Infectious Disease Book

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Aminopenicillins

Aka: Aminopenicillins, Ampicillin, Amoxicillin, Augmentin, Unasyn
  1. See Also
    1. Penicillin
  2. Preparations: Amoxicillin and Ampicillin
    1. Ampicillin
      1. Child: 50-200 mg/kg/day IV divided qid
    2. Amoxicillin
      1. Maximum dose: Maximum dose: 3-4 grams/day
      2. Adult: 875 to 1000 mg orally twice daily
      3. Child
        1. Low dose: 45 mg/kg/day divided twice daily
        2. High dose: 90 mg/kg/day divided twice daily
  3. Preparations: Added Beta-lactamase resistance
    1. Ampicillin Sulbactam (Unasyn)
      1. Adult: 1.5-3 grams IV every 6 hours
    2. Amoxicillin Clavulanate (Augmentin)
      1. Adult: 875 mg PO bid
      2. Child: 45 mg/kg/day divided PO bid
  4. Mechanism
    1. Same as for Natural Penicillins
    2. Penetrates outer membrane of some Gram Negatives
    3. Clavulanic acid and sulbactam bind Beta-lactamases
  5. Pharmacokinetics
    1. Keep Augmentin suspension refrigerated
    2. Clavulanate suspension breaks down at room temperature
      1. Turns brown with breakdown
      2. Loses 90% of potency after 2 days at room temperature
  6. Pathophysiology: Bacterial Resistance Mechanisms Overcome
    1. Beta-lactamase Production
    2. Alteration of Penicillin binding protein
  7. Activity Spectrum
    1. General
      1. Gram Positive Cocci
      2. Gram Negative Rods
      3. Spirochetes (e.g. Treponema pallidum)
    2. Conditions
      1. Otitis Media
      2. Sinusitis
      3. CNS Infection
      4. Urinary Tract Infection
      5. Infectious Enteritis
      6. Borrelia Burgdorferi (Lyme Disease)
      7. Helicobacter Pylori
  8. Adverse effects
    1. Similar to Natural Penicillins
    2. Maculopapular rash
    3. Diarrhea (modifications can decrease stools to 12%)
      1. Dose exactly by kilogram for children
      2. Avoid food before dose
      3. Consider eating yogurt with each dose

Ampicillin (C0002680)

Definition (MSH) Semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
Definition (CSP) semi-synthetic derivative of penicillin that functions as an orally active broad-spectrum antibiotic.
Definition (NCI) A broad-spectrum, semi-synthetic, beta-lactam penicillin antibiotic with bactericidal activity. Ampicillin binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis. Ampicillin is stable against hydrolysis by a variety of beta-lactamases, therefore, can be used in wide range of gram-positive and -negative infections.
Concepts Organic Chemical (T109) , Antibiotic (T195)
MSH D000667
SnomedCT 31087008, 387170002
English Aminobenzyl Penicillin, Aminobenzylpenicillin, Penicillin, Aminobenzyl, ampicillin, 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta(S*)))-, (2S,5R,6R)-6-((R)-2-Amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, ampicillin (medication), Ampicillin [Chemical/Ingredient], aminobenzylpenicillin, ampicillins, Ampicillin, Ampicillin (product), Ampicillin (substance), AMPICILLIN
Swedish Ampicillin
Czech ampicilin
Finnish Ampisilliini
German Aminobenzylpenizillin, Ampicillin, Penizillin, Aminobenzyl-
Russian PENITSILLIN, AMINOBENZIL, AMPITSILLIN, АМПИЦИЛЛИН, ПЕНИЦИЛЛИН, АМИНОБЕНЗИЛ
Japanese アミノベンジルペニシリン, アンピシリン, ペニシリン-アミノベンジル
Croatian AMPICILIN
Polish Penicylina aminobenzylowa, Ampicylina
Spanish aminobenzilpenicilina, ampicilina (producto), ampicilina (sustancia), ampicilina, Ampicilina, Aminobencil Penicilina, Aminobencilpenicilina
French Ampicilline
Italian Ampicillina
Portuguese Aminobenzilpenicilina, Ampicilina
Sources
Derived from the NIH UMLS (Unified Medical Language System)


Augmentin (C0591132)

Concepts Organic Chemical (T109) , Antibiotic (T195)
MSH D019980
French Augmentin
German Augmentin
English augmentin, Augmentin
Sources
Derived from the NIH UMLS (Unified Medical Language System)


Amoxicillin (C0002645)

Definition (CHV) a kind of antibiotics
Definition (CHV) a kind of antibiotics
Definition (NCI) A drug used to treat some bacterial infections. Amoxicillin is a form of penicillin that is made in the laboratory. It kills certain types of bacteria. It is a type of antibiotic.
Definition (MSH) A broad-spectrum semisynthetic antibiotic similar to AMPICILLIN except that its resistance to gastric acid permits higher serum levels with oral administration.
Definition (NCI) A broad-spectrum, semisynthetic aminopenicillin antibiotic with bactericidal activity. Amoxicillin binds to and inactivates penicillin-binding protein (PBP) 1A located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis.
Definition (PDQ) A broad-spectrum, semisynthetic aminopenicillin antibiotic with bactericidal activity. Amoxicillin binds to and inactivates penicillin-binding protein (PBP) 1A located on the inner membrane of the bacterial cell wall. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. This interrupts bacterial cell wall synthesis and results in the weakening of the bacterial cell wall and causes cell lysis. Check for "http://www.cancer.gov/Search/ClinicalTrialsLink.aspx?id=42310&idtype=1" active clinical trials or "http://www.cancer.gov/Search/ClinicalTrialsLink.aspx?id=42310&idtype=1&closed=1" closed clinical trials using this agent. ("http://nciterms.nci.nih.gov:80/NCIBrowser/ConceptReport.jsp?dictionary=NCI_Thesaurus&code=C237" NCI Thesaurus)
Concepts Organic Chemical (T109) , Antibiotic (T195)
MSH D000658
SnomedCT 323699003, 323707004, 27658006, 372687004
English Amoxycillin, Hydroxyampicillin, 4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-, (2S-(2alpha,5alpha,6beta(S*)))-, Amoxicilline, Amoxycillin [generic addn], amoxicillin, Amoxycillin [2], Amoxycillin [generic additions], AMOX, Amoxycillin [2] (product), Amoxycillin [generic additions] (product), Amoxicillin [2], Amoxicillin [generic additions], amoxicillin (medication), AMOXICILLIN, Amoxicillin [Chemical/Ingredient], amoxycillin, p-Hydroxyampicillin, Amoxycillin product, Amoxicillin (product), Amoxicillin (substance), Amoxycillin [2] (substance), Amoxycillin [generic additions] (substance), Amoxicillin, Amoxicillin product
Swedish Amoxicillin
Czech amoxicilin
Finnish Amoksisilliini
Russian GIDROKSIAMPITSILLIN, AMOKSITSILLIN, АМОКСИЦИЛЛИН, ГИДРОКСИАМПИЦИЛЛИН
Spanish amoxicilina (agregados genéricos), amoxicilina (agregados genéricos) (producto), amoxicilina (2), amoxicilina (2) (producto), amoxicilina (producto), amoxicilina (sustancia), amoxicilina, p-hidroxiampicilina, Amoxicilina, Hidroxiampicilina
Japanese アミノヒドロキシベンジルペニシリン, アモキシシリン, ヒドロキシアンピシリン
Croatian AMOKSICILIN
Polish Amoksycylina
French Amoxicilline
German Amoxicillin, Hydroxyampicillin
Italian Amoxicillina
Portuguese Amoxicilina, Hidroxiampicilina
Sources
Derived from the NIH UMLS (Unified Medical Language System)


Unasyn (C0147814)

Concepts Organic Chemical (T109) , Antibiotic (T195)
MSH C035444
English Unasyn, Unasyn ADD-Vantage, unasyn
Sources
Derived from the NIH UMLS (Unified Medical Language System)


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