β-Hydroxy-N-methylamphetamine
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β-Hydroxy-N-methylamphetamine
Hydroxymethylamphetamine, or hydroxymethamphetamine, also known as phenylpropanolmethylamine, may refer to: * β-Hydroxy-N-methylamphetamine, β-Hydroxy-''N''-methylamphetamine (two chiral centers and four possible stereoisomers) ** Racephedrine (racemic ephedrine; (1''R'',2''S''/1''S'',2''R'')-ephedrine) *** Ephedrine, (1''R'',2''S'')-Ephedrine (ephedrine) *** (1S,2R)-Ephedrine, (1''S'',2''R'')-Ephedrine ** Racemic pseudoephedrine ((1''R'',2''R''/1''S'',2''S'')-pseudoephedrine) *** Pseudoephedrine, (1''S'',2''S'')-Pseudoephedrine (pseudoephedrine) *** (1R,2R)-Pseudoephedrine, (1''R'',2''R'')-Pseudoephedrine * Pholedrine (4-hydroxy-''N''-methylamphetamine) * N-Hydroxymethamphetamine, ''N''-Hydroxymethamphetamine (''N''-hydroxy-''N''-methylamphetamine) See also * Hydroxyamphetamine * Substituted β-hydroxyamphetamine References External links Phenylpropanolmethylamine (β-Hydroxymethamphetamine) - PiHKAL
{{chemistry index Methamphetamines Substituted amphetamines ...
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Substituted β-hydroxyamphetamine
Substituted β-hydroxyamphetamines, or simply β-hydroxyamphetamines, also known as phenylisopropanolamines, phenylpropanolamines, norephedrines, or cathinols, are derivatives of β-hydroxyamphetamine with one or more chemical substituents. They are substituted phenethylamines, phenylethanolamines (β-hydroxyphenethylamines), and amphetamines (α-methylphenethylamines), and are closely related to but distinct from the substituted cathinones (β-ketoamphetamines). Examples of β-hydroxyamphetamines include the β-hydroxyamphetamine stereoisomers phenylpropanolamine and cathine and the stereospecific ''N''-methylated β-hydroxyamphetamine derivatives ephedrine and pseudoephedrine, among many others. In terms of pharmacological activity, the β-hydroxyamphetamines include indirectly acting norepinephrine and dopamine releasing agents and directly acting α- and β-adrenergic receptor agonists, among other actions. In contrast to their amphetamine counterparts, ephedrine and ...
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Racephedrine
Racephedrine, also known as racemic ephedrine and sold under the brand names Efetonina and Ephoxamine among others, is the racemic mixture, racemic form of ephedrine which has been used as a bronchodilator to treat asthma. More specifically, it is a racemic mixture of (1''R'',2''S'')- and (1''S'',2''R'')-enantiomers. Conversely, ephedrine is the enantiopure (1''R'',2''S'')-enantiomer. Racephedrine has been marketed for medical use in Italy. Like ephedrine, racephedrine is a monoamine releasing agent, releasing agent of norepinephrine and to a much lesser extent of dopamine. Both ephedrine enantiomers are active in this regard, but ephedrine ((1''R'',2''S'')-ephedrine) has greater potency (pharmacology), potency than (1''S'',2''R'')-ephedrine. Racephedrine has been used in a variety of combination drugs with other agents, including theophylline, aminophylline, oxtriphylline, phenobarbital, pentobarbital, pyrilamine, phenacetin, salicylamide, ascorbic acid, and opium, among others ...
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Ephedrine
Ephedrine is a central nervous system (CNS) stimulant and sympathomimetic agent that is often used to prevent hypotension, low blood pressure during anesthesia. It has also been used for asthma, narcolepsy, and obesity but is not the preferred treatment. It is of unclear benefit in nasal congestion. It can be taken oral administration, by mouth or by intramuscular, injection into a muscle, intravenous, vein, or subcutaneous injection, just under the skin. Onset with intravenous use is fast, while injection into a muscle can take 20minutes, and by mouth can take an hour for effect. When given by injection, it lasts about an hour, and when taken by mouth, it can last up to four hours. Common side effects include insomnia, trouble sleeping, anxiety, headache, hallucinations, hypertension, high blood pressure, tachycardia, fast heart rate, decreased appetite, loss of appetite, and urinary retention. Serious side effects include stroke and myocardial infarction, heart attack. While ...
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Racemic Pseudoephedrine
In chemistry, a racemic mixture or racemate () is a mixture that has equal amounts (50:50) of left- and right-handed enantiomers of a chiral molecule or salt. Racemic mixtures are rare in nature, but many compounds are produced industrially as racemates. History The first known racemic mixture was racemic acid, which Louis Pasteur found to be a mixture of the two enantiomeric isomers of tartaric acid. He manually separated the crystals of a mixture, starting from an aqueous solution of the sodium ammonium salt of racemate tartaric acid. Pasteur benefited from the fact that ammonium tartrate salt gives enantiomeric crystals with distinct crystal forms (at 77 Â°F). Reasoning from the macroscopic scale down to the molecular, he reckoned that the molecules had to have non-superimposable mirror images. A sample with only a single enantiomer is an ''enantiomerically pure'' or ''enantiopure'' compound. Etymology The word ''racemic'' derives from Latin , meaning pertaining to a bun ...
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Pseudoephedrine
Pseudoephedrine, sold under the brand name Sudafed among others, is a sympathomimetic medication which is used as a decongestant to treat nasal congestion. It has also been used off-label for certain other indications, like treatment of low blood pressure. At higher doses, it may produce various additional effects including stimulant, appetite suppressant, and performance-enhancing effects. In relation to this, non-medical use of pseudoephedrine has been encountered. The medication is taken by mouth. Side effects of pseudoephedrine include insomnia, elevated heart rate, increased blood pressure, restlessness, dizziness, anxiety, and dry mouth, among others. Rarely, pseudoephedrine has been associated with serious cardiovascular complications like heart attack and hemorrhagic stroke. Some people may be more sensitive to its cardiovascular effects. Pseudoephedrine acts as a norepinephrine releasing agent, thereby indirectly activating adrenergic receptors. As such, it ...
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Pholedrine
Pholedrine, also known as 4-hydroxy-''N''-methylamphetamine and sold under the brand names Paredrinol, Pulsotyl, and Veritol among others, is a sympathomimetic drug used in topical eye drops to dilate the pupil. It can be used to diagnose Horner's syndrome. In 2004, it remained marketed only in Germany. Pharmacology Pharmacodynamics Pholedrine is described as a sympathomimetic, antihypotensive, and ephedrine-like agent. Chemistry Pholedrine, also known as 4-hydroxy-''N''-methylamphetamine, is a substituted phenethylamine and amphetamine derivative. It is structurally related to methamphetamine (''N''-methylamphetamine), norpholedrine (4-hydroxyamphetamine), oxilofrine (4,β-dihydroxy-''N''-methylamphetamine), and tyramine (4-hydroxyphenethylamine). It is used pharmaceutically as the sulfate salt. The predicted log P of pholedrine ranges from 1.12 to 1.7. History Pholedrine was synthesized by 1951. Society and culture Names ''Pholedrine'' is the generic name of th ...
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Hydroxyamphetamine
Hydroxyamphetamine may refer to: * β-Hydroxyamphetamine (phenylisopropanolamine; two chiral centers and four possible stereoisomers) ** Phenylpropanolamine (racemic phenylpropanolamine; norephedrine; (1''R'',2''S''/1''S'',2''R'')-β-hydroxyamphetamine; (±)-phenylpropanolamine) *** (1''R'',2''S'')-Phenylpropanolamine ((1''R'',2''S'')-β-hydroxyamphetamine) *** (1''S'',2''R'')-Phenylpropanolamine ((1''S'',2''R'')-β-hydroxyamphetamine) ** Norpseudoephedrine (racemic norpseudoephedrine; (1''S'',2''S''/1''R'',2''R'')-β-hydroxyamphetamine; (±)-norpseudoephedrine) *** Cathine ((1''S'',2''S'')-β-hydroxyamphetamine; D-Norpseudoephedrine; (+)-norpseudoephedrine) *** L-Norpseudoephedrine ((1''R'',2''R'')-β-hydroxyamphetamine; (−)-norpseudoephedrine) * Gepefrine (3-hydroxyamphetamine) * 4-Hydroxyamphetamine * ''N''-Hydroxyamphetamine See also * Hydroxymethylamphetamine * Substituted β-hydroxyamphetamine Substituted β-hydroxyamphetamines, or simply β-hydroxyamphetamines, a ...
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