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ampicillin

 
(ăm'pĭ-sĭl'ĭn) pronunciation
n.
A semisynthetic penicillin having a broader antibacterial spectrum of action than that of penicillin G. It is effective against gram-negative and gram-positive bacteria and used to treat gonorrhea and infections of the intestinal, urinary, and respiratory tracts.

[Blend of AMINO- and PENICILLIN.]


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Drug Info:

Ampicillin

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Brand names: Principen®

Chemical formula:



Ampicillin trihydrate Oral capsule

What is this medicine?

AMPICILLIN (am pi SILL in) is a penicillin antibiotic. It is used to treat certain kinds of bacterial infections. It will not work for colds, flu, or other viral infections.
 
This medicine may be used for other purposes; ask your health care provider or pharmacist if you have questions.

What should I tell my health care provider before I take this medicine?

They need to know if you have any of these conditions:
•bowel disease, like colitis
•heart disease
•kidney disease
•liver disease
•seizures disorder
•an unusual or allergic reaction to ampicillin, other penicillins or antibiotics, other medicines, foods, dyes, or preservatives
•pregnant or trying to get pregnant
•breast-feeding

How should I use this medicine?

Take this medicine by mouth with a full glass of water. Follow the directions on the prescription label. Take this medicine on an empty stomach, at least 30 minutes before or 2 hours after food. Do not take with food. Take your medicine at regular intervals. Do not take your medicine more often than directed. Take all of your medicine as directed even if you think you are better. Do not skip doses or stop your medicine early.

Talk to your pediatrician regarding the use of this medicine in children. Special care may be needed.

Overdosage: If you think you have taken too much of this medicine contact a poison control center or emergency room at once.
NOTE: This medicine is only for you. Do not share this medicine with others.

What if I miss a dose?

Remember to keep appointments for follow-up doses. Notify your health-care professional if you are unable to keep an appointment, or miss a scheduled dose.

What may interact with this medicine?

•allopurinol
•birth control pills
•chloroquine
•methotrexate
•probenecid
•some other antibiotics like erythromycin, tetracycline

This list may not describe all possible interactions. Give your health care provider a list of all the medicines, herbs, non-prescription drugs, or dietary supplements you use. Also tell them if you smoke, drink alcohol, or use illegal drugs. Some items may interact with your medicine.

What should I watch for while using this medicine?

Tell your doctor or health care professional if your symptoms do not improve or if you get new symptoms.

Do not treat diarrhea with over the counter products. Contact your doctor if you have diarrhea that lasts more than 2 days or if it is severe and watery.

This medicine can interfere with some urine glucose tests. If you use such tests, talk with your health care professional.

Birth control pills may not work properly while you are taking this medicine. Talk to your doctor about using an extra method of birth control.

What side effects may I notice from receiving this medicine?

Side effects that you should report to your doctor or health care professional as soon as possible:
•allergic reactions like skin rash, itching or hives, swelling of the face, lips, or tongue
•breathing problems
•dark urine
•fever
•pain or difficulty passing urine
•pain when swallowing
•redness, blistering, peeling or loosening of the skin, including inside the mouth
•seizures
•unusual bleeding, bruising
•unusually weak or tired

Side effects that usually do not require medical attention (report to your doctor or health care professional if they continue or are bothersome):
•diarrhea
•dizziness
•headache
•loss of appetite
•nausea, vomiting
•sore mouth, tongue
•stomach upset

This list may not describe all possible side effects. Call your doctor for medical advice about side effects. You may report side effects to FDA at 1-800-FDA-1088.

Where should I keep my medicine?

Keep out of the reach of children.

Store at room temperature between 20 and 25 degrees C (68 and 77 degrees F). Keep container tightly closed. Throw away any unused medicine after the expiration date.

Last updated: 7/1/2002

Important Disclaimer: The drug information provided here is for educational purposes only. It is intended to supplement, not substitute for, the diagnosis, treatment and advice of a medical professional. This drug information does not cover all possible uses, precautions, side effects and interactions. It should not be construed to indicate that this or any drug is safe for you. Consult your medical professional for guidance before using any prescription or over the counter drugs.


A broad-spectrum penicillin that is inactivated by penicillinase (see penicillins). It is used for the treatment of middle ear and sinus infections, chest infections (including community-acquired pneumonia and exacerbations of chronic bronchitis), Salmonella infections, urinary-tract infections, and gonorrhoea. It is available, on prescription only, as capsules or a syrup for oral use and as an injection.

Side effects:
may include diarrhoea, nausea, and rashes. Rashes, which should be reported to a doctor, are most common in patients suffering from glandular fever, chronic lymphatic leukaemia, and HIV infection and in patients who are also taking allopurinol.

Precautions:
ampicillin should not be taken by anyone with known allergy to penicillins, and it should be used with caution in people with severe kidney disease.

Interactions with other drugs:

Methotrexate concentrations of methotrexate in the blood are increased, which may cause toxic effects.
Oral contraceptives their contraceptive effect may be reduced. Additional contraceptive precautions should therefore be taken with short courses of ampicillin and for seven days after stopping; if these days run beyond the end of a packet of oral contraceptives, the next packet should be started immediately without a break.

Proprietary preparations:
Penbritin; Rimacillin; Flu-Amp (see co-fluampicil); Magnapen (see co-fluampicil).

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Columbia Encyclopedia:

ampicillin

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ampicillin (ăm'pĭsĭl'ĭn), a penicillin-type antibiotic that is effective against both gram-negative microorganisms and gram-positive microorganisms such as Escherichia coli. It is often used in the treatment of urinary tract infections, but resistant organisms are increasingly common (see drug resistance). Like other penicillin antibiotics, ampicillin acts against bacteria by inhibiting the synthesis of bacterial cell wall components.



a semisynthetic antibiotic of the penicillin type, and having a C6H5CH(NH2)− side chain.

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An aminopenicillin of synthetic origin, susceptible to β-lactamase, with activity similar to amoxicillin but shorter duration of activity. It can be administered orally or parenterally.


n

An acid-stable semisynthetic penicillin antibiotic with a broader spectrum of effectiveness than penicillin G.

Random House Word Menu:

categories related to 'ampicillin'

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Random House Word Menu by Stephen Glazier
For a list of words related to ampicillin, see:
  • PHARMACOLOGY - ampicillin: broad-spectrum semisynthetic antibiotic


Wikipedia on Answers.com:

Ampicillin

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Ampicillin
Systematic (IUPAC) name
(2S,5R,6R)-6-([(2R)-2-amino-2-phenylacetyl]amino)
-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-
carboxylic acid
Clinical data
Trade names Principen
AHFS/Drugs.com monograph
MedlinePlus a685002
Pregnancy cat. A (Au), B (U.S.)
Legal status  ?
Routes Oral, intravenous
Pharmacokinetic data
Bioavailability 40% (oral)
Protein binding 15 to 25%
Metabolism 12 to 50%
Half-life approx 1 hour
Excretion 75 to 85% renal
Identifiers
CAS number 69-53-4 YesY
ATC code J01CA01 S01AA19 QJ51CA01
PubChem CID 6249
DrugBank DB00415
ChemSpider 6013 YesY
UNII 7C782967RD YesY
KEGG D00204 YesY
ChEBI CHEBI:28971 YesY
ChEMBL CHEMBL174 YesY
Chemical data
Formula C16H19N3O4S 
Mol. mass 349.41 g·mol−1
SMILES eMolecules & PubChem
 YesY(what is this?)  (verify)

Ampicillin is a beta-lactam antibiotic that has been used extensively to treat bacterial infections since 1961. Until the introduction of ampicillin by the British company Beecham, penicillin therapies had only been effective against Gram-positive organisms such as staphylococci and streptococci. Ampicillin (originally branded as 'Penbritin') also demonstrated activity against Gram-negative organisms such as H. influenzae, coliforms and Proteus spp. Ampicillin was the first of a number of so-called broad spectrum penicillins subsequently introduced by Beecham. Ampicillin is part of the aminopenicillin family and is roughly equivalent to its successor, amoxicillin in terms of spectrum and level of activity.[1] It can sometimes result in reactions that range in severity from a rash (in the case of patients that may unwittingly have mononucleosis) to potentially lethal allergic reactions such as anaphylaxis. However, as with other penicillin drugs, it is relatively non-toxic and adverse effects of a serious nature are encountered only rarely.

Contents

Mechanism of action

Belonging to the penicillin group of beta-lactam antibiotics, ampicillin is able to penetrate Gram-positive and some Gram-negative bacteria. It differs from penicillin only by the presence of an amino group. That amino group helps the drug penetrate the outer membrane of gram-negative bacteria.

Ampicillin acts as a competitive inhibitor of the enzyme transpeptidase, which is needed by bacteria to make their cell walls.[1] It inhibits the third and final stage of bacterial cell wall synthesis in binary fission, which ultimately leads to cell lysis. Ampicillin has received FDA approval for its mechanism of action.

Effects on chloroplast division

Ampicillin, like other β-lactam antibiotics, not only blocks the division of bacteria, but also the division of chloroplasts of the Glaucophytes (called cyanelles) and chloroplasts of the moss Physcomitrella patens, a bryophyte. In contrast, it has no effect on the plastids of the higher developed vascular plant Lycopersicon esculentum L. (tomato).[2]

Application

Ampicillin is closely related to amoxicillin, another type of penicillin, and both are used to treat urinary tract infections, otitis media, Haemophilus influenzae, salmonellosis and Listeria meningitis. It is used with flucloxacillin in the combination antibiotic co-fluampicil for empiric treatment of cellulitis; providing cover against Group A streptococcal infection whilst the flucloxacillin acts against the Staphylococcus aureus bacterium. Of concern is the number of bacteria that become resistant to Ampicillin necessitating combination therapy or use of other antibiotics.

All Pseudomonas and most strains of Klebsiella and Aerobacter are considered resistant.[3] Additionally, resistance to ampicillin is seen in enterobacter, citrobacter, serratia, indole-positive proteus species, and other hospital-acquired gram negative infections[4].

An ampicillin resistance gene (abbreviated bla) is commonly used as a selectable marker in routine biotechnology. Due to concerns over horizontal gene transfer to pathogenic organisms in the wild, the European Food Safety Authority restricts use of this gene (among other resistance genes) in commercial genetically modified organisms. The enzyme responsible for degrading ampicillin is called beta-lactamase, in reference to the beta-lactam structure of ampicillin and related drugs.

References

  1. ^ a b AHFS DRUG INFORMATION 2006 (2006 ed.). American Society of Health-System Pharmacists. 2006. 
  2. ^ Britta Kasten und Ralf Reski (1997): β-lactam antibiotics inhibit chloroplast division in a moss (Physcomitrella patens) but not in tomato (Lycopersicon esculentum). Journal of Plant Physiology 150, 137-140. [1]
  3. ^ Mosby's Drug Consult 2006 (16 ed.). Mosby, Inc.. 2006. 
  4. ^ Katzung, Bertram G. (2007). Basic and Clinical Pharmacology, 10th edition. New York, NY: McGraw Hill Medical. pp. 733. ISBN 978-0-07-145153-6. 

External links


 
 

 

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American Heritage Dictionary. The American Heritage® Dictionary of the English Language, Fourth Edition Copyright © 2007, 2000 by Houghton Mifflin Company. Updated in 2009. Published by Houghton Mifflin Company. All rights reserved.  Read more
Drug Info. Gold Standard. Copyright © 2008 by Gold Standard. All rights reserved.  Read more
 Oxford A-Z of Medicinal Drugs. Market University Press. © 2000, 2003, 2010 An A-Z of Medicinal Drugs. All rights reserved.  Read more
Columbia Encyclopedia. The Columbia Electronic Encyclopedia, Sixth Edition Copyright © 2012, Columbia University Press. Licensed from Columbia University Press. All rights reserved. www.cc.columbia.edu/cu/cup/ Read more
 Oxford Dictionary of Biochemistry. Oxford University Press. Oxford Dictionary of Biochemistry and Molecular Biology © 1997, 2000, 2006 All rights reserved.  Read more
Saunders Veterinary Dictionary. Saunders Comprehensive Veterinary Dictionary 3rd Edition. Copyright © 2007 by D.C. Blood, V.P. Studdert and C.C. Gay, Elsevier. All rights reserved.  Read more
Mosby's Dental Dictionary. Mosby's Dental Dictionary. Copyright © 2004 by Elsevier, Inc. All rights reserved.  Read more
Random House Word Menu. © 2010 Write Brothers Inc. Word Menu is a registered trademark of the Estate of Stephen Glazier. Write Brothers Inc. All rights reserved.  Read more
Wikipedia on Answers.com. This article is licensed under the Creative Commons Attribution/Share-Alike License. It uses material from the Wikipedia article Ampicillin Read more

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