Structure via PubChem · Public domain (PubChem)
meticillina
Sign in to saveAlso known as Celpillina, Staphcillin, Methicillinum, Methycillin, (2,6-Dimethoxyphenyl)penicillin, 6-(2,6-Dimethoxybenzamido)penicillanic acid, 6beta-(2,6-Dimethoxybenzamido)penicillanic acid, Methicillin
farmaco
Chemical data
- Formula
- C17H20N2O6S
- Molecular weight
- 380.4 g/mol
- IUPAC name
- (2S,5R,6R)-6-[(2,6-dimethoxybenzoyl)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)C3=C(C=CC=C3OC)OC)C(=O)O)C
- InChIKey
- RJQXTJLFIWVMTO-TYNCELHUSA-N
- XLogP
- 1.2
- Polar surface area
- 130 Ų
- H-bond donors
- 2
- H-bond acceptors
- 7
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1982
- Admin. routes
- parenteral
- Indications
- osteomyelitis, bacterial disease
via ChEMBL · EBI
Research
55,949 papers- Methicillin-resistant Staphylococcus aureus.Nature reviews. Disease primers · 2018
- Methicillin-resistant staphylococci.Clinical microbiology reviews · 1988
- Methicillin nephritis.Medicine · 1977
- Methicillin-resistant staphylococci.Clinics in laboratory medicine · 1989
- Methicillin resistance in Staphylococcus aureus: mechanisms and modulation.Science progress · 2002
via PubMed
Wikidata facts
- Has part
- carbon
- Mass
- 380.104
- Has use
- medication
Show 8 more facts
- chemical formula
- C
- defined daily dose
- 4
- isomeric SMILES
- CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3=C(C=CC=C3OC)OC)C(=O)O)C
- canonical SMILES
- CC1(C(N2C(S1)C(C2=O)NC(=O)C3=C(C=CC=C3OC)OC)C(=O)O)C
- World Health Organisation international non-proprietary name
- meticillin
- medical condition treated
- bacterial pneumonia
- subject has role
- bactericide
- Commons category
- Methicillin
via Wikidata · CC0
Article · Italiano
La meticillina è farmaco antibiotico della classe dei beta-lattamici penicillasi-resistente insieme alla nafcillina e alla oxacillina, sintetizzato per la prima volta nel 1959 e utilizzato in ambito clinico dal 1960. La meticillina può causare nefrite interstiziale acuta, per questo motivo non è più disponibile in commercio.
Abstract from DBpedia / Wikipedia · CC BY-SA