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Amoxicillin
drug data and news
Amoxicillin drug data, resources, and news articles (when available). Onconews.org provides news on cancer research. This section, which includes profiles on medicines that may or not be cancer-related is in beta form. If things run smoothly we will be releasing a new format late in the summer of 2006.
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| Generic name | Amoxicillin | ||
| Brand Names/Synonyms | AMC; AMPC; Amoclen; Amolin; Amopen; Amopenixin; Amoxi; Amoxi-Mast; Amoxicilina [Inn-Spanish]; Amoxicillin; Amoxicillin Anhydrous; Amoxicillin Trihydrate; Amoxicilline [Inn-French]; Amoxicillinum [Inn-Latin]; Amoxiden; Amoxil; Amoxivet; Amoxycillin; Amoxycillin Trihydrate; Ampy-Penyl; Anemolin; Aspenil; BL-P 1410; BLP 1410; BRL 2333; Biomox; Bristamox; Cemoxin; Clamoxyl; D-Amoxicillin; Delacillin; Dispermox; Efpenix; Flemoxin; HSDB 3204; Hiconcil; Histocillin; Ibiamox; Imacillin; Metafarma Capsules; Metifarma Capsules; Moxacin; Moxal; P-Hydroxyampicillin; Piramox; Polymox; Robamox; Sawamox Pm; Sumox; Trihydrate; Trimox; Unicillin; Utimox; Vetramox; Wymox; [Inn-Latin] | ||
| Indication | For treatment of Infections due to Streptococcus spp. (a- and b-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae, E. coli, P. mirabilis, E. faecalis and H. pylori. (ONLY b-lactamase-negative strains). | ||
| Sponsored links | Description | Not Available | |
| Pharmacology | Amoxicillin is an antibacterial antibiotic. It is a semisynthetic aminopenicillin and is similar to ampicillin in that it has a broader spectrum of activity than penicillin. Amoxicillin is commonly used to treat infections such as otitis media, bronchitis, sinusitis, endocarditis prophylaxis, Helicobacter pylori, and bacterial cystitis caused by susceptible organisms. | ||
| Mechanism Of Action | Amoxicillin binds to penicillin-binding protein 1A (PBP-1A) located inside the bacterial cell well. Penicillins acylate the penicillin-sensitive transpeptidase C-terminal domain by opening the lactam ring. This inactivation of the enzyme prevents the formation of a cross-link of two linear peptidoglycan strands, inhibiting the third and last stage of bacterial cell wall synthesis. Cell lysis is then mediated by bacterial cell wall autolytic enzymes such as autolysins; it is possible that amoxicllin interferes with an autolysin inhibitor. | ||
| Amoxicillin News (When available) |
Combined, Genes and Environment Affect Health More Than They Do ... 07 Mar 2006 Randomized, Placebo-Controlled Trial of Olanzapine as Maintenance ... Feb 14, 2006 Stephan Heres, MD , John Davis, MD , Katja Maino, MD , Elisabeth ... Feb 9, 2006 Trimipramine for Refractory Panic Attacks Mar 2, 2006 Prevention and Early Interventions Feb 27, 2006 DRD2 Promoter Region Variation as a Predictor of Sustained ... Mar 2, 2006 Reducing Nonadherence: New Formulations of Antipsychotic ... Feb 27, 2006 Sildenafil in the Treatment of Antipsychotic-Induced Erectile ... Mar 2, 2006 Next "Step" in Treating Bipolar Depression Feb 14, 2006 Killing highlights system 'flaws' Mar 2, 2006 Serial stabber denies attempted murder Feb 27, 2006 Maniac stabbed 6 victims Feb 27, 2006 Sudden Akathisia After a Ziprasidone Dose Reduction Mar 2, 2006 Huge NIMH Study of Antipsychotics—The Catie Trial—Was ... Mar 1, 2006 Antisaccade Performance in Monozygotic Twins Discordant for ... Mar 2, 2006 The Schizophrenia Cognition Rating Scale: An Interview-Based ... Mar 2, 2006 Myocarditis During Clozapine Treatment Feb 14, 2006 Treatment-Resistant Bipolar Depression: A STEP-BD Equipoise ... Feb 9, 2006 Personal Accounts: Scaling Mount Rushmore: Cartography of a Manic ... Feb 14, 2006 Undercover journalist in court Feb 11, 2006 Exploring Treatment Options for Patients with Autism Feb 6, 2006 Predictors of Recurrence in Bipolar Disorder: Primary Outcomes ... Feb 8, 2006 MHRA asks Lilly to pull back advice leaflet Feb 15, 2006 Sudden cardiac death and antipsychotics. Part 1: Risk factors and ... Feb 9, 2006 Psychiatric drugs restored Nia's sanity and destroyed her beauty ... Jan 25, 2006 CATIE Phase I Helps Clinicians Tailor Schizophrenia Treatment Jan 12, 2006 High-Cost Use of Second-Generation Antipsychotics Under ... Jan 25, 2006 Patient- and Facility-Level Factors Associated With Diffusion of a ... Jan 25, 2006 Exploring Treatment Options for Patients with Autism Feb 6, 2006 Guideline Watch: Practice Guideline for the Treatment of Patients ... Jan 23, 2006 Retrospective Analysis of Diabetes Risk in Elderly Patients With ... Jan 23, 2006 Lilly Reports Q4 EPS of $.64, or $.80 Excluding Charges; 2005 EPS ... Jan 26, 2006 Lilly Reports Q4 EPS of $.64, or $.80 Excluding Charges; 2005 EPS ... Jan 26, 2006 Effect of Aripiprazole for a Patient With Psychotic Symptoms and ... Jan 23, 2006 People Can Suffer from Bipolar Disorder for Years until It is ... Jan 30, 2006 We need more studies like CATIE - says Principal Investigator Jan 11, 2006 Brief Reports: Patterns of Psychotropic Medication Use by Race ... Jan 25, 2006 Neurological and Psychopathological Sequelae Associated With a ... Jan 23, 2006 Lundbeck gets first nod for revived schizophrenia drug Jan 18, 2006 Australian and New Zealand Clinical Practice Guidelines for the ... Jan 23, 2006 Prevalence of the Night Eating Syndrome in a Psychiatric ... Jan 24, 2006 Interpreting the Results of the CATIE Study Jan 7, 2006 | ||
| Dosage Forms | CAPSULES ; TABLET | ||
| Drug_Category | Anti-bacterial Agents; Penicillins; ATC:J01CA04 | ||
| Absorption | Rapidly absorbed after oral administration | ||
| Interactions |
-->Interactions for Amoxicillin: Probenecid decreases the renal tubular secretion of amoxicillin. Concurrent use of amoxicillin and probenecid may result in increased and prolonged blood levels of amoxicillin. Chloramphenicol, macrolides, sulfonamides, and tetracy-clines may interfere with the bactericidal effects of penicillin. This has been demonstrated in vitro; however, the clinical significance of this interaction is not well documented. Drug/Laboratory Test Interactions: High urine concentrations of ampicillin may result in false-positive reactions when testing for the presence of glucose in urine using CLINITEST®, Benedictís Solution, or Fehlingís Solution. Since this effect may also occur with amoxicillin, it is recommended that glucose tests based on enzymatic glucose oxi-dase reactions (such as CLINISTIX®) be used. Following administration of ampicillin to pregnant women, a transient decrease in plasma concentration of total conjugated estriol, estriol-glucuronide, conjugated estrone, and estradiol has been noted. This effect may also occur with amoxicillin. Carcinogenesis, Mutagenesis, Impairment of Fertility: Long-term studies in animals have not been performed to evaluate carcinogenic potential. Studies to detect mutagenic potential of amoxicillin alone have not been conducted; however, the following information is available from tests on a 4:1 mixture of amoxicillin and potassium clavulanate (AUGMENTIN). AUGMENTIN was non-mutagenic in the Ames bacterial mutation assay, and the yeast gene conversion assay. AUGMENTIN was weakly positive in the mouse lymphoma assay, but the trend toward increased mutation frequencies in this assay occurred at doses that were also associated with decreased cell survival. AUGMENTIN was negative in the mouse micronucleus test, and in the dominant lethal assay in mice. Potassium clavulanate alone was tested in the Ames bacterial mutation assay and in the mouse micronucleus test, and was negative in each of these assays. In a multi-generation reproduction study in rats, no impairment of fertility or other adverse reproductive effects were seen at doses up to 500 mg/kg (approximately 3 times the human dose in mg/m2). Pregnancy: Teratogenic Effects: Pregnancy Category B. Reproduction studies have been performed in mice and rats at doses up to 10 times the human dose and have revealed no evidence of impaired fertility or harm to the fetus due to amoxicillin. There are, however, no adequate and well-controlled studies in pregnant women. Because animal reproduction studies are not always predictive of human response, this drug should be used during pregnancy only if clearly needed. Labor and Delivery: Oral ampicillin-class antibiotics are poorly absorbed during labor. Studies in guinea pigs showed that intravenous administration of ampicillin slightly decreased the uterine tone and frequency of contractions but moderately increased the height and duration of contractions. However, it is not known whether use of amoxicillin in humans during labor or delivery has immediate or delayed adverse effects on the fetus, prolongs the duration of labor, or increases the likelihood that forceps delivery or other obstetrical intervention or resuscitation of the newborn will be necessary. Nursing Mothers: Penicillins have been shown to be excreted in human milk. Amoxicillin use by nursing mothers may lead to sensitization of infants. Caution should be exercised when amoxicillin is administered to a nursing woman. Pediatric Use: Because of incompletely developed renal function in neonates and young infants, the elimination of amoxicillin may be delayed. Dosing of AMOXIL should be modified in pediatric patients 12 weeks or younger (£3 months). (See DOSAGE AND ADMINISTRATIONñNeonates and infants.) | ||
| Toxicity | Serious toxicity is unlikely following large doses of amoxicillin. Acute ingestion of large doses of amoxicillin may cause nausea, vomiting, diarrhea and abdominal pain. Acute oliguric renal failure and hematuria may occur following large doses. | ||
| Organisms Affected | Enteric bacteria and other eubacteria | ||
| Chemical IUPAC Name | 7-[2-amino-2-(4-hydroxyphenyl)-acetyl]amino-3,3-dimethyl-6-oxo-2-thia-5-azabicyclo[3.2.0]heptane-4-carboxylicacid | ||
| Chemical Formula | C16H19N3O5S | ||
| Molecular Weight | 365.405 g/mol | ||
| Smiles String | CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C | ||
| Melting Point | 194°C | ||
| Water Solubility | 3430 mg/L | ||
| State | Solid; A white or almost white, very hygroscopic powder | ||
| LogP/Hphobicity | -1.75 | ||
| Isoelectric Point | Not Available | ||
| Biotransformation | Hepatic metabolism accounts for less than 30% of the biotransformation of most penicillins | ||
| Half Life | 61.3 minutes | ||
| Protein Binding [%] | In blood serum, amoxicillin is approximately 20% protein-bound | ||
| RxList Link | RXlist | ||
| Sponsored links | |||
| Drug Reference |
http://www.drugs.com/cons/Amoxicillin.html http://www.rxlist.com/cgi/generic/amox.htm http://www.pharmgkb.org/views/index.jsp?objId= | ||
| Drug Type | Approved Drug | ||
| Accession No | APRD00248 | ||
| CAS Registry Number | 26787-78-0 | ||
| KEGG Compound ID | C06827 | ||
| PubChem ID | SID:9045 | ||
| PharmGKB ID | PA448406 | ||
| SwissProt ID | Not Available | ||
| GenBank ID | Not Available | ||
| Drug ID Number [DIN] | 2262886 |
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