Structure via PubChem · Public domain (PubChem)
ticarcillin
Sign in to saveAlso known as Monapen, (2S,5R,6R)-6-{[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Ticarcillin supplement, alpha-Carboxy-3-thienylmethylpenicillin, Ticillin, Ticar, Ticarcilina, Ticarcilline
Ticarcillin is a carboxypenicillin. It can be sold and used in combination with clavulanate as ticarcillin/clavulanic acid. Because it is a penicillin, it also falls within the larger class of β-lactam antibiotics. Its main clinical use is as an injectable antibiotic for the treatment of Gram-negative bacteria, particularly Pseudomonas aeruginosa and Proteus vulgaris. It is also one of the few antibiotics capable of treating Stenotrophomonas maltophilia infections.
Chemical data
- Formula
- C15H16N2O6S2
- Molecular weight
- 384.4 g/mol
- IUPAC name
- (2S,5R,6R)-6-[[(2R)-2-carboxy-2-thiophen-3-ylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
- SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CSC=C3)C(=O)O)C(=O)O)C
- InChIKey
- OHKOGUYZJXTSFX-KZFFXBSXSA-N
- XLogP
- 0.8
- Polar surface area
- 178 Ų
- H-bond donors
- 3
- H-bond acceptors
- 8
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1976
- Admin. routes
- parenteral
- Indications
- infection, osteomyelitis, Sepsis, bacterial disease
via ChEMBL · EBI
Research
2,322 papers- Carbenicillin and ticarcillin.The Medical clinics of North America · 1982
- [Ticarcillin].Acta clinica Belgica · 1976
- Ticarcillin associated hypokalemia.Clinical biochemistry · 1982
- Ticarcillin: a review of its pharmacological properties and therapeutic efficacy.Drugs · 1980
- Ticarcillin/clavulanate. An alternative to combination antibiotic therapy for treating soft tissue pelvic infections in women.The Journal of reproductive medicine · 1990
via PubMed
Wikidata facts
- Subclass of
- penicillin
- Mass
- 384.044978
- Has use
- medication
Show 7 more facts
- chemical formula
- C₁₅H₁₆N₂O₆S₂
- defined daily dose
- 15
- subject has role
- antibiotic
- isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CSC=C3)C(=O)O)C(=O)O)C
- canonical SMILES
- CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CSC=C3)C(=O)O)C(=O)O)C
- World Health Organisation international non-proprietary name
- ticarcillin
- Commons category
- Ticarcillin
via Wikidata · CC0
~5 min read
Encyclopedic overview
6 sectionsContents
- Mechanism of action
- Other uses
- Dosing and administration
- Trade names and preparations
- Synthesis
- References
{{Drugbox | Watchedfields = changed | verifiedrevid = 470610157 | IUPAC_name = (2S,5R,6R)-6-{[(2R)-2-carboxy-2-(3-thienyl)acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid | image = Ticarcillin.svg | image_class = skin-invert-image
| tradename = | Drugs.com = | MedlinePlus = a685037 | pregnancy_AU = B2 | pregnancy_US = B | legal_status = Rx-only | routes_of_administration = Intravenous
Excerpted from Wikipedia’s “ticarcillin” article, available under the CC BY-SA 4.0 licence.