hetacillin
Trade name: versapen
Small moleculeapproved
Approved
Mar 3, 1971
Hetacillin is a beta-lactam antibiotic that is part of the aminopenicillin family. It is a prodrug and has no antibacterial activity itself, but quickly splits off acetone in the human body to form ampicillin, which is active against a variety of bacteria. — Wikipedia
Clinical trial activity
0 trials · 0 clinical orgs · 1 marketing orgs
Phase 1
0
Phase 2
0
Phase 3
0
Phase 4
0
Timeline
1970s
- Mar 3, 1971
Bristol-Myers — Earliest FDA Approval
- Mar 3, 1971
Bristol-Myers — Marketing Organization
- Mar 3, 1971
Bristol-Myers — NDA Organization
Indications
Approved for
Mechanism of action
- Penicillin-binding proteinINHIBITOR
Penicillin-binding protein inhibitor
Approval history
- approvedMar 3, 1971
Chemistry & pharmacology
Loading structure…
SMILES
CC1(C)S[C@@H]2[C@H](N3C(=O)[C@@H](c4ccccc4)NC3(C)C)C(=O)N2[C@H]1C(=O)O- Mol. weight
- 389.48 g/mol
- Lipinski Ro5
- Pass
- Rule of 3
- No
- Chirality
- Single Stereoisomer
- Inorganic
- No
- Polymer
- No
- Delivery
- Oral
- Availability
- Discontinued
Oral
Yes
Parenteral
No
Topical
No
Prodrug
Sources
- ChEMBLCHEMBL1201116 ↗
- WikipediaHetacillin ↗
- ChEMBLCHEMBL1201121 ↗
Also known as
- (2s,5r,6r)-6-[(4r)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- (2s,5r,6r)-6-[(4r)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- 6beta-[(4r)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanic acid
- 6beta-[(4r)-2,2-dimethyl-5-oxo-4-phenylimidazolidin-1-yl]penicillanic acid
- bl-p-804
- bl-p-804
- brl-804
- brl-804
- etacillin
- hetacilina
- hetacilina
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin
- hetacillin, (2s-(2alpha,5alpha,6alpha))-isomer
- hetacillin, aluminum salt (3:1), (2s-(2alpha,5alpha,6beta(s*)))-isomer
- hétacilline
- hétacilline
- hetacillin, monopotassium salt, (2s-(2alpha,5alpha,6beta(s*)))-isomer
- hetacillin, monosodium salt, (2s-(2alpha,5alpha,6beta))-isomer
- hetacillin, monosodium salt, (2s-(2alpha,5alpha,6beta(s*)))-isomer
- hetacillin potassium
- hetacillin potassium
- hetacillin potassium
- hetacillin potassium
- hetacillin potassium
- hetacillin potassium
- hetacillinum
- hetacillinum
- hetacin
- hetacin
- natacillin
- natacillin
- penplenum
- phenazacillin
- phenazacillin
- phenazacillin
- phenazacillin
- versapen
- versapen
- versapen
- versapen-k
- versapen-k
Organizations
Marketing (2)
| Organization | Org type | Relationship | Date |
|---|---|---|---|
| Bristol-Myers | For profit | MKTG | Mar 3, 1971 |
| Bristol-Myers | For profit | NDA | Mar 3, 1971 |