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Meticillin

Catalog No. DB01603 Name DrugBank
CAS Number 61-32-5 Website http://www.ualberta.ca/
M. F. C17H20N2O6S Telephone (780) 492-3111
M. W. 380.4155 Fax (780) 492-1071
Purity Email david.wishart@ualberta.ca
Storage Chembase ID: 1380

SYNONYMS

IUPAC name
(2S,5R,6R)-6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
IUPAC Traditional name
(2S,5R,6R)-6-(2,6-dimethoxybenzamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Brand Name
Dimocillin
Metacillin
Synonyms
Methycillin
(2,6-Dimethoxyphenyl)penicillin
6-(2,6-Dimethoxybenzamido)penicillanic acid
Meticilina [inn-spanish]
Meticilline [inn-french]
Meticillinum [inn-latin]
Methicillinum
Meticillin

DATABASE IDS

PubChem SID 46508973
CAS Number 61-32-5
PubChem CID 6087

PROPERTIES

Hydrophobicity(logP) 1.22 [HANSCH,C ET AL. (1995)]

DETAILS

Description (English)
Item Information
Drug Groups approved
Description One of the penicillins which is resistant to penicillinase but susceptible to a penicillin-binding protein. It is inactivated by gastric acid so administered by injection. [PubChem]
Indication Used to treat infections caused by susceptible Gram-positive bacteria, particularly beta-lactamase-producing organisms such as Staphylococcus aureus that would otherwise be resistant to most penicillins.
Pharmacology Meticillin (INN, BAN) or methicillin (USAN) is a narrow spectrum beta-lactam antibiotic of the penicillin class. It is no longer clinically used. Its role in therapy has been largely replaced by flucloxacillin and dicloxacillin, however the term methicillin-resistant Staphylococcus aureus (MRSA) continues to be used to describe Staphylococcus aureus strains resistant to all penicillins.
Affected Organisms
Enteric bacteria and other eubacteria
Biotransformation Hepatic (20-40%).
Absorption Not absorbed following oral administration.
Half Life 25-60 minutes
External Links
Wikipedia

REFERENCES