4779-94-6 Usage
Description
DL-NORPHENYLEPHRINE HYDROCHLORIDE is a white to almost white crystalline powder that is an impurity of phenylephrine, a phenylephrine derivative. It is known for its potential as a leukotriene D4 antagonist, which can be significant in the field of pharmaceuticals and medicine.
Uses
Used in Pharmaceutical Industry:
DL-NORPHENYLEPHRINE HYDROCHLORIDE is used as an impurity in the production of phenylephrine for various pharmaceutical applications. Its presence as an impurity is crucial for the development and synthesis of phenylephrine-based medications.
Used in Medical Research:
DL-NORPHENYLEPHRINE HYDROCHLORIDE is used as a leukotriene D4 antagonist in medical research. Its ability to act as an antagonist for leukotriene D4 makes it a valuable compound for studying and potentially treating conditions related to this inflammatory mediator.
Used in Drug Development:
As a phenylephrine derivative, DL-NORPHENYLEPHRINE HYDROCHLORIDE is used in the development of new drugs that target leukotriene D4 receptors. This application is particularly relevant in the fields of asthma, allergic rhinitis, and other inflammatory diseases where leukotriene D4 plays a significant role.
Originator
Zordel,Grelan,Japan,1970
Manufacturing Process
100 parts of the hydrochloride of meta-hydroxy-ω-aminoacetophenone of melting point 220°C to 222°C (obtainable by brominating metaacetoxyacetophenone, causing the bromoketone to react with sodium iodide, adding hexamethylenetetramine to the iodide in an indifferent solvent and scission of the addition product in acid solution) are shaken in aqueous solution with hydrogen in presence of 2 parts of palladium catalyst until 2 atomic proportions of hydrogen have been absorbed. The catalyst is now filtered and the filtrate evaporated in a vacuum; and the crystalline and completely dry residue is dissolved in absolute alcohol and a precipitate is produced by adding dry ether. The hydrochloride of metahydroxyphenylethanolamine thus obtained forms white crystals of melting point 159°C to 160°C.
Therapeutic Function
Adrenergic
Check Digit Verification of cas no
The CAS Registry Mumber 4779-94-6 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,7,7 and 9 respectively; the second part has 2 digits, 9 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 4779-94:
(6*4)+(5*7)+(4*7)+(3*9)+(2*9)+(1*4)=136
136 % 10 = 6
So 4779-94-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H11NO2.ClH/c9-4-7-6(5-10)2-1-3-8(7)11;/h1-3,10-11H,4-5,9H2;1H
4779-94-6Relevant articles and documents
The Resolution and Absolute Configuration by X-Ray Crystallography of the Isomeric Octopamines and Synephrines
Midgley, John M.,Thonoor, Mohan C.,Drake, Alex F.,Williams, Clyde M.,Koziol, Anna E.,Palenik, Gus J.
, p. 963 - 970 (2007/10/02)
Racemates of the naturally occuring biogenic amines, o-, m-, and p-octopamine and p-synephrine, have been resolved by the preparation of suitable diastereomeric salts with antipodes of appropriate organic acids.The circular dichroism (c.d.) curves of (-)-m-octopamine hydrochloride and (-)-m-synephrine hydrochloride were superimposable and of opposite sign to those of the corresponding (-)-p-derivatives.X-ray crystallography of the (-)-3-bromocamphor-8-sulphonate salt of (-)-p-synephrine confirmed (for the first time by direct means in this series of compounds) that the absolute configuration of (-)-p-synephrine is R.It is concluded from the c.d. data that the absolute configuration of (-)-p-octopamine is also R.
Process for the preparation of 1-(m- and p-hydroxyphenyl)-2-aminoethanol
-
, (2008/06/13)
The present invention relates to a process for the preparation of 1-(m- and p- hydroxyphenyl)-2-aminoethanol which consists of converting an m- or p- hydroxyacetophenone to an isonitrosoketone followed by hydrogenation of the isonitrosoketone. These compounds are sympathomimetics which produce vasoconstricting and cardiotonic effects.
