cefpiramide
Small moleculeapproved
Approved
Jan 31, 1989
Cefpiramide or SM-1652 (sodium 7-[D(-)-alpha-(4-hydroxy-6-methylpyridine-3-carboxamido)-alpha-(4-hydroxyphenyl)acetamido]-3-[(1-methyl-1H-tetrazol-5-yl) thiomethyl]-3-cephem-4-carboxylate) is a semisynthetic cephalosporin derivative with a broad spectrum of antibacterial activity. This antibiotic has been reported to have potent in vitro and in vivo antibacterial activities against gram-positive and -negative bacteria. — 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
- Jan 31, 1989
Earliest FDA Approval
- Jan 31, 1989
American Home Products — NDA Secondary Org
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
- approvedJan 31, 1989
Chemistry & pharmacology
Loading structure…
SMILES
Cc1cc(O)c(C(=O)N[C@@H](C(=O)N[C@@H]2C(=O)N3C(C(=O)O)=C(CSc4nnnn4C)CS[C@H]23)c2ccc(O)cc2)cn1- Mol. weight
- 612.65 g/mol
- Lipinski Ro5
- 2 violation(s)
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Parenteral
- Availability
- Discontinued
Oral
No
Parenteral
Yes
Topical
No
Sources
- ChEMBLCHEMBL1201204 ↗
- WikipediaCefpiramide ↗
- NCATSP936YA152N ↗
- ChEMBLCHEMBL1200672 ↗
Also known as
- 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((((4-hydroxy-6-methyl-3-pyridinyl)carbonyl)amino)(4-hydroxyphenyl)acetyl)amino)-3-(((1-methyl-1h-tetrazol-5-yl)thio)methyl)-8-oxo-, (6r-(6alpha,7beta(r*)))-
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide sodium
- cefpiramide, sodium salt
- cefpiramido
- cefpiramido
- cefpiramidum
- cefpiramidum
- sepatren
- sepatren
- sm 1652
- sm-1652
- sumcefal
- wy-44635
- wy-44635
- wy-44635 sodium
- wy-44635 sodium
Organizations
Marketing (2)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| American Home Products | For profit | NDA | — |
| American Home Products | For profit | NDA2 | Jan 31, 1989 |