Codoxime

Last updated
Codoxime
Codoxime.svg
Clinical data
Other namesCodoxime
ATC code
  • none
Legal status
Legal status
Identifiers
  • (((4,5α-Epoxy-3-methoxy-17-methylmorphinan-6-ylidene)amino)oxy)acetic acid
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
ECHA InfoCard 100.027.660 OOjs UI icon edit-ltr-progressive.svg
Chemical and physical data
Formula C20H24N2O5
Molar mass 372.421 g·mol−1
3D model (JSmol)
  • O=C(O)CO\N=C4\[C@@H]5Oc1c2c(ccc1OC)C[C@H]3N(CC[C@]25[C@H]3CC4)C

Codoxime (Codossima) is an opiate analogue that is a derivative of hydrocodone, where the 6-ketone group has been replaced by carboxymethyloxime. It has primarily antitussive effects [2] and was found to have moderate potential to cause dependence in animal studies. [3]

Related Research Articles

<span class="mw-page-title-main">Nordazepam</span> Benzodiazepine derivative medication

Nordazepam is a 1,4-benzodiazepine derivative. Like other benzodiazepine derivatives, it has amnesic, anticonvulsant, anxiolytic, muscle relaxant, and sedative properties. However, it is used primarily in the treatment of anxiety disorders. It is an active metabolite of diazepam, chlordiazepoxide, clorazepate, prazepam, pinazepam, and medazepam.

<span class="mw-page-title-main">Phenprobamate</span> Muscle relaxant drug

Phenprobamate is a centrally acting skeletal muscle relaxant, with additional sedative and anticonvulsant effects. Its mechanism of action is probably similar to meprobamate. Phenprobamate has been used in humans as an anxiolytic, and is still sometimes used in general anesthesia and for treating muscle cramps and spasticity. Phenprobamate is still used and available OTC in some European countries, but it has generally been replaced by newer drugs. It has been sold labeled as a nootropic. Phenprobamate is metabolized by oxidative degradation of the carbamate group and ortho-hydroxylation of the benzene ring, and is eliminated in urine by the kidneys.

<span class="mw-page-title-main">Medazepam</span> Benzodiazepine drug

Medazepam is a drug that is a benzodiazepine derivative. It possesses anxiolytic, anticonvulsant, sedative, and skeletal muscle relaxant properties. It is known by the following brand names: Azepamid, Nobrium, Tranquirax, Rudotel, Raporan, Ansilan and Mezapam. Medazepam is a long-acting benzodiazepine drug. The half-life of medazepam is 36–200 hours.

<span class="mw-page-title-main">Nimetazepam</span> Benzodiazepine medication

Nimetazepam is an intermediate-acting hypnotic drug which is a benzodiazepine derivative. It was first synthesized by a team at Hoffmann-La Roche in 1964. It possesses powerful hypnotic, anxiolytic, sedative, and skeletal muscle relaxant properties. Nimetazepam is also a particularly potent anticonvulsant. It is marketed in 5 mg tablets known as Erimin, which is the brand name manufactured and marketed by the large Japanese corporation Sumitomo. Japan is the sole manufacturer of nimetazepam in the world. Outside of Japan, Erimin is available in much of East and Southeast Asia and was widely prescribed for the short-term treatment of severe insomnia in patients who have difficulty falling asleep or maintaining sleep. Sumitomo has ceased manufacturing Erimin since November 2015. It is still available as a generic drug or as Lavol.

<span class="mw-page-title-main">Cloxazolam</span> Benzodiazepine medication

Cloxazolam is a benzodiazepine derivative that has anxiolytic, sedative, and anticonvulsant properties. It is not widely used; as of August 2018 it was marketed in Belgium, Luxembourg, Portugal, Brazil, and Japan. In 2019, it has been retired from the Belgian market.

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

Vinylbital, also known as butylvinal, is a sedative hypnotic drug which is a barbiturate derivative. It was developed by Aktiebolaget Pharmacia in the 1950s.

<span class="mw-page-title-main">Cyclobarbital</span> Barbiturate

Cyclobarbital, also known as cyclobarbitol or cyclobarbitone, is a barbiturate derivative. It was available in Russia as a fixed-dose combination with diazepam for the treatment of insomnia but was discontinued in 2019.

<span class="mw-page-title-main">Ethinamate</span> Pharmaceutical drug

Ethinamate is a short-acting carbamate-derivative sedative-hypnotic medication used to treat insomnia. Regular use leads to drug tolerance, and it is usually not effective for more than 7 days. Prolonged use can lead to dependence.

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

Lefetamine (Santenol) is a drug which is a stimulant and also an analgesic with effects comparable to codeine.

<span class="mw-page-title-main">Triclofos</span> Pharmaceutical drug

Triclofos is a sedative drug used rarely for treating insomnia.

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

Aprobarbital, sold under the brand names Oramon, Somnifaine, and Allonal, is a barbiturate derivative invented in the 1920s by Ernst Preiswerk. It has sedative, hypnotic, and anticonvulsant properties, and was used primarily for the treatment of insomnia. Aprobarbital was never as widely used as more common barbiturate derivatives such as phenobarbital and is now rarely prescribed. It has been largely replaced by newer drugs with a better safety margin.

<span class="mw-page-title-main">Acetyldihydrocodeine</span> Opioid analgesic and cough suppressant drug

Acetyldihydrocodeine is an opiate derivative discovered in Germany in 1914 and was used as a cough suppressant and analgesic. It is not commonly used, but has activity similar to other opiates. Acetyldihydrocodeine is a very close relative derivative of thebacon, where only the 6-7 bond is unsaturated. Acetyldihydrocodeine can be described as the 6-acetyl derivative of dihydrocodeine and is metabolised in the liver by demethylation and deacetylation to produce dihydromorphine.

Thiamylal (Surital) is a barbiturate derivative invented in the 1950s. It has sedative, anticonvulsant, and hypnotic effects, and is used as a strong but short acting sedative. Thiamylal is still in current use, primarily for induction in surgical anaesthesia or as an anticonvulsant to counteract side effects from other anaesthetics. It is the thiobarbiturate analogue of secobarbital.

<span class="mw-page-title-main">Oxazolam</span> Tranquilizer medication, mixture of isomers

Oxazolam is a drug that is a benzodiazepine derivative. It has anxiolytic, anticonvulsant, sedative, and skeletal muscle relaxant properties. It is a prodrug for desmethyldiazepam.

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

Dioxaphetyl butyrate is an opioid analgesic which is a diphenylacetic acid derivative, related to other open-chain opioid drugs such as dextropropoxyphene, levacetylmethadol (LAAM), lefetamine and dimenoxadol.

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

Myrophine (Myristylbenzylmorphine) is an opiate analogue that was developed in 1952. It is a derivative of morphine.

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

Levophenacylmorphan is a morphinan derivative that acts as an opioid agonist. It has potent analgesic effects and is around 10x more potent than morphine. Adverse effects associated with its use are those of the opioids as a whole, including pruritus, nausea, respiratory depression, euphoria and development of tolerance and dependence to its effects.

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

Drotebanol (Oxymethebanol) is a morphinan derivative that acts as an opioid agonist. It was invented by Sankyo Company in Japan during the 1970s. It is synthesised from thebaine.

<span class="mw-page-title-main">Hydromorphinol</span> Opioid analgesic drug

Hydromorphinol, is an opiate analogue that is a derivative of morphine, where the 14-position has been hydroxylated and the 7,8- double bond saturated. It has similar effects to morphine such as sedation, analgesia and respiratory depression, but is twice as potent as morphine and has a steeper dose-response curve and longer half-life. It is used in medicine as the bitartrate salt and hydrochloride

<span class="mw-page-title-main">Periciazine</span> Typical antipsychotic medication

Periciazine (INN), also known as pericyazine (BAN) or propericiazine, is a drug that belongs to the phenothiazine class of typical antipsychotics.

References

  1. Anvisa (2023-03-31). "RDC Nº 784 - Listas de Substâncias Entorpecentes, Psicotrópicas, Precursoras e Outras sob Controle Especial" [Collegiate Board Resolution No. 784 - Lists of Narcotic, Psychotropic, Precursor, and Other Substances under Special Control] (in Brazilian Portuguese). Diário Oficial da União (published 2023-04-04). Archived from the original on 2023-08-03. Retrieved 2023-08-16.
  2. USgranted 3153042,Jack Fishman,"Morphinone and Codeinone Derivatives",issued 13 October 1964, assigned to Mozes Juda Lowenstein
  3. Jasinski DR, Martin WR (1967). "Assessment of the dependence-producing properties of dihydrocodeinone and codoxime". Clinical Pharmacology and Therapeutics. 8 (2): 266–70. doi:10.1002/cpt196782266. PMID   6021586. S2CID   36504901.