PPPA (drug)

Last updated
PPPA
3-phenoxy-3-phenylpropan-1-amine.svg
Clinical data
ATC code
  • None
Identifiers
  • 3-Phenoxy-3-phenyl-1-propanamine
CAS Number
ChemSpider
UNII
Chemical and physical data
Formula C15H17NO
Molar mass 227.307 g·mol−1
3D model (JSmol)
  • c1ccc(cc1)C(CCN)Oc2ccccc2
  • InChI=1S/C15H17NO/c16-12-11-15(13-7-3-1-4-8-13)17-14-9-5-2-6-10-14/h1-10,15H,11-12,16H2
  • Key:XYWLZHPZECQHMB-UHFFFAOYSA-N

PPPA, or 3-phenoxy-3-phenylpropan-1-amine, is a drug which is described as an antidepressant. [1] It was derived by Eli Lilly from the antihistamine diphenhydramine, a diphenylmethane derivative with additional properties as a selective serotonin reuptake inhibitor (SSRI), and has been the basis for the subsequent discovery of a number of other antidepressant drugs. [2] [3] [4]

Contents

List of PPPA derivatives

Structurally related drugs include dapoxetine, duloxetine, edivoxetine, femoxetine, paroxetine, reboxetine, and viloxazine, all of which act, similarly, as monoamine reuptake inhibitors, and most of which are, again similarly, antidepressants. [1] [3]

Zimelidine is an antidepressant and SSRI which was derived from the antihistamine pheniramine, which, similarly to its analogues brompheniramine and chlorpheniramine, possesses SNRI properties. [4] Fluvoxamine, another antidepressant and SSRI, was developed from the antihistamine tripelennamine, which possesses SNDRI actions. [6]

See also

Related Research Articles

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<i>N</i>-Methyl-PPPA Chemical compound

N-Methyl-PPPA, or N-methyl-3-phenoxy-3-phenylpropan-1-amine, is a serotonin-norepinephrine reuptake inhibitor (SNRI) which was developed by Eli Lilly from diphenhydramine in the early 1970s while in search of new antidepressants, but was never marketed. It is closely related structurally to fluoxetine, atomoxetine, and nisoxetine.

References

  1. 1 2 3 4 Thomas L. Lemke; David A. Williams (2008). Foye's Principles of Medicinal Chemistry. Lippincott Williams & Wilkins. pp. 414–. ISBN   978-0-7817-6879-5.
  2. 1 2 3 Francisco Lopez-Munoz; Cecilio Alamo (9 September 2011). Neurobiology of Depression. CRC Press. pp. 132–. ISBN   978-1-4398-3850-1.
  3. 1 2 3 Janos Fischer; C. Robin Ganellin (24 August 2010). Analogue-based Drug Discovery II. John Wiley & Sons. pp. 35, 282, 284. ISBN   978-3-527-63212-1.
  4. 1 2 3 Walter Sneader (31 October 2005). Drug Discovery: A History. John Wiley & Sons. pp. 416–417. ISBN   978-0-470-01552-0.
  5. David G. Watson (9 February 2011). Pharmaceutical Chemistry. Elsevier Health Sciences. pp. 1061–. ISBN   978-0-7020-4850-0.
  6. David Healy (1 June 2004). Let Them Eat Prozac: The Unhealthy Relationship Between the Pharmaceutical Industry and Depression. NYU Press. pp. 295–. ISBN   978-0-8147-7300-0.

Further reading