37025-58-4

Basic information

• Product Name: (IS,2R)-d-N,N-Diethylnorephedrine HCL
• Synonyms: (IS,2R)-d-N,N-Diethylnorephedrine HCL
• CAS NO: 37025-58-4
• Molecular Formula: C₁₃H₂₁NO
• Molecular Weight: 207.31
• Mol File: 37025-58-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (IS,2R)-d-N,N-Diethylnorephedrine HCL(CAS DataBase Reference)
• NIST Chemistry Reference: (IS,2R)-d-N,N-Diethylnorephedrine HCL(37025-58-4)
• EPA Substance Registry System: (IS,2R)-d-N,N-Diethylnorephedrine HCL(37025-58-4)

Safety Data

• Hazardous Substances Data: 37025-58-4(Hazardous Substances Data)

Usage

Description

(1S,2R)-d-N,N-Diethylnorephedrine HCL, a pharmaceutical compound and derivative of norephedrine, is an isomer of ephedrine. It is characterized by its ability to stimulate alpha-adrenergic receptors in the nasal mucosa, resulting in vasoconstriction and reduced nasal congestion.

Uses

Used in Pharmaceutical Industry:
(1S,2R)-d-N,N-Diethylnorephedrine HCL is used as a nasal decongestant for alleviating nasal congestion. Its mechanism of action involves stimulating alpha-adrenergic receptors in the nasal mucosa, leading to vasoconstriction and reduced nasal congestion.
Additionally, (1S,2R)-d-N,N-Diethylnorephedrine HCL is used as an appetite suppressant, potentially aiding in weight management when used under medical supervision.
Used in Over-the-Counter Medications:
(1S,2R)-d-N,N-Diethylnorephedrine HCL is commonly found in over-the-counter cold and allergy medications, where it serves to provide relief from nasal congestion associated with these conditions.
Caution:
It is important to use (1S,2R)-d-N,N-Diethylnorephedrine HCL with caution due to its potential for side effects and interactions with other medications. Individuals should consult with a healthcare professional before using products containing this compound.

Upstream product

• 37577-28-9 (1S,2R)-(+)-norphedrine 
• 75-03-6 ethyl iodide 
• 90-84-6 amfepramone 

Relevant articles and documents

Uptake and release effects of diethylpropion and its metabolites with biogenic amine transporters

Three metabolites of diethylpropion (1), (±)-2-ethylamino-1-phenyl-propan-1-one (2), (1R,2S)-(-)-N,N-diethylnorephedrine (3a) and (1S,2R)-(-)-N,N-diethylnorephedrine (3b) were synthesized. Their uptake and release effects with biogenic amine transporters were evaluated. A major finding of this study is that the in vivo activity of diethylpropion on biogenic amine transporters is most likely due to metabolite 2 as diethylpropion (1) and the metabolites 3a and 3b showed little or no effect in the assays studied. These studies also revealed that 2 acted as a substrate at the norepinephrine (IC50=99nM) and serotonin transporters (IC50=2118nM) and an uptake inhibitor at the dopamine transporter (IC50=1014nM). The potent action of 2 at the NE transporter supports the hypothesis that amphetamine-type subjective effects may be mediated in part by brain norepinephrine. Copyright (C) 2000 .

Chiral N,N-Dialkylnorephedrines as Catalysts of the Highly Enantioselective Addition of Dialkylzincs to Aliphatic and Aromatic Aldehydes. The Asymmetric Synthesis of Secondary Aliphatic and Aromatic Alcohols of High Optical Purity

The chiral N,N-dialkylnorephedrine-catalyzed addition of dialkylzincs to aliphatic and aromatic aldehydes afforded secondary alcohols of high optical purity (to > 95percent ee).Among the N,N-di(primary alkyl)norephedrines, N,N-di-n-butylnorephedrine (DBNE, 3d) was found to be the most effective catalyst. 1-Phenyl-2-(1-pyrrolidinyl)propan-1-ol (3i) and N,N-diallylnorephedrine (3j) were also highly effective catalysts.The method described provides optically active secondary aliphatic alcohols of high optical purity which cannot be prepared by conventional methods.