cefpodoxime
Trade name: vantin
Approved
Aug 7, 1992
Cefpodoxime is an orally administered, extended spectrum, semi-synthetic antibiotic of the cephalosporin class. Cefpodoxime is a bactericidal agent that acts by inhibition of bacterial cell wall synthesis. Cefpodoxime has activity in the presence of some beta-lactamases, both penicillinases and cephalosporinases, of Gram-negative and Gram-positive bacteria. Cefpodoxime is indicated for the treatment of patients with mild to moderate infections caused by susceptible strains of the designated microorganisms in the conditions: acute otitis media; pharyngitis and/or tonsillitis; community-acquired pneumonia; acute bacterial exacerbation of chronic bronchitis; gonorrhea; uncomplicated skin and skin structure infections; acute maxillary sinusitis and uncomplicated urinary tract infections (cystitis). Common adverse reactions include diarrhea, nausea, vaginal fungal infections, vulvovaginal infections, abdominal pain, headache. Concomitant administration of high doses of antacids (sodium bicarbonate and aluminum hydroxide) or H2 blockers reduces peak plasma levels by 24% to 42% and the extent of absorption by 27% to 32%, respectively. Oral anti-cholinergics (e.g., propantheline) delay peak plasma levels (47% increase in Tmax), but do not affect the extent of absorption (AUC). Probenecid: As with other beta-lactam antibiotics, renal excretion of cefpodoxime was inhibited by probenecid and resulted in an approximately 31% increase in AUC and 20% increase in peak cefpodoxime plasma levels. — NCATS
Clinical trial activity
9 trials · 10 clinical orgs · 12 marketing orgs
Earliest trial started May 1, 2003 (NCT00186979)
Timeline
1990s
- Aug 7, 1992
Upjohn — Earliest FDA Approval
- Aug 7, 1992
Pharmacia & Upjohn — NDA Secondary Org
- Aug 7, 1992
Sankyo — NDA Secondary Org
- Aug 7, 1992
Upjohn — NDA Organization
- Aug 7, 1992
Pfizer — Marketing Organization
2000s
- May 31, 2002
Sun Pharmaceuticals — Marketing Organization
- Jan 1, 2003
Earliest Phase 1 Sponsor(trial)
- Jun 11, 2007
Aurobindo Pharma — Marketing Organization
- Nov 14, 2007
Orchid Pharma — Marketing Organization
- Nov 14, 2007
ANDA Repository — Marketing Organization
- May 28, 2008
Sandoz — Marketing Organization
- May 28, 2008
Novartis — Marketing Organization
- Jan 14, 2009
Chartwell Pharmaceuticals — Marketing Organization
2010s
- Jan 1, 2019
Earliest Phase 3 Sponsor(trial)
2020s
- May 18, 2022
Alkem Labs Ltd — Marketing Organization
Indications
Approved for
Mechanism of action
- Bacterial penicillin-binding proteinINHIBITOR
Bacterial penicillin-binding protein inhibitor
- D-alanyl-D-alanine carboxypeptidase DacB (dacB) ↗
- Peptidoglycan D,D-transpeptidase FtsI (ftsI) ↗
- Penicillin-binding protein 1A (mrcA) ↗
- Penicillin-binding protein 1B (mrcB) ↗
- D-alanyl-D-alanine carboxypeptidase DacA (dacA) ↗
- Peptidoglycan D,D-transpeptidase MrdA (mrdA) ↗
- D-alanyl-D-alanine carboxypeptidase DacC (dacC) ↗
Approval history
- approvedAug 7, 1992
Chemistry & pharmacology
SMILES
COCC1=C(N2[C@H](SC1)[C@H](NC(=O)C(=N/OC)\C3=CSC(N)=N3)C2=O)C(O)=O- Mol. weight
- 427.455 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Racemic Mixture
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Prescription Only
Oral
Yes
Parenteral
No
Topical
No
Sources
- WikipediaCefpodoxime ↗
- NCATS7R4F94TVGY ↗
- ChEMBLCHEMBL1672 ↗
- ChEMBLCHEMBL1201016 ↗
Also known as
- 1-(isopropoxycarbonyloxy)ethyl-7-(2-(2-amino-4-thiazolyl)-2-(methoxyimino)acetamido)-3-methoxymethyl-8-oxo-5-thia-1-azabicyclo(4,2,0)-oct-2-ene-2-carboxylate
- 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-(methoxymethyl)-8-oxo-, monosodium salt, (6r-(6alpha,7beta(z)))-
- banan
- banan
- cefodox
- cefoprox
- cefpodoxima
- cefpodoxima
- cefpodoxime
- cefpodoxime
- cefpodoxime
- cefpodoxime
- cefpodoxime
- cefpodoxime
- cefpodoxime acid
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoxime proxetil
- cefpodoximum
- cefpodoximum
- cephalosporin 807
- cephpodoxime proxetil
- cepodem
- cs 807
- cs-807
- cs-807
- cs-807
- doxef
- orelox
- orelox
- orelox paed
- r 3746
- r-3746
- r 3763
- r-3763
- ru 51746
- ru-51746
- u 76252
- u-76252
- u-76252
- u-76,252
- u 76253a
- u-76,253a
- vantin
- vantin
- vantin
- vantin
Clinical trials
| NCT ID | Phase | Start date | Sponsor(s) |
|---|---|---|---|
| NCT05977868 | Phase 4 | Aug 4, 2023 | West Virginia University |
| NCT03729258 | Phase 3 | May 15, 2019 | NeuTec Pharma |
| NCT03491748 | Phase 1 | Mar 16, 2018 | Entasis Therapeutics |
| NCT03098485 | N/A | Jan 1, 2017 | Washington University in St. Louis |
| NCT02829060 | N/A | Jan 1, 2016 | University of California, San Diego |
| NCT00455208 | Phase 1/Phase 2 (Phase 2) | May 1, 2007 | Cura Biotech LLC |
| NCT00194532 | N/A | Jun 1, 2005 | University of Washington |
| NCT00143533 | Phase 1 | Sep 1, 2003 | National Institutes of Health (NIH), St. Jude Children's Hospital |
| NCT00186979 | Phase 1 | May 1, 2003 | AstraZeneca, National Institutes of Health (NIH), St. Jude Children's Hospital |
Organizations
Research & Development (10)
| Organization | Org type | Trials | As lead sponsor | Phases | Earliest year |
|---|---|---|---|---|---|
| National Institutes of Health (NIH) | Government | 2 | 0 | 1 | 2003 |
| St. Jude Children's Hospital | Academic/Hospital | 2 | 2 | 1 | 2003 |
| AstraZeneca | For profit | 1 | 0 | 1 | 2003 |
| Cura Biotech LLC | For profit | 1 | 1 | 1 | 2007 |
| Entasis Therapeutics | For profit | 1 | 1 | 1 | 2018 |
| NeuTec Pharma | For profit | 1 | 1 | 1 | 2019 |
| University of California, San Diego | Academic/Hospital | 1 | 1 | 1 | 2016 |
| University of Washington | Academic/Hospital | 1 | 1 | 1 | 2005 |
| Washington University in St. Louis | Academic/Hospital | 1 | 1 | 1 | 2017 |
| West Virginia University | Academic/Hospital | 1 | 1 | 1 | 2023 |
Marketing (13)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| ANDA Repository | For profit | MKTG | Nov 14, 2007 |
| Alkem Labs Ltd | For profit | MKTG | May 18, 2022 |
| Aurobindo Pharma | For profit | MKTG | Jun 11, 2007 |
| Aurobindo Pharma | For profit | SYN | Jun 8, 2007 |
| Chartwell Pharmaceuticals | For profit | MKTG | Jan 14, 2009 |
| Novartis | For profit | MKTG | May 28, 2008 |
| Orchid Pharma | For profit | MKTG | Nov 14, 2007 |
| Pfizer | For profit | MKTG | Aug 7, 1992 |
| Pharmacia & Upjohn | For profit | NDA2 | Aug 7, 1992 |
| Sandoz | For profit | MKTG | May 28, 2008 |
| Sankyo | For profit | NDA2 | Aug 7, 1992 |
| Sun Pharmaceuticals | For profit | MKTG | May 31, 2002 |
| Upjohn | For profit | NDA | Aug 7, 1992 |