Structure via PubChem · Public domain (PubChem)
mezlocillin
Sign in to saveAlso known as Multocillin, Mezlocilina, (2S,5R,6R)-3,3-Dimethyl-6-{[(2R)-2-({[3-(methylsulfonyl)-2-oxoimidazolidin-1-yl]carbonyl}amino)-2-phenylacetyl]amino}-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, Mezlocilline, Mezlocillinum, Mezlin, 6beta-{(2R)-2-[3-(methanesulfonyl)-2-oxoimidazolidine-1-carboxamido]-2-phenylacetamido}penicillanic acid
Mezlocillin is a broad-spectrum penicillin antibiotic. It is active against both Gram-negative and some Gram-positive bacteria. Unlike most other extended spectrum penicillins, it is excreted by the liver, therefore it is useful for biliary tract infections, such as ascending cholangitis.
Chemical data
- Formula
- C21H25N5O8S2
- Molecular weight
- 539.6 g/mol
- IUPAC name
- (2S,5R,6R)-3,3-dimethyl-6-[[(2R)-2-[(3-methylsulfonyl-2-oxoimidazolidine-1-carbonyl)amino]-2-phenylacetyl]amino]-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=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C)C(=O)O)C
- InChIKey
- YPBATNHYBCGSSN-VWPFQQQWSA-N
- XLogP
- -0.2
- Polar surface area
- 207 Ų
- H-bond donors
- 3
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1981
- Admin. routes
- parenteral
- Indications
- osteomyelitis, bacterial disease
via ChEMBL · EBI
Research
1,066 papersvia PubMed
Wikidata facts
- Mass
- 539.114
- Has use
- medication
Show 7 more facts
- chemical formula
- C₂₁H₂₅N₅O₈S₂
- Commons category
- Mezlocillin
- isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C)C(=O)O)C
- canonical SMILES
- CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)NC(=O)N4CCN(C4=O)S(=O)(=O)C)C(=O)O)C
- World Health Organisation international non-proprietary name
- mezlocillin
- defined daily dose
- 6
- subject has role
- bactericide
via Wikidata · CC0
~2 min read
Encyclopedic overview
8 sectionsContents
- Mechanism of action
- Susceptible organisms
- Gram-negative
- Gram-positive
- Synthesis
- References
- Further reading
- External links
Mezlocillin is a broad-spectrum penicillin antibiotic. It is active against both Gram-negative and some Gram-positive bacteria. Unlike most other extended spectrum penicillins, it is excreted by the liver, therefore it is useful for biliary tract infections, such as ascending cholangitis.
==Mechanism of action==
Excerpted from Wikipedia’s “mezlocillin” article, available under the CC BY-SA 4.0 licence.