troleandomycin

Trade name: tao

Small moleculeapproved

Approved

May 27, 1969

Troleandomycin (also known Triacetyl-oleandomycin and having brand name Tao) is a macrolide antibiotic which used to for the treat of infections of the upper and lower respiratory tract: such as tonsillitis, bronchitis, sinusitis, and pneumonia. However, the brand name Tao was discontinued. Troleandomycin acts by penetrating the bacterial cell membrane and reversibly binding to the 50 S subunit of bacterial ribosomes or near the "P" or donor site so that binding of tRNA (transfer RNA) to the donor site is blocked. Translocation of peptides from the "A" or acceptor site to the "P" or donor site is prevented, and subsequent protein synthesis is inhibited. — 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

1960s

  1. May 27, 1969

    Pfizer — Earliest FDA Approval

  2. May 27, 1969

    Pfizer — NDA Organization

Indications

Mechanism of action

Approval history

  • approvedMay 27, 1969

Chemistry & pharmacology

Loading structure…

SMILES

CO[C@H]1C[C@H](O[C@H]2[C@H](C)[C@@H](O[C@@H]3O[C@H](C)C[C@@H]([C@H]3OC(C)=O)N(C)C)[C@@H](C)C[C@@]4(CO4)C(=O)[C@H](C)[C@@H](OC(C)=O)[C@@H](C)[C@@H](C)OC(=O)[C@@H]2C)O[C@@H](C)[C@@H]1OC(C)=O
Mol. weight
813.9684 g/mol
Lipinski Ro5
2 violation(s)
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Oral
Availability
Discontinued

Oral

Yes

Parenteral

No

Topical

No

Sources

Also known as

  • acetyloleandomycin
  • acetyloleandomycin
  • cyclamycin
  • evramicina
  • evramycin
  • oleandomycin triacetate
  • oleomycin
  • tao
  • tao
  • tao
  • triacetyloleandomycin
  • triacetyloleandomycin
  • triacetyloleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin
  • troleandomycin

Organizations

Marketing (2)

OrganizationOrg typeRelationshipDate
PfizerFor profitSYNMay 27, 1969
PfizerFor profitNDAMay 27, 1969