene, water, 4 h, reflux; 2.) i-PrOH;

Reference yield:

7-(2-bromoethyl)-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dione (23146-05-6) + (+)-threo-Norephedrin → (+)-threo-7-<2-(1-Methyl-2-hydroxy-2-phenyl-ethylamino)-ethyl>-theophyllin Hydrochlorid (3039-97-2)

Guidance literature:

With hydrogenchloride; potassium carbonate; 1.) toluene, water, 4 h, reflux; 2.) i-Pr-OH;

Reference yield:

7-(2-bromoethyl)-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dione (23146-05-6) + (-)-threo-Norephedrin → (-)-threo-7-<2-(1-Methyl-2-hydroxy-2-phenyl-ethylamino)-ethyl>-theophyllin-hydrochlorid (3039-97-2)

Guidance literature:

With hydrogenchloride; potassium carbonate; 1.) toluene, water, 4 h, reflux; 2.) iPr-OH;

upstream raw materials:

7-(2-bromoethyl)-1,3-dimethyl-3,7-dihydro-1H-purin-2,6-dione

Refernces