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Amoxicillin
Systematic (IUPAC) name
(2S,5R,6R)-6-{[(2 R)-2-amino-2-(4-hydroxyphenyl)-acetyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Identifiers
CAS number 26787-78-0
ATC code J01CA04 QG51AX01
PubChem 33613
DrugBank APRD00248
ChemSpider 31006
Chemical data
Formula C 16H19N3O5S 
Mol. mass 365.4 g/mol
SMILES eMolecules & PubChem
Pharmacokinetic data
Bioavailability 95% oral
Metabolism less than 30% biotransformed in liver
Half life 61.3 minutes
Excretion renal
Therapeutic considerations
Pregnancy cat. A(AU) B(US)
Legal status POM (UK)
Routes Oral, intravenous
 Yes check.svgY(what is this?)  (verify)
Amoxicillin BP
.Amoxicillin (INN), formerly amoxycillin (BAN), abbreviated AMOX, is a moderate-spectrum, bacteriolytic, β-lactam antibiotic used to treat bacterial infections caused by susceptible microorganisms.^ Amoxycillin Capsule Amoxycillin Capsule is an antibiotic drug, which is widely used to treat infection.

^ Ciprofloxacin is an antibiotic used for treating ...

^ This medicine be used to treat infections bronchitis and amoxicillin.
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.It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other β-lactam antibiotics.^ Amoxicillin is usually the drug of choic...
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^ It is usually the drug of choice within the class because it is better absorbed, following oral administration, than other β-lactam antibiotics.
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^ Yes Drug class: Antibiotic (penicillin) .
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It is also a treatment for cystic acne. [1]
.Amoxicillin is susceptible to degradation by β-lactamase-producing bacteria, and so may be given with clavulanic acid to decrease its susceptibility.^ Amoxicillin pharmacokinetics are not affected by clavulanic acid.
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^ Amoxicillin and, clavulanic acid.
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^ Amoxicillin is rarely susceptible bacteria.
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Contents

Mode of action

.Amoxicillin acts by inhibiting the synthesis of bacterial cell wall.^ Inhibits bacterial cell wall which is relatively low.
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^ It acts through the inhibition of mucopeptide synthesis in the bacterial cell wall.
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^ It acts by inhibiting the biosynthesis of bacterial cell wall mucopeptides.
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It inhibits cross-linkage between the linear peptidoglycan polymer chains that make up a major component of the cell walls of both Gram-positive and Gram-negative bacteria

Formulations

.Amoxicillin in trihydrate form is available as capsules, chewable and dispersable tablets plus syrup and pediatric suspension for oral use, and as the sodium salt for intravenous administration.^ Amoxicillin Trihydrate, Clavulanate Potassium Oral tablet .
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^ Granulate comprising pure amoxicillin sodium may be used for oral administration or for parenteral administration.
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^ PMS-Amoxicillin is available in capsule and liquid form.
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.It is one of the most common antibiotics prescribed for children, and the liquid forms are helpful where the patient might find it difficult to take tablets or capsules.^ It is available in both tablet and liquid form.
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^ AOM is one of the most common diagnoses in children.
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^ Most hospital patients are prescribed antibiotics.
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.It has three ionizable groups.^ It has three ionizable groups.
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A once daily dosing form (Moxatag) was approved by the American FDA in January 2008.

Side effects

.Side effects are as those for other beta-lactam antibiotics.^ Side effects are as those for other beta-lactam antibiotics.
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^ As with most antibiotics and other pet medicines, side effects are possible with .
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^ Zithromax, side effects from Antibiotics?
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.Side effects include nausea, vomiting, irritability, volatile mood swings, disorientation, aggressiveness and easy fatigue.^ What side effects nausea vomiting diarrhea an ear problem again?
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^ Side effects include nausea, vomiting, irritability, volatile mood swings, disorientation, aggressiveness and easy fatigue.
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^ Includes Amoxicillin side effects, interactions .
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.Loose bowel movements (diarrhea) also may occur.^ Loose bowel movements (diarrhea) also may occur.
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^ Nausea, vomiting or diarrhea may occur.
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^ It is common for animals to develop diarrhea or loose stools from oral amoxicillin, and the same reaction may occur with amoxicillin + clavulanate.
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.The onset of an allergic reaction to amoxicillin can be very sudden and intense - emergency medical attention must be sought as quickly as possible.^ Allergic reaction to amoxicillin Amoxicillin dose .
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^ The onset of an allergic reaction to amoxicillin can be very sudden and intense - emergency medical attention must be sought as quickly as possible.
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^ Allergic reactions to amoxicillin.
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.The initial onset of such a reaction often starts with a change in mental state; skin rash with intense itching (often beginning in fingertips and around groin area and rapidly spreading) and sensations of fever, nausea and vomiting.^ The disease begins with fever, dark urine, nausea, and vomiting.
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^ The initial onset of such a reaction often starts with a change in mental state; skin rash with intense itching (often beginning in fingertips and around groin area and rapidly spreading) and sensations of fever, nausea and vomiting.
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^ If this does not change in a day or two, please contact your physician.  Do not stop taking the amoxicillin unless you see an allergic reaction (hives, rash, itching etc).
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.Any other symptoms that seem even remotely suspicious must be taken very seriously.^ It should be taken very seriously.

^ Be sure to tell your AMOXICILLIN may have symptoms that refresh even unwillingly crumpled must be keenly improper to group A B-Hemolytic explicable infections i.
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Non-allergic amoxicillin rash

Somewhere between 3% to 10% of children taking amoxicillin (or ampicillin) show a late-developing (>72 hours after beginning medication and having never taken penicillin-like medication previously) possibly itchy rash, which is sometimes referred to as the "amoxicillin rash." The rash can also occur in adults.
.The rash is described as maculopapular or morbilliform (measles-like; therefore, in medical literature, "amoxicillin-induced morbilliform rash"[2]).^ Taking amoxicillin is an antibiotic that may cause a skin rash occurring five days after the round of medication began.
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^ Amoxicillin is in a class of medications called penicillin-like antibiotics.
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^ Essentially, you were likely to suffer the rash common in mono regardless that you were prescribed amoxicillin and took it.
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It starts on the trunk and can spread from there. .This rash is unlikely to be a true allergic reaction, and is not a contra-indication for future amoxicillin usage, nor should current regimen necessarily be stopped.^ Non-allergic amoxicillin rash .
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^ Allergic reactions to amoxicillin .
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.However, as mentioned above, this common amoxicillin rash and a dangerous allergic reaction cannot easily be distinguished by inexperienced persons, and therefore a health professional should be consulted if a rash develops.^ Allergic reactions common .
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^ Non-allergic amoxicillin rash .
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^ Allergic reactions to amoxicillin.
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.(Pichichero, 2005; Schmitt 2005) Also, reliability should not be entrusted completely into the first opinion.^ Pichichero, 2005; Schmitt 2005 these on hand.
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^ (Pichichero, 2005; Schmitt 2005) .
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.To be determine for sure the category of the rash, at least two different doctors should be consulted.^ For this reason, if you get diarrhoea that becomes severe or persistent or contains blood or mucus, either during or after taking this medicine, you should consult your doctor immediately.
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^ If your doctor has recommended a dose different from the ones listed here, do not change the way that you are taking the medication without consulting your doctor.
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^ The findings show doctors should choose an alternative antibiotic, Ray said, at least when prescribing the drugs that interact.
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.A non-allergic amoxicillin rash may also be an indicator of infectious mononucleosis: Some studies indicate that approximately 80-90% of patients with acute Epstein Barr virus infection treated with amoxicillin or ampicillin develop such a rash.^ Non-allergic amoxicillin rash .
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^ High-risk patients allergic to ampicillin/amoxicillin .
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^ Among the reports that noted when the AMOXICILLIN is over the acute infection.
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[3]

Proprietary preparations

Novamoxin Prescription Drug - 500mg Amoxicillin Trihydrate
.Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists.^ Amoxicillin is one of the semi-synthetic penicillins discovered by Beecham scientists.
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^ Amoxicillin medication was discovered by Beecham scientists in 1972, and launched as Amoxil .
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^ Cefoperazone sodium is a semi synthetic, broad-spectrum, cephalosporin antibiotic whereas Sulbactam sodium is a derivative of the basic Penicillin nucleus.

.The patent for amoxicillin has expired, thus amoxicillin is marketed under many trade names including: Actimoxi, Alphamox,Amocla, AMK, Amoksibos, Amoxiclav Sandoz, Amoxidal, Amoxil, Amoxin, Amoksiklav, Amoxibiotic, Amoxicilina, Apo-Amoxi, Augmentin, Bactox, Betalaktam, Cilamox, Curam, Dedoxil, Dispermox, Duomox, E-Mox (250mg and 500 mg), Enhancin, Gimalxina, Geramox, Hiconcil, Isimoxin, Klavox, Lamoxy, Moxatag, Moxilen, Moxypen, Moxyvit, Nobactam, Novamoxin, Ospamox, Panklav, Pamoxicillin, Panamox, Polymox, Samthongcillin, Clamoxyl, Senox, Sinacilin, Trimox, Tolodina, Wymox, Yucla, Zerrsox and Zimox.^ Products comprising amoxicillin and potassium clavulanate are marketed under the trade name “Augmentin” by SmithKline Beecham.
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^ Amoxicillin Capsules - 500 mg - 500 Count .
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References

.
  • Middlebrook Pharmaceuticals (March 2009).^ Comments (0) Middlebrook Pharmaceuticals announces financial and operational results for third quarter 2009 .

    ^ November 2009 07:41 MiddleBrook Pharmaceuticals, Inc.

    ."MiddleBrook Pharmaceuticals Launches MOXATAG(TM), the First and Only FDA-Approved Once-Daily Amoxicillin" (html).^ A once daily dosing form (Moxatag) was approved by the American FDA in January 2008.
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    ^ Kinetics allow once-daily or twice-daily dosing; convenience offset by significantly higher cost than other first-generation cephalosporins .
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    ^ Streptococcal pharyngitis (Strep throat) Once-daily amoxicillin is at least as effective as twice-daily penicillin V for the treatment streptococcal pharyngitis in children.
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    .http://www.middlebrookpharma.com/releasedetail.cfm?ReleaseID=427462.
     
  • GlaxoSmithKline (February 2006).^ You can have a look at those list of medications at http://www.internationaldrugmart.com/amoxil.html .
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    ^ Retrieved May 5, 2000, from the World Wide Web: http://www.infopoems.com/POEMs/poems_home.htm.
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    ^ Amoxicillin http://www.rxlist.com/amoxicillin-drug.htm .
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    "Amoxil - Prescribing information" (PDF). http://us.gsk.com/products/assets/us_amoxil.pdf.  
  • Neal, M. J. (2002). Medical pharmacology at a glance (4th ed.). Oxford: Blackwell Science. ISBN 0-632-05244-9.  
  • Pichichero ME (April 2005). ."A review of evidence supporting the American Academy of Pediatrics recommendation for prescribing cephalosporin antibiotics for penicillin-allergic patients".^ Allergy to penicillin or cephalosporin type antibiotics.
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    ^ In patients with penicillin allergy: macrolide antibiotics, first-generation cephalosporins .
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    ^ Before taking amoxicillin, tell your doctor or pharmacist if you are allergic to it; or to penicillin or cephalosporin antibiotics; or if you have any other allergies.
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    .Pediatrics 115 (4): 1048–57. doi:10.1542/peds.2004-1276.^ PubMed DOI: 10.1016/j.jpba.2004.08.031 .
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    ^ DOI: 10.1128/AAC.48.11.4144-4147.2004 Copyright © 2004 , American Society for Microbiology .
    • Effects of Amoxicillin Subinhibitory Concentrations on the Cross-Protection Developed by Pneumococcal Antibodies in Mouse Sepsis Caused by an Amoxicillin-Resistant Serotype 6B Streptococcus pneumoniae Strain -- Tarragó et al. 48 (11): 4144 -- Antimicrobial Agents and Chemotherapy 10 February 2010 11:15 UTC aac.asm.org [Source type: Academic]

    ^ PubMed DOI: 10.1016/j.jpba.2004.10.010 .
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    PMID 15805383. http://pediatrics.aappublications.org/cgi/content/full/115/4/1048.
     
  • Schmitt, Barton D. (2005). .Your child's health: the parents' one-stop reference guide to symptoms, emergencies, common illnesses, behavior problems, healthy development (2nd ed.^ Tell your doctor or health care professional if your symptoms do not improve in 2 or 3 days.

    ^ Tell your prescriber or health care professional if your symptoms do not improve in 2 or 3 days.
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    ^ Your symptoms Your history of mental illness, or alternatively as sub-syndromal depression than men.
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    ). New York: Bantam Books. ISBN 0-553-38369-8.
     
  • British National Formulary 45 March 2003

Footnotes

External links


Citable sentences

Up to date as of December 25, 2010

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