M.G. 6669

Last updated
M.G. 6669
M.G. 6669.svg
Identifiers
  • trans-1-(4-Phenylcyclohexyl)ethylamine
CAS Number
PubChem CID
ChemSpider
CompTox Dashboard (EPA)
Chemical and physical data
Formula C14H21N
Molar mass 203.329 g·mol−1
3D model (JSmol)
  • CC(C1CCC(CC1)C2=CC=CC=C2)N
  • InChI=1S/C14H21N/c1-11(15)12-7-9-14(10-8-12)13-5-3-2-4-6-13/h2-6,11-12,14H,7-10,15H2,1H3
  • Key:DZWRYOJSAWKQIK-UHFFFAOYSA-N

M.G. 6669 is an antidepressant and central nervous system equilibrating agent. [1] [2]

Contents

Synthesis

Patent (Ex 3): [3] Preparation of starting material: [4]

M.G. 6669 synthesis M.G. 6669 synthesis.svg
M.G. 6669 synthesis

See also

Related Research Articles

<span class="mw-page-title-main">Rifamycin</span> Group of antibiotics

The rifamycins are a group of antibiotics that are synthesized either naturally by the bacterium Amycolatopsis rifamycinica or artificially. They are a subclass of the larger family of ansamycins. Rifamycins are particularly effective against mycobacteria, and are therefore used to treat tuberculosis, leprosy, and mycobacterium avium complex (MAC) infections.

<span class="mw-page-title-main">Tianeptine</span> Atypical antidepressant

Tianeptine, sold under the brand names Stablon, Tatinol, and Coaxil among others, is an atypical tricyclic antidepressant which is used mainly in the treatment of major depressive disorder, although it may also be used to treat anxiety, asthma, and irritable bowel syndrome.

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

Camazepam is a benzodiazepine psychoactive drug, marketed under the brand names Albego, Limpidon and Paxor. It is the dimethyl carbamate ester of temazepam, a metabolite of diazepam. While it possesses anxiolytic, anticonvulsant, skeletal muscle relaxant and hypnotic properties it differs from other benzodiazepines in that its anxiolytic properties are particularly prominent but has comparatively limited anticonvulsant, hypnotic and skeletal muscle relaxant properties.

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

Piberaline is a psychoactive drug and member of the piperazine chemical class which was developed in the 1980s. It has stimulant and antidepressant effects which are thought to be due largely to its active metabolite benzylpiperazine. It was studied to a limited extent in Hungary and Spain, but was not widely accepted and does not seem to be in current use, although a closely related drug befuraline with similar effects has been slightly more successful.

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

Alphenal, also known as 5-allyl-5-phenylbarbituric acid, is a barbiturate derivative developed in the 1920s. It has primarily anticonvulsant properties and was used occasionally for the treatment of epilepsy or convulsions, although not as commonly as better known barbiturates such as phenobarbital.

<span class="mw-page-title-main">Ansamycin</span> Group of chemical compounds

Ansamycins is a family of bacterial secondary metabolites that show antimicrobial activity against many Gram-positive and some Gram-negative bacteria, and includes various compounds, including streptovaricins and rifamycins. In addition, these compounds demonstrate antiviral activity towards bacteriophages and poxviruses.

Diiodohydroxypropane is an antiseptic and disinfectant. It is also known as jothion or iothion.

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

Alclofenac is a nonsteroidal anti-inflammatory drug (NSAID).

The Pellizzari reaction was discovered in 1911 by Guido Pellizzari, and is the organic reaction of an amide and a hydrazide to form a 1,2,4-triazole.

<span class="mw-page-title-main">Viminol</span> Opioid analgesic medicine

Viminol is an opioid analgesic developed by a team at the drug company Zambon in the 1960s. Viminol is based on the α-pyrryl-2-aminoethanol structure, unlike any other class of opioids.

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

Minaprine is a monoamine oxidase inhibitor antidepressant drug that was used in France for the treatment of depression until it was withdrawn from the market in 1996 because it caused convulsions.

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

Azaprocin is a drug which is an opioid analgesic with approximately ten times the potency of morphine, and a fast onset and short duration of action. It was discovered in 1963, but has never been marketed.

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

Fenpentadiol is a drug described as a tranquilizer and antidepressant that was formerly marketed in Europe. It also has stimulant, sedative, and anxiolytic effects, with the latter two occurring only at higher doses.

EXP-561 is an investigational drug that acts as an inhibitor of the reuptake of serotonin, dopamine, and norepinephrine. It was developed in the 1960s by Du Pont and was suggested as a potential antidepressant but failed in trials and was never marketed.

<span class="mw-page-title-main">2,6-Dimethoxybenzoquinone</span> Chemical compound

2,6-Dimethoxybenzoquinone (2,6-DMBQ) is a chemical compound, classified as a benzoquinone, that has been found in Rauvolfia vomitoria and in Tibouchina pulchra.

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

Angelicin is the parent compound in a family of naturally occurring organic compounds known as the angular furanocoumarins. Structurally, it can be considered as benzapyra-2-one fused with a furan moiety in the 7,8-position. Angelicin is commonly found in certain Apiaceae and Fabaceae plant species such as Bituminaria bituminosa. It has a skin permeability coefficient (LogKp) of -2.46. The maximum absorption is observed at 300 nm. The 1HNMR spectrum is available; the infrared and mass spectra of angelicin can be found in this database. The sublimation of angelicin occurs at 120 °C and the pressure of 0.13 Pa. Angelicin is a coumarin.

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

Exaprolol is a beta-adrenoceptor antagonist.

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

Paroxypropione, also known as paraoxypropiophenone, is a synthetic nonsteroidal estrogen which has been used medically as an antigonadotropin in Spain and Italy but appears to no longer be marketed. It was first synthesized in 1902. The antigonadotropic properties of the drug were discovered in 1951 and it entered clinical use shortly thereafter.

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

Piketoprofen is a nonsteroidal anti-inflammatory drug (NSAID) for topical use in form of a cream.

<span class="mw-page-title-main">Etonitazene 5-acetyl analogue</span> Chemical compound

Etonitazene 5-acetyl analogue (Etoacetazene, 5-acetyldesnitroetonitazene) is a benzimidazole derivative with opioid effects, first developed in the 1950s as part of the research that led to better-known compounds such as etonitazene. It is an analogue of etonitazene where the 5-nitro (NO2) group has been replaced by an acetyl (COCH3) group. It is described as having "reduced but still significant" potency compared to etonitazene itself. This compound was also tested as part of a series of cannabinoid receptor 2 agonists, and was found to be active though with fairly low potency of 960 nM at CB2, and negligible activity at CB1.

References

  1. de Meglio, P.; Ravenna, F.; Carenini, G.; Gentili, P.; Manzardo, S.; Tempra Gabbiati, G.; Riva, M. (December 1982). "Derivatives of 4-phenylcyclohexylethylamine with antidepressive activity". Il Farmaco; Edizione Scientifica. 37 (12): 836–858. PMID   6927300.
  2. Carenini, G; de Meglio, P; Gentili, P; Manzardo, S (November 1987). "[Trans-1-(4-phenylcyclohexyl)ethylamine derivatives with antidepressant activity. II]". Il Farmaco; Edizione Scientifica. 42 (11): 861–71. PMID   3502091.
  3. Massimo Carissimi, Piergiuseppe De Meglio, & Franco Ravenna, GB2050358 (1981 to Maggioni Farmaceutici SpA).
  4. Tomoki Gunjima & Ryutaro Takei, US4514044 (1985 to AGC Inc).