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(1R,2S)-N-amino-2-methylamino-1-phenyl-1-propanol, also known as (1R,2S)-norephedrine or pseudoephedrine, is a chiral organic compound with the molecular formula C10H15NO. It is a sympathomimetic amine, which means it mimics the effects of certain hormones and neurotransmitters, such as adrenaline and noradrenaline. Pseudoephedrine is commonly used as a decongestant in over-the-counter medications to relieve nasal congestion caused by colds, allergies, and sinusitis. It works by constricting blood vessels in the nasal passages, reducing swelling and inflammation. The compound is also used as a precursor in the synthesis of methamphetamine, which has led to its regulation in many countries. Pseudoephedrine is a racemic mixture, meaning it contains equal amounts of the (1R,2S) and (1S,2R) enantiomers, which have different biological activities. The (1R,2S) enantiomer is the active form responsible for its decongestant effects, while the (1S,2R) enantiomer has little to no effect.

67462-20-8

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67462-20-8 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 67462-20-8 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 6,7,4,6 and 2 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 67462-20:
(7*6)+(6*7)+(5*4)+(4*6)+(3*2)+(2*2)+(1*0)=138
138 % 10 = 8
So 67462-20-8 is a valid CAS Registry Number.

67462-20-8Relevant academic research and scientific papers

Synthesis and X-ray crystal structures of chiral, nonracemic 5,6-dihydro-4H-1,3,4-oxadiazines

Hitchcock, Shawn R.,Dean, Melissa A.,Kelley, Christopher J.,Edler, Kate L.,Ferrence, Gregory M.

scheme or table, p. 982 - 989 (2010/09/03)

A series of chiral, nonracemic oxadiazines have been prepared from (1R,2S)-ephedrine, (1R,2S)-norephedrine, and L-phenylalaninol. The synthesis of the Ephedra-based oxadiazines was accomplished by a process of N-nitrosation, reduction, acylation, and acid

Toward the development of a structurally novel class of chiral auxiliaries: Diastereoselective Aldol reactions of a (1R,2S)-ephedrine-based 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one

Casper, David M.,Burgeson, James R.,Esken, Joel M.,Ferrence, Gregory M.,Hitchcock, Shawn R.

, p. 3739 - 3742 (2007/10/03)

(equation Presented) 8 examples Asymmetric aldol addition reactions have been conducted with (1R,2S)-ephedrine-derived 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-one (2). Diastereoselectivities range from 75:25 to 99:1 for the formation of the crude non-Evan

Inhibitors of copper-containing amine oxidases

-

, (2008/06/13)

The present invention is directed to hydrazono compounds that function as inhibitors of copper-containg amine oxidases commonly known as semicarbazide-sensitive amine oxidases (SSAO), including the human SSAO known as Vascular Adhesion Protein-1 (VAP-1).

X-ray crystallographic and 13C nuclear magnetic resonance studies of 3,4,5,6-tetrahydro-2H-1,3,4-oxadiazin-2-ones derived from ephedrine and pseudoephedrine

Hitchcock, Shawn R,Nora, George P,Casper, David M,Squire, Michael D,Maroules, Christopher D,Ferrence, Gregory M,Szczepura, Lisa F,Standard, Jean M

, p. 9789 - 9798 (2007/10/03)

3,4,5,6-Tetrahydro-2H-1,3,4-oxadiazin-2-ones derived from (1R,2S)-ephedrine and (1S,2S)-pseudoephedrine have been synthesized and their conformational properties have been examined. The ephedrine heterocycles 5-7a appear to favor one set of equilibrating

Biosynthesis of porphyrins and related macrocycles. Part 52.1'2 Synthesis of 1-SH11-4Hjporphobilinogen and the (11R)enantiomer for stereochemical studies on hydroxymethylbilane synthase (porphobilinogen deaminase)

Neidhart, Werner L.,Anderson, Paul C.,Hart, Graham J.,Battersby, Alan R.

, p. 2677 - 2689 (2007/10/03)

A synthetic route is devised for the synthesis of (115)-[11-2H,]porphobilinogen la and of the (1 lβ)-enantiomer Ib. Their absolute configurations and enantiomeric purity are established by degradation to a derivative of [2-2H,]glycine of known stereochemistry. Methods are then developed, based on the synthesis of chiral imidate esters, for determination of the configuration of [2H1]-labelled aminomethylpyrroles by converting them into [2H,]-labelled amidines followed by analysis using 'H-NMR. The labelled samples of PEG la and Ib serve as substrates for hydroxymethylbilane synthase and the products are trapped as [2H1]-labelIed aminomethylbilanes 7c and 7d. Their configurations are determined by the NMR assay to demonstrate that as PBG 1 is enzymically converted into the aminomethylbilane 7, there is overall retention of configuration at the aminomethyl carbon. The Royal Society of Chemistry 1999.

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