Nexeridine

Last updated
Nexeridine
Nexeridine.svg
Clinical data
ATC code
  • None
Identifiers
  • 1-[1-(Dimethylamino)-2-propanyl]-2-phenylcyclohexyl acetate
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
Formula C19H29NO2
Molar mass 303.446 g·mol−1
3D model (JSmol)
  • CC(CN(C)C)C1(CCCCC1C2=CC=CC=C2)OC(=O)C
  • InChI=1S/C19H29NO2/c1-15(14-20(3)4)19(22-16(2)21)13-9-8-12-18(19)17-10-6-5-7-11-17/h5-7,10-11,15,18H,8-9,12-14H2,1-4H3
  • Key:TVQPXLMQOZWEBA-UHFFFAOYSA-N

Nexeridine (INN; USAN: nexeridine hydrochloride; code name Compound 673-082) is an opioid analgesic with a similar structure to those of pethidine and tramadol. [1] [2] [3] [4] It was synthesized and assayed in 1975 but was never marketed. [2] The active isomer is (1R,2S)-1-[(2R)-1-(dimethylamino)-2-propanyl]-2-phenylcyclohexyl acetate. [5]

Related Research Articles

<span class="mw-page-title-main">Threonine</span> Amino acid

Threonine is an amino acid that is used in the biosynthesis of proteins. It contains an α-amino group, a carboxyl group, and a side chain containing a hydroxyl group, making it a polar, uncharged amino acid. It is essential in humans, meaning the body cannot synthesize it: it must be obtained from the diet. Threonine is synthesized from aspartate in bacteria such as E. coli. It is encoded by all the codons starting AC.

<span class="mw-page-title-main">Ephedrine</span> Medication and stimulant

Ephedrine is a central nervous system (CNS) stimulant and sympathomimetic agent that is often used to prevent 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 by mouth or by injection into a muscle, vein, or just under the skin. Onset with intravenous use is fast, while injection into a muscle can take 20 minutes, 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.

In organic chemistry, Markovnikov's rule or Markownikoff's rule describes the outcome of some addition reactions. The rule was formulated by Russian chemist Vladimir Markovnikov in 1870.

<span class="mw-page-title-main">Tramadol</span> Opioid pain medication

Tramadol, sold under the brand name Ultram among others, is an opioid pain medication and a serotonin–norepinephrine reuptake inhibitor (SNRI) used to treat moderately severe pain. When taken by mouth in an immediate-release formulation, the onset of pain relief usually begins within an hour. It is also available by injection. It is available in combination with paracetamol (acetaminophen).

In organic chemistry, butyl is a four-carbon alkyl radical or substituent group with general chemical formula −C4H9, derived from either of the two isomers (n-butane and isobutane) of butane.

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

Isoborneol is a bicyclic organic compound and a terpene derivative. The hydroxyl group in this compound is placed in an exo position. The endo diastereomer is called borneol. Being chiral, isoborneol exists as enantiomers.

<i>sec</i>-Butyl acetate Chemical compound

sec-Butyl acetate, or s-butyl acetate, is an ester commonly used as a solvent in lacquers and enamels, where it is used in the production of acyclic polymers, vinyl resins, and nitrocellulose. It is a clear flammable liquid with a sweet smell.

<span class="mw-page-title-main">Lead(IV) acetate</span> Organometallic compound (Pb(C2H3O2)4)

Lead(IV) acetate or lead tetraacetate is an metalorganic compound with chemical formula Pb(C2H3O2)4. It is a colorless solid that is soluble in nonpolar, organic solvents, indicating that it is not a salt. It is degraded by moisture and is typically stored with additional acetic acid. The compound is used in organic synthesis.

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

Dimethoxanate is a cough suppressant of the phenothiazine class.

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

Gepefrine, also known as 3-hydroxyamphetamine or α-methyl-meta-tyramine and sold under the brand names Pressionorm and Wintonin, is a sympathomimetic medication used as an antihypotensive agent which has been marketed in Germany.

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

Bromazine, sold under the brand names Ambodryl, Ambrodil, and Deserol among others, also known as bromodiphenhydramine, is an antihistamine and anticholinergic medication of the ethanolamine class. It is an analogue of diphenhydramine with a bromine substitution on one of the phenyl rings.

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

Cypenamine, or cypenamine hydrochloride (USAN), also known as 2-phenylcyclopentylamine, is a psychostimulant drug which was developed by a group at the William S. Merrell Chemical Company in the 1940s. It is currently known only in scientific research and has never been developed for market use. Cypenamine is currently legal throughout the entire world, and though its chemical structure has a vague similarity to certain controlled stimulants like fencamfamine, it is likely that it is too distant for it to be considered an illicit analogue under the United States Federal Analogue Act of the Controlled Substances Act.

<i>trans</i>-1,2-Diaminocyclohexane Chemical compound

trans-1,2-Diaminocyclohexane is an organic compound with the formula C6H10(NH2)2. This diamine is a building block for C2-symmetric ligands that are useful in asymmetric catalysis.

Cixutumumab (IMC-A12) is a human monoclonal antibody for the treatment of solid tumors.

<span class="mw-page-title-main">Cyclitol</span> Class of chemical compounds

In organic chemistry, a cyclitol is a cycloalkane containing at least three hydroxyl, each attached to a different ring carbon atom. The general formula for an unsubstituted cyclitol is C
n
H
2n-x
(OH)
x
or C
n
H
2n
O
x
where 3 ≤ xn.

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

Methylephedrine, sold under the brand name Metheph among others, is a sympathomimetic medication described as an antiasthmatic agent and used to treat coughing and nasal congestion. It is reported to be used in various over-the-counter cough and cold preparations throughout the world, including Japan.

Limonene-1,2-diol dehydrogenase (EC 1.1.1.297, NAD+-dependent limonene-1,2-diol dehydrogenase) is an enzyme with systematic name menth-8-ene-1,2-diol:NAD+ oxidoreductase. This enzyme catalyses the following chemical reaction

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

Hydroxybupropion, or 6-hydroxybupropion, is the major active metabolite of the antidepressant and smoking cessation drug bupropion. It is formed from bupropion by the liver enzyme CYP2B6 during first-pass metabolism. With oral bupropion treatment, hydroxybupropion is present in plasma at area under the curve concentrations that are as many as 16 to 20 times greater than those of bupropion itself, demonstrating extensive conversion of bupropion into hydroxybupropion in humans. As such, hydroxybupropion is likely to play a very important role in the effects of oral bupropion, which could accurately be thought of as functioning largely as a prodrug to hydroxybupropion.

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

Hydroxynorketamine (HNK), or 6-hydroxynorketamine, is a minor metabolite of the anesthetic, dissociative, and antidepressant drug ketamine. It is formed by hydroxylation of the intermediate norketamine, another metabolite of ketamine. As of late 2019, (2R,6R)-HNK is in clinical trials for the treatment of depression.

<span class="mw-page-title-main">Hydroxymethylamphetamine</span> Index of chemical compounds with the same name

Hydroxymethylamphetamine, or hydroxymethamphetamine, also known as phenylpropanolmethylamine, may refer to:

References

  1. US 3974157,"1-(Amino-alkyl)-2-aryl-cyclohexane alcohols and esters"
  2. 1 2 Ganellin CR, Triggle DJ (21 November 1996). Dictionary of Pharmacological Agents. CRC Press. pp. 1417–. ISBN   978-0-412-46630-4.
  3. Kar A (1 January 2005). Medicinal Chemistry. New Age International. pp. 268–269. ISBN   978-81-224-1565-0.
  4. Unlisted Drugs, Volumes 27-28. Pharmaceutical Section, Special Libraries Association. 1975.
  5. "(1R,2S)-1-[(2R)-1-(Dimethylamino)-2-propanyl]-2-phenylcyclohexyl acetate hydrochloride (1:1)". ChemSpider.