Cannabaceae

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Demexiptiline
Skeletal formula of demexiptiline
Space-filling model of the demexiptiline molecule
Clinical data
Trade namesDeparon, Tinoran
Routes of
administration		Oral
ATC code
  • none
Legal status
Legal status
  • In general: ℞ (Prescription only)
Pharmacokinetic data
Elimination half-life35 hours[1]
Identifiers
  • 5H-dibenzo(a,d)cyclohepten-5-one O-(2-(methylamino)ethyl)oxime
CAS Number
PubChem CID
DrugBank
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC18H18N2O
Molar mass278.355 g·mol−1
3D model (JSmol)
  • O(\N=C3/c1ccccc1\C=C/c2c3cccc2)CCNC

Demexiptiline (brand names Deparon, Tinoran) is a tricyclic antidepressant (TCA) used in France for the treatment of depression.[2][3] It acts primarily as a norepinephrine reuptake inhibitor similarly to desipramine.[4]

Synthesis

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The ketone dibenzosuberenone (1) is treated with hydroxylamine (2) to give its ketoxime (3). Base-catalyzed alkylation with ClCH2CH2NHCH3 (4) yields demexiptiline.[5][6]

References

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  1. ^ Dörwald FZ (4 February 2013). Lead Optimization for Medicinal Chemists: Pharmacokinetic Properties of Functional Groups and Organic Compounds. John Wiley & Sons. pp. 313–. ISBN 978-3-527-64565-7.
  2. ^ Swiss Pharmaceutical Society (2000). Index Nominum 2000: International Drug Directory (Book with CD-ROM). Boca Raton: Medpharm Scientific Publishers. p. 301. ISBN 3-88763-075-0.
  3. ^ Triggle DJ (1996). Dictionary of Pharmacological Agents. Boca Raton: Chapman & Hall/CRC. p. 583. ISBN 0-412-46630-9.
  4. ^ Teste JF, Pelsy-Johann I, Decelle T, Boulu RG (1993). "Anti-immobility activity of different antidepressant drugs using the tail suspension test in normal or reserpinized mice". Fundamental & Clinical Pharmacology. 7 (5): 219–26. doi:10.1111/j.1472-8206.1993.tb00235.x. PMID 8370568. S2CID 24240307.
  5. ^ Aichinger G, Behner O, Hoffmeister F, Schütz S (June 1969). "Basic tricyclic oxyiminoethers and their pharmacological properties". Arzneimittel-Forschung (in German). 19: Suppl 5a:838+. PMID 5819763.
  6. ^ US 3963778, Schütz S, Behner O, Hoffmeister F, "Basic oximes and their preparation", issued 1976-06-15, assigned to Bayer AG 

Further reading

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  • Martin A, Masson JM, Jusseaume P, Beloncle M, Voisinet C (November 1981). "[Demexiptiline in the treatment of melancholic states (reflections after 3 years of use)]". Annales médico-psychologiques (in French). 139 (9): 1023–35. PMID 7337336.


source: https://en.wikipedia.org/wiki/Demexiptiline

One thought on “Cannabaceae”

  1. Well, that’s interesting to know that Psilotum nudum are known as whisk ferns. Psilotum nudum is the commoner species of the two. While the P. flaccidum is a rare species and is found in the tropical islands. Both the species are usually epiphytic in habit and grow upon tree ferns. These species may also be terrestrial and grow in humus or in the crevices of the rocks.
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