Mecillinam
32887-01-7 Basic informationMore
- Product Name:Mecillinam
- Synonyms: (2S,5R,6R)-6-(Azepan-1-ylmethylideneamino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid Hexapen (2S,5R,6R)-6-[[(Hexahydro-1H-azepin-1-yl)Methylene]aMino]-3,3-diMethyl-7-oxo-4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid FL-1060, Ro-9070, MecillinaM, 6-[[(Hexahydro-1H-azepin-1-yl)Methylene]aMino]penicillanic Acid Mecillinam (t Mecill·Nam Mecillinam VETRANAL [6R]-6-[Perhydroazepin-1-yl-methyleneamino] penicillanic acid
- CAS:32887-01-7
- MF:C15H23N3O3S
- MW:325.43
- EINECS:251-277-1
- Mol File:32887-01-7.mol
-
USE
Oral absorption (pivmecillinam): c. 75%<br />
C<sub>max</sub> 200 mg intravenous infusion: 12 mg/L end infusion<br />
200 mg intramuscular: c. 6 mg/L after 45 min<br />
400 mg oral (pivmecillinam): 2–5 mg/L after c. 1 h<br />
<strong>Plasma half-life: 50 min</strong><br />
Volume of distribution: 0.2–0.4 L/kg<br />
Plasma protein binding: 5–10%<br />
<strong>Absorption</strong><br />
Oral absorption is very poor, with conventional doses producing plasma levels of <1 mg/L and recovery of only about 5% in the urine. A 400 mg dose of the pivaloyl ester is equivalent to 273 mg mecillinam. It is relatively well absorbed and rapidly liberates the parent compound. <strong>Metabolism and excretion</strong><br />
The amidino side chain undergoes spontaneous aqueous hydrolysis to the N-formyl derivative, which retains some antibacterial activity. Hydrolysis of the β-lactam ring also occurs.<br />
Approximately 60% is excreted unchanged in the urine in the first 6 h, achieving concentrations exceeding 1 g/L. The concentration in bile can reach 40 or 50 mg/L in patients with normally functioning gallbladders treated with 800 mg intramuscularly.
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- Tel:010-82848833 400-666-7788
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