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Pseudoephedrine

Base Information Edit
  • Chemical Name:Pseudoephedrine
  • CAS No.:90-82-4
  • Deprecated CAS:304-87-0,30987-59-8,37577-31-4,30987-59-8,37577-31-4
  • Molecular Formula:C10H15NO
  • Molecular Weight:165.235
  • Hs Code.:
  • European Community (EC) Number:202-018-6
  • UNII:7CUC9DDI9F
  • DSSTox Substance ID:DTXSID0023537
  • Nikkaji Number:J10.171K
  • Wikipedia:Pseudoephedrine
  • Wikidata:Q263958
  • NCI Thesaurus Code:C61914
  • RXCUI:8896
  • Pharos Ligand ID:1HFKNVHKHTY2
  • Metabolomics Workbench ID:37948
  • ChEMBL ID:CHEMBL1590
  • Mol file:90-82-4.mol
Pseudoephedrine

Synonyms:Ephedrine Threo Isomer;Isoephedrine;Pseudoephedrine;Pseudoephedrine HCl;Pseudoephedrine Hydrochloride;Sudafed;Threo Isomer of Ephedrine

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of Pseudoephedrine Edit
Chemical Property:
  • Appearance/Colour:white crystals 
  • Vapor Pressure:0.00865mmHg at 25°C 
  • Melting Point:118-120 °C 
  • Refractive Index:1.528 
  • Boiling Point:255 °C at 760 mmHg 
  • PKA:pKa 9.73(H2O,t=25±0.5,I=0.01)(Approximate) 
  • Flash Point:85.6 °C 
  • Density:1.015 g/cm3 
  • Storage Temp.:?20°C 
  • Water Solubility.:<0.5g/L(er) 
  • XLogP3:0.9
  • Hydrogen Bond Donor Count:2
  • Hydrogen Bond Acceptor Count:2
  • Rotatable Bond Count:3
  • Exact Mass:165.115364102
  • Heavy Atom Count:12
  • Complexity:121
Purity/Quality:
Safty Information:
  • Pictogram(s): HarmfulXn 
  • Hazard Codes:Xn,T,F 
  • Statements: 20/21/22-36/37/38-39/23/24/25-23/24/25-11 
  • Safety Statements: 26-37/39-45-36/37-16-7 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC(C(C1=CC=CC=C1)O)NC
  • Isomeric SMILES:C[C@@H]([C@H](C1=CC=CC=C1)O)NC
  • Recent ClinicalTrials:A Study of Continuous Blood Pressure Monitoring in Healthy Participants
  • Recent EU Clinical Trials:A randomized, double-blind, placebo-controlled crossover study to assess the efficacy's reproducibility of a combination of Pseudoephedrine and Cetirizine on symptom scores and rhinomanometry in patients with allergic rhinitis following pollen exposure in the Fraunhofer Environmental Challenge Chamber (ECC) in- and outside the grass pollen season
  • General Description Pseudoephedrine is a chiral compound often used as a precursor in the synthesis of methylamphetamine, where its enantiomers can be effectively separated using derivatization techniques like pentafluoropropanoic anhydride (PFPA) for improved chromatographic resolution. Additionally, pseudoephedrine-derived Myers enolates, formed as disodium salts, exhibit high stereoselectivity in alkylation reactions, making them valuable for producing chiral compounds with industrial relevance. These properties highlight its dual role in both forensic chemistry and synthetic organic chemistry.
Technology Process of Pseudoephedrine

There total 146 articles about Pseudoephedrine 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:
Refernces Edit

Chiral gas chromatography as a tool for investigations into illicitly manufactured methylamphetamine

10.1002/chir.20957

The study aims to develop a chiral gas chromatographic method for separating compounds involved in the EMDE synthesis of methylamphetamine, a widely abused stimulant drug. The chemicals involved include ephedrine, pseudoephedrine, chlorinated intermediates, and methylamphetamine, which are the primary compounds of interest in the synthesis process. The researchers used fluorinated acid anhydrides such as trifluoroacetic anhydride (TFAA), pentafluoropropanoic anhydride (PFPA), and heptafluorobutyric anhydride (HFBA) as chemical derivatization reagents to reduce the polarity and basicity of these compounds, thereby improving enantiomeric separations. The study focused on separating the enantiomers of these compounds using a 2,3-di-O-methyl-6-t-butyl silyl-b-cyclodextrin stationary phase (CHIRALDEXTM B-DM) in a gas chromatograph. The results showed that PFPA derivatization effectively separated the enantiomers of pseudoephedrine, methylamphetamine, and chlorinated intermediates within 40 minutes, while TFAA was used for ephedrine enantiomers. The study concludes that this method can help identify the source of starting materials and synthetic routes used in the illicit manufacture of methylamphetamine, particularly distinguishing the Emde route from other methods like Birch reduction and Nagai methods.

Disodium Salts of Pseudoephedrine-Derived Myers Enolates: Stereoselectivity and Mechanism of Alkylation

10.1021/jacs.9b08176

The study focuses on the synthesis and characterization of disodium salts of pseudoephedrine-derived Myers enolates, which are used in alkylation reactions to produce chiral compounds with high yields and stereoselectivities. The chemicals used include sodium diisopropylamide (NaDA) as the base to generate the enolates, various alkyl halides for alkylation, and tetrahydrofuran (THF) as the solvent. The purpose of these chemicals is to investigate the reactivity and selectivity of the disodium enolates in comparison to the dilithium salts, with the aim of developing a more efficient and industrially viable protocol for alkylation reactions. The study also explores the structural and mechanistic aspects of these enolates, using techniques such as NMR spectroscopy, IR spectroscopy, and density functional theory (DFT) computations to understand their aggregation states and reaction mechanisms.