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N-methylpseudoephedrine

CAS number 51018-28-1

Synonyms: (+)-N-Methylpseudoephedrine, (1S,2S)-2-Dimethylamino-1-phenylpropanol

N-methylpseudoephedrine Formula: C6H5CH[CH(CH3)N(CH3)2]OHCAS Number: 51018-28-1
Linear Formula: C6H5CH[CH(CH3)N(CH3)2]OH
Molecular Weight: 179.26
MDL number: MFCD00064260
PubChem Substance ID: 24857422


Properties

assay 99%
optical activity [α]21/D +48, c = 5 in methanol
bp 145 C/24 mmHg(lit.)
mp 29-31 C(lit.)

Safety

Hazard Codes Xn
Risk Statements 20/21/22-36/37/38
Safety Statements 26-36
WGK Germany 3
Flash Point(F) 235 F
Flash Point(C) 113 C

Abstract

Treatment of (Image )-(η6-Image ,Image -dimethylamphetamine)Cr(CO)3, with Image -butyllithium below -40C gives a stable benzylic carbanion Image loss of the Image -Image -benzylic proton. Warming of this anion above -40C gives (η6-Image -β-methylstyrene)Cr(CO)3 Image an ElcB type elimination whilst trapping with an electrophile below -40C gives benzylically functionalised amphetamines with overall retention of configuration.

The use of oxodiperoxymolybdenum(pyridine)hexamethylphosphoramide as the electrophile gives optically pure (Image ,Image )-Image -methylpseudoephedrine after decomplexation.

N-methylpseudoephedrineis a sympathomimetic agent, structurally similar to ephedrine, used to relieve nasal and sinus congestion and reduce air-travel-related otalgia in adults.

The salts pseudoephedrine hydrochloride and pseudoephedrine sulfate are found in many over-the-counter preparations either as single-ingredient preparations, or more commonly in combination with antihistamines and/or paracetamol/ibuprofen.

Unlike antihistamines, which modify the systemic histamine-mediated allergic response, pseudoephedrine only serves to relieve nasal congestion commonly associated with colds or allergies.

The advantage of oral pseudoephedrine over topical nasal preparations, such as oxymetazoline, is that it does not cause rebound congestion.

N-methylpseudoephedrineis acts directly on both alpha- and, to a lesser degree, beta-adrenergic receptors.

Through direct action on alpha-adrenergic receptors in the mucosa of the respiratory tract, pseudoephedrine produces vasoconstriction. Pseudoephedrine relaxes bronchial smooth muscle by stimulating beta2-adrenergic receptors.

Like ephedrine, pseudoephedrine releasing norepinephrine from its storage sites, an indirect effect.

 

Note /Government Notification: These chemicals are designated as those that are used in the manufacture of the controlled substances and are important to the manufacture of the substances. For any (Control Substance) products Import and Export *** subjected to your country government laws /control substance ACT.
Information: The information on this web page is provided to help you to work safely, but it is intended to be an overview of hazards, not a replacement for a full Material Safety Data Sheet (MSDS). MSDS forms can be downloaded from the web sites of many chemical suppliers. ,also that the information on the PTCL Safety web site, where this page was hosted, has been copied onto many other sites, often without permission. If you have any doubts about the veracity of the information that you are viewing, or have any queries, please check the URL that your web browser displays for this page. If the URL begins "www.tajapi.com/www/Denatonium Benzoate.htm/" the page is maintained by the Safety Officer in Physical Chemistry at Oxford University. If not, this page is a copy made by some other person and we have no responsibility for it.
The Controlled Substances Act (CSA) was enacted into law by the Congress of the United States as Title II of the Comprehensive Drug Abuse Prevention and Control Act of 1970.[1] The CSA is the federal U.S. drug policy under which the manufacture, importation, possession, use and distribution of certain substances is regulated. The Act also served as the national implementing legislation for the Single Convention on Narcotic Drugs

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