Ethambutol
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Ethambutol
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Systematic (IUPAC) name | |
2-[2-(1-hydroxybutan-2-ylamino)ethylamino]butan-1-ol | |
Identifiers | |
CAS number | |
ATC code | J04 |
PubChem | |
DrugBank | |
Chemical data | |
Formula | C10H24N2O2 |
Mol. mass | 204.31 g/mol |
Pharmacokinetic data | |
Bioavailability | Well-absorbed from GI tract |
Protein binding | 20 to 30% |
Metabolism | Liver |
Half life | 3-4 hr (increased in impaired renal function) |
Excretion | Renal |
Therapeutic considerations | |
Pregnancy cat. |
B |
Legal status | |
Routes | oral |
Ethambutol is a bacteriostatic antimycobacterial drug prescribed to treat tuberculosis (Mycobacterium tuberculosis). It is usually given in combination with other tuberculosis drugs, such as isoniazid, pyrazinamide and rifampicin.
It is sold under the name "Myambutol".
Bacteriostatic against actively growing TB bacilli, it works by obstructing the formation of cell wall. Mycolic acids attach to the 5'-hydroxyl groups of D-arabinose residues of arabinogalactan and form mycolyl-arabinogalactan-peptidoglycan complex in the cell wall. It disrupts arabinogalactan synthesis by inhibiting the enzyme arabinosyl transferase. Disruption of the arabinogalactan synthesis inhibits the formation of this complex and leads to increased permeability of the cell wall.
[edit] Pharmacokinetics
It is well absorbed from the gastrointestinal tract and well distributed in body tissues and fluids, 50% is excreted unchanged in urine.