azlocillin

Trade name: azlin

Small moleculeapproved

Azlocillin is a semisynthetic penicillin with broad spectrum of anti-bacterial action. The drug is effective against gram-negative and gram-positive infections and acts by inhibition of penicillin-binding protein (PBP)-dependent bacterial cell wall synthesis. Azlocillin was marketed in the USA under the name Azlin (sodium salt), however, its approval was discontinued. — NCATS

Clinical trial activity

11 trials · 8 clinical orgs · 1 marketing orgs

Phase 1
0
Phase 2
11
Phase 3
9
Phase 4
0

Earliest trial started Feb 1, 2005 (NCT00104520)

Timeline

1980s

  1. Jun 1, 1982

    Bayer — First NDA Organization

  2. Jun 1, 1982

    Bayer — NDA Organization

2000s

  1. Jan 1, 2005

    Earliest Phase 3 Sponsor(trial)

  2. Jan 1, 2008

    Earliest Phase 2 Sponsor(trial)

Indications

Mechanism of action

Approval history

  • approved

Chemistry & pharmacology

Loading structure…

SMILES

CC1(C)S[C@@H]2[C@H](NC(=O)[C@H](NC(=O)N3CCNC3=O)c3ccccc3)C(=O)N2[C@H]1C(=O)O
Mol. weight
461.5 g/mol
Lipinski Ro5
Pass
Rule of 3
No
Chirality
Single Stereoisomer
Inorganic
No
Polymer
No
Delivery
Parenteral
Availability
Discontinued

Oral

No

Parenteral

Yes

Topical

No

Sources

Also known as

  • (2s,5r,6r)-3,3-dimethyl-7-oxo-6-{[(2r)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • (2s,5r,6r)-3,3-dimethyl-7-oxo-6-{[(2r)-2-{[(2-oxoimidazolidin-1-yl)carbonyl]amino}-2-phenylacetyl]amino}-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
  • azli
  • azlin
  • azlin
  • azlin
  • azlocilina
  • azlocilina
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocillin
  • azlocilline
  • azlocilline
  • azlocillin sodium
  • azlocillin sodium
  • azlocillin sodium
  • azlocillin sodium
  • azlocillin sodium salt
  • azlocillinum
  • azlocillinum
  • securopen
  • securopen

Clinical trials

NCT IDPhaseStart dateSponsor(s)
NCT01641822Phase 3Dec 1, 2012Gilead Sciences
NCT01404234Phase 3Dec 1, 2011Gilead Sciences
NCT01314716Phase 3Apr 1, 2011Georgetown University, Gilead Sciences
NCT01313624Phase 3Apr 1, 2011Gilead Sciences, Oregon Health and Science University
NCT01059565Phase 3Feb 1, 2010Gilead Sciences
NCT00805025Phase 2Dec 1, 2008Gilead Sciences
NCT00794586Phase 2Nov 1, 2008Gilead Sciences, University of Cincinnati
NCT00712166Phase 3May 1, 2008Gilead Sciences, University of Melbourne, University of Washington
NCT00128492Phase 3Aug 1, 2005Gilead Sciences
NCT00112359Phase 3May 1, 2005Corus Pharma, Gilead Sciences
NCT00104520Phase 3Feb 1, 2005Gilead Sciences, Ohio State University
Showing 11 of 11 trials
Page 1 / 1

Organizations

Research & Development (8)

OrganizationOrg typeTrialsAs lead sponsorPhasesEarliest year
Gilead SciencesFor profit111122005
Corus PharmaFor profit1012005
Georgetown UniversityAcademic/Hospital1012011
Ohio State UniversityAcademic/Hospital1012005
Oregon Health and Science UniversityAcademic/Hospital1012011
University of CincinnatiAcademic/Hospital1012008
University of MelbourneAcademic/Hospital1012008
University of WashingtonAcademic/Hospital1012008
8 organizations
Page 1 / 1

Marketing (2)

OrganizationOrg typeRelationshipDate
BayerFor profitNDAJun 1, 1982
BayerFor profitMKTG