terfenadine

Trade name: Seldane

Small moleculeapproved

Approved

Jun 1, 1985

Terfenadine under brand name Seldane was used for the treatment of allergic rhinitis and allergic skin disorders but was withdrawn because of the serious side effect, heart rhythm problems. Terfenadine is a potent antagonist of histamine H1-receptor-mediated responses. — NCATS

Clinical trial activity

0 trials · 0 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0

Timeline

1980s

  1. Jun 1, 1985

    Earliest FDA Approval

Indications

Mechanism of action

  • HRH1 antagonist

    In humans, terfenadine is well absorbed and it is metabolized by two routes, i.e. N-dealkylation to azacyclonol and hydroxylation of the t-butyl group to form hydroxyterfenadine. Hydroxyterfenadine undergoes subsequent oxidation to the corresponding carboxylic acid, which is thought to be the biologically active antihistamine.

Approval history

  • approvedJun 1, 1985

Chemistry & pharmacology

Loading structure…

SMILES

CC(C)(C)C1=CC=C(C=C1)C(O)CCCN2CCC(CC2)C(O)(C3=CC=CC=C3)C4=CC=CC=C4
Mol. weight
471.6734 g/mol
Lipinski Ro5
1 violation(s)
Rule of 3
No
Chirality
Racemic Mixture
Inorganic
No
Polymer
No

Oral

No

Parenteral

No

Topical

No

Prodrug

Sources

Also known as

  • antihistamine
  • antihistamine
  • histafen
  • histafen 120
  • racemic terfenadine
  • rmi-9918
  • rmi-9918
  • (rs)-1-(4-tert-butylphenyl)-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}-butan-1-ol
  • (rs)-1-(4-tert-butylphenyl)-4-{4-[hydroxy(diphenyl)methyl]piperidin-1-yl}-butan-1-ol
  • seldane
  • seldane
  • seldane
  • seldane
  • terfenadin
  • terfenadin
  • terfenadina
  • terfenadina
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfenadine
  • terfénadine
  • terfénadine
  • terfenadinum
  • terfenadinum
  • terfenor
  • terfenor fte
  • terfex
  • terfex
  • terfinax 120
  • terfinax 60
  • ternadin
  • triludan
  • triludan
  • triludan fte

Organizations

Marketing (1)

OrganizationOrg typeRelationshipDate
HoechstFor profitNDA