Structure via PubChem · Public domain (PubChem)
talampicillin
Sign in to saveTalampicillin is a beta lactam antibiotic from the penicillin family. It is an acid stable prodrug that was administered orally. It is not approved by the FDA for use in the United States. It should be avoided in Liver diseases
Chemical data
- Formula
- C48H46N6O12S2
- Molecular weight
- 963 g/mol
- IUPAC name
- [(1R)-3-oxo-1H-2-benzofuran-1-yl] (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate;[(1S)-3-oxo-1H-2-benzofuran-1-yl] (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
- SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O[C@@H]4C5=CC=CC=C5C(=O)O4)C.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)O[C@H]4C5=CC=CC=C5C(=O)O4)C
- InChIKey
- PQUYDBOGKOTGQU-WULDKXIHSA-N
- Polar surface area
- 307 Ų
- H-bond donors
- 4
- H-bond acceptors
- 16
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
106 papers- Talampicillin.Drug and therapeutics bulletin · 1976
- [Talampicillin hydrochloride: Comparison with amoxicillin and ampicillin in the antibacterial activity and pharmacokinetics (author's transl)].The Japanese journal of antibiotics · 1978
- Talampicillin: a new derivative of ampicillin.British medical journal · 1976
- Bioavailability and metabolism of talampicillin.Chemotherapy · 1978
- The metabolism of talampicillin in rat, dog and man.Xenobiotica; the fate of foreign compounds in biological systems · 1978
via PubMed
Wikidata facts
- Mass
- 481.130756456
Show 5 more facts
- isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OC4C5=CC=CC=C5C(=O)O4)C
- canonical SMILES
- CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OC4C5=CC=CC=C5C(=O)O4)C
- chemical formula
- C₂₄H₂₃N₃O₆S
- subject has role
- antibiotic
- Commons category
- Talampicillin
Sources (2)
via Wikidata · CC0
~2 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
{{Drugbox | Verifiedfields = changed | Watchedfields = changed | verifiedrevid = 387321143 | IUPAC_name = 3-oxo-1,3-dihydro-2-benzofuran-1-yl (2S,5R,6R)-6-{[(2R)-2-amino-2-phenylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate | image = Talampicillin.svg | image_class = skin-invert-image
| tradename = | Drugs.com = | pregnancy_AU = | pregnancy_US = | legal_AU = | legal_CA = | legal_UK = | legal_US =
Excerpted from Wikipedia’s “talampicillin” article, available under the CC BY-SA 4.0 licence.