Lometraline

Last updated
Lometraline
Lometraline.svg
Clinical data
Other namesN,N-dimethyl-8-chloro-5-methoxy-1-aminotetralin
ATC code
  • None
Identifiers
  • 8-chloro-5-methoxy-N,N-dimethyl-1,2,3,4-tetrahydro-1-naphthalenamine
CAS Number
PubChem CID
ChemSpider
UNII
KEGG
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
Formula C13H18ClNO
Molar mass 239.74 g·mol−1
3D model (JSmol)
  • Clc1ccc(OC)c2c1C(N(C)C)CCC2
  • InChI=1S/C13H18ClNO/c1-15(2)11-6-4-5-9-12(16-3)8-7-10(14)13(9)11/h7-8,11H,4-6H2,1-3H3
  • Key:MTWNWMGGMZUIMZ-UHFFFAOYSA-N

Lometraline (INN; developmental code name CP-14,368) is a drug and an aminotetralin derivative. [1] A structural modification of tricyclic neuroleptics, lometraline was originally patented by Pfizer as an antipsychotic, tranquilizer, and antiparkinsonian agent. [2] [3] However, it was instead later studied as a potential antidepressant and/or anxiolytic agent, though clinical studies revealed no psychoactivity at the doses used and further investigation was suspended. [1] [4] [5] Further experimental modifications of the chemical structure of lometraline resulted in the discovery of tametraline, a potent inhibitor of the reuptake of dopamine and norepinephrine, which in turn led to the discovery of the antidepressant sertraline, a selective serotonin reuptake inhibitor (SSRI). [6]

Related Research Articles

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<span class="mw-page-title-main">Tricyclic antidepressant</span> Class of medications

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<span class="mw-page-title-main">Selective serotonin reuptake inhibitor</span> Class of antidepressant medication

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<span class="mw-page-title-main">Serotonin–dopamine reuptake inhibitor</span> Class of drug

A serotonin–dopamine reuptake inhibitor (SDRI) is a type of drug which acts as a reuptake inhibitor of the monoamine neurotransmitters serotonin and dopamine by blocking the actions of the serotonin transporter (SERT) and dopamine transporter (DAT), respectively. This in turn leads to increased extracellular concentrations of serotonin and dopamine, and, therefore, an increase in serotonergic and dopaminergic neurotransmission.

Selective serotonin reuptake inhibitors, or serotonin-specific re-uptake inhibitor (SSRIs), are a class of chemical compounds that have application as antidepressants and in the treatment of depression and other psychiatric disorders. SSRIs are therapeutically useful in the treatment of panic disorder (PD), posttraumatic stress disorder (PTSD), social anxiety disorder, obsessive-compulsive disorder (OCD), premenstrual dysphoric disorder (PMDD), and anorexia. There is also clinical evidence of the value of SSRIs in the treatment of the symptoms of schizophrenia and their ability to prevent cardiovascular diseases.

Billie Kenneth Koe was an American chemist of Chinese descent. He and Willard Welch developed sertraline, which was branded and sold as Zoloft by his longtime employer Pfizer starting in 1991.

References

  1. 1 2 Park S, Gershon S, Angrist B, Floyd A (February 1972). "Evaluation of an aminotetraline, CP 14.368, as an antidepressant". Current Therapeutic Research, Clinical and Experimental. 14 (2): 65–70. PMID   4401233.
  2. Drake E (27 January 1994). Saunders pharmaceutical word book, 1994. W.B. Saunders Co. ISBN   978-0-7216-5254-2 . Retrieved 27 April 2012.
  3. United States. Patent Office (1972). "Lometraline: tranquillizer, anti-parkinson agent". Official gazette of the United States Patent Office: Patents. The Office. Retrieved 27 April 2012.
  4. McMahon FG (1974). Psychopharmacological agents. Futura Pub. Co. ISBN   978-0-87993-052-3 . Retrieved 27 April 2012.
  5. Bayerische Julius-Maximilians-Universität Würzburg. Arbeitskreis für Schlafforschung (1973). The Nature of sleep. Die Natur des Schlafes. La nature du sommeil: International symposium, Würzburg, 23-26.9.1971. G. Fischer. ISBN   978-3-437-10295-0 . Retrieved 27 April 2012.
  6. Koe BK, Harbert CA, Sarges R, Weissman A, Welch WM (2006). "Discovery of sertraline (Zoloft®)". Archived from the original on 2014-12-30. Retrieved 2012-04-27.