Norpropylhexedrine

Last updated
Norpropylhexedrine
Norpropylhexedrine.svg
Norpropylhexedrine 3d.pdb.gif
Clinical data
Other namesHexahydrodesoxynorephedrine; Methylcyclohexaneethanamine; Cycohexylisopropylamine; Cycohexyaminopropane
Legal status
Legal status
  • Depends on jurisdiction
Identifiers
  • 1-Cyclohexyl-2-propanamine
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C9H19N
Molar mass 141.258 g·mol−1
3D model (JSmol)
Chirality Racemic mixture
  • CC(CC1CCCCC1)N
  • InChI=1S/C9H19N/c1-8(10)7-9-5-3-2-4-6-9/h8-9H,2-7,10H2,1H3 Yes check.svgY
  • Key:GIXSTBOIKJPUKD-UHFFFAOYSA-N Yes check.svgY

Norpropylhexedrine is an adrenergic amine [1] of the cycloalkylamine class and is the desmethyl analog of propylhexedrine. It is not approved by any regulatory agency for pharmaceutical use.

Norpropylhexedrine is a metabolite of propylhexedrine. [2]

See also

Related Research Articles

<span class="mw-page-title-main">Benzphetamine</span> Chemical compound

Benzphetamine is a substituted amphetamine used short-term along with a doctor-approved, reduced-calorie diet, exercise, and behavioral program for weight loss. It is prescribed for obesity to people who have been unable to lose weight through exercise and dieting alone. It is a prodrug to dextroamphetamine and dextromethamphetamine.

<span class="mw-page-title-main">Phenylpropanolamine</span> Sympathomimetic agent

Phenylpropanolamine (PPA) is a sympathomimetic agent which is used as a decongestant and appetite suppressant. It was commonly used in prescription and over-the-counter cough and cold preparations. In veterinary medicine, it is used to control urinary incontinence in dogs.

<span class="mw-page-title-main">Propylhexedrine</span> Topical nasal decongestant

Propylhexedrine, commonly sold under the brand name Benzedrex, is an alkylamine primarily utilized as a topical nasal decongestant. Its main indications are relief of congestion due to colds, allergies, and allergic rhinitis.

<span class="mw-page-title-main">Sympathomimetic drug</span> Substance that mimics effects of catecholamines

Sympathomimetic drugs are stimulant compounds which mimic the effects of endogenous agonists of the sympathetic nervous system. Examples of sympathomimetic effects include increases in heart rate, force of cardiac contraction, and blood pressure. The primary endogenous agonists of the sympathetic nervous system are the catecholamines, which function as both neurotransmitters and hormones. Sympathomimetic drugs are used to treat cardiac arrest and low blood pressure, or even delay premature labor, among other things.

<span class="mw-page-title-main">Phentermine</span> Weight loss medication

Phentermine, sold under the brand name Ionamin among others, is a medication used together with diet and exercise to treat obesity. It is taken by mouth for up to a few weeks at a time, after which the benefits subside. It is also available as the combination phentermine/topiramate.

<span class="mw-page-title-main">Dosulepin</span> Antidepressant

Dosulepin, also known as dothiepin and sold under the brand name Prothiaden among others, is a tricyclic antidepressant (TCA) which is used in the treatment of depression. Dosulepin was once the most frequently prescribed antidepressant in the United Kingdom, but it is no longer widely used due to its relatively high toxicity in overdose without therapeutic advantages over other TCAs. It acts as a serotonin–norepinephrine reuptake inhibitor (SNRI) and also has other activities including antihistamine, antiadrenergic, antiserotonergic, anticholinergic, and sodium channel-blocking effects.

<span class="mw-page-title-main">Levomethamphetamine</span> Nasal decongestant and optical isomer of methamphetamine

Levomethamphetamine is the levorotatory (L-enantiomer) form of methamphetamine. Levomethamphetamine is a sympathomimetic vasoconstrictor that is the active ingredient in some over-the-counter (OTC) nasal decongestant inhalers in the United States.

<span class="mw-page-title-main">Isometheptene</span> Sympathomimetic amine

Isometheptene is a sympathomimetic amine sometimes used in the treatment of migraines and tension headaches due to its vasoconstricting properties; that is, it causes constriction (narrowing) of blood vessels. Along with paracetamol and dichloralphenazone, it is one of the constituents of Amidrine.

<span class="mw-page-title-main">4-Hydroxyamphetamine</span> Group of stereoisomers

4-Hydroxyamphetamine (4HA), also known as hydroxyamfetamine, hydroxyamphetamine, oxamphetamine, norpholedrine, para-hydroxyamphetamine, and α-methyltyramine, is a drug that stimulates the sympathetic nervous system.

<span class="mw-page-title-main">Cyclopentamine</span> Decongestant and stimulant drug

Cyclopentamine is a sympathomimetic alkylamine, classified as a vasoconstrictor. Cyclopentamine was indicated in the past as an over-the-counter (OTC) medication for use as a nasal decongestant, notably in Europe and Australia, but has now been largely discontinued.

<span class="mw-page-title-main">Corbadrine</span> Chemical compound

Corbadrine, also known as levonordefrin (USAN) and α-methylnorepinephrine, is a catecholamine sympathomimetic used as a topical nasal decongestant and vasoconstrictor in dentistry in the United States,.

<i>N</i>-Methylphenethylamine Chemical compound

N-Methylphenethylamine (NMPEA) is a naturally occurring trace amine neuromodulator in humans that is derived from the trace amine, phenethylamine (PEA). It has been detected in human urine and is produced by phenylethanolamine N-methyltransferase with phenethylamine as a substrate, which significantly increases PEA's effects. PEA breaks down into phenylacetaldehyde which is further broken down into phenylacetic acid by monoamine oxidase. When this is inhibited by monoamine oxidase inhibitors, it allows more of the PEA to be metabolized into nymphetamine (NMPEA) and not wasted on the weaker inactive metabolites.

<span class="mw-page-title-main">Gepefrine</span> Sympathomimetic drug in the amphetamine family

3-Hydroxyamphetamine, also known as meta-hydroxyamphetamine, and α-methyl-meta-tyramine, is an antihypotensive or sympathomimetic agent of the amphetamine family that is marketed in certain European countries.

<span class="mw-page-title-main">Norfenefrine</span> Sympathomimetic drug

Norfenefrine is an adrenergic agent used as a sympathomimetic drug which is marketed in Europe, Japan, and Mexico. Along with its structural isomer p-octopamine and the tyramines, norfenefrine is a naturally occurring, endogenous trace amine and plays a role as a minor neurotransmitter in the brain.

<span class="mw-page-title-main">TAAR5</span> Protein-coding gene in the species Homo sapiens

Trace amine-associated receptor 5 is a protein that in humans is encoded by the TAAR5 gene. In vertebrates, TAAR5 is expressed in the olfactory epithelium.

<span class="mw-page-title-main">3-Methoxytyramine</span> Chemical compound

3-Methoxytyramine (3-MT), also known as 3-methoxy-4-hydroxyphenethylamine, is a human trace amine that occurs as a metabolite of the neurotransmitter dopamine. It is formed by the introduction of a methyl group to dopamine by the enzyme catechol-O-methyl transferase (COMT). 3-MT can be further metabolized by the enzyme monoamine oxidase (MAO) to form homovanillic acid (HVA), which is then typically excreted in the urine.

Cycloalkylamines are chemical compounds featuring a cycloalkyl group and an amine. Some examples include propylhexedrine, cyclopentamine, cypenamine, and tranylcypromine. Some chemicals act as stimulants.

<i>p</i>-Hydroxynorephedrine Chemical compound

p-Hydroxynorephedrine (PHN), or 4-hydroxynorephedrine, is the para-hydroxy analog of norephedrine and an active sympathomimetic metabolite of amphetamine in humans. When it occurs as a metabolite of amphetamine, it is produced from both p-hydroxyamphetamine and norephedrine.

<span class="mw-page-title-main">Hydroxycarteolol</span> Chemical compound

Hydroxycarteolol is a beta blocker and metabolite of carteolol.

<span class="mw-page-title-main">Fluorolintane</span> Chemical compound

Fluorolintane is a dissociative anesthetic drug that has been sold online as a designer drug.

References

  1. Govier WM, Bergmann V, Beyer KH (October 1945). "Studies on the mechanism of action of sympathomimetic amines; the effect of sympathomimetic amines on the succinoxidase system as influenced by the presence of alpha-tocopherol phosphate". The Journal of Pharmacology and Experimental Therapeutics. 85: 143–149. PMID   21007929.
  2. Midha KK, Beckett AH, Saunders A (October 1974). "Identification of the major metabolites of propylhexedrine in vivo (in man) and in vitro (in guinea pig and rabbit)". Xenobiotica; the Fate of Foreign Compounds in Biological Systems. 4 (10): 627–35. doi:10.1080/00498257409169765. PMID   4428789.