Amoxicillin

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Amoxicillin
Category Antibiotics
Catalog number BBF-00681
CAS 26787-78-0
Molecular Weight 365.40
Molecular Formula C16H19N3O5S
Purity > 98%

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Description

Amoxicillin is one of the commonly used anti-infective drugs. The antibacterial spectrum and antibacterial activity were similar to ampicillin, oral absorption was better than ampicillin, LD50 was 25g/kg (mouse, oral). It can prevent and treat infections caused by various Gram-positive and negative bacteria including Escherichia coli, Salmonella paratyphi, Streptococcus, Haemophilus parasuis, Actinobacillus pleuropneumoniae, etc.

Specification

Related CAS 34642-77-8 (monohydrochloride salt) 61336-70-7 (trihydrate)
Synonyms Amoxycillin; Amoxicilline; p-Hydroxyampicillin; Amopenixin; Amolin; Moxal; D-Amoxicillin; Clamoxyl; Amoxil; Amoxicillinum; Amoxicilina; Delacillin
Storage Store at 2-8°C
IUPAC Name (2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
Canonical SMILES CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C
InChI InChI=1S/C16H19N3O5S/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24)/t9-,10-,11+,14-/m1/s1
InChI Key LSQZJLSUYDQPKJ-NJBDSQKTSA-N

Properties

Appearance Solid
Application Anti-bacterial agents
Antibiotic Activity Spectrum Gram-positive bacteria; Gram-negative bacteria
Boiling Point 743.2±60.0 °C (Predicted)
Melting Point 140 °C
Density 1.540±0.10 g/cm3 (Predicted)
Solubility Soluble in Water

Reference Reading

1.Helicobacter pylori therapy: a paradigm shift.
Graham DY1, Dore MP1,2. Expert Rev Anti Infect Ther. 2016 Apr 14. [Epub ahead of print]
Helicobacter pylori (H. Pylori) is a leading cause of gastroduodenal disease, including gastric cancer. H. pylori eradication therapies and their efficacy are summarized. A number of current treatment regimens will reliably yield >90% or 95% cure rates with susceptible strains. None has proven to be superior. We show how to predict the efficacy of a regimen in any population provided one knows the prevalence of antibiotic resistance. As with other infectious diseases, therapy should always be susceptibility-based. Susceptibility testing should be demanded. We provide recommendations for empiric therapies when the only option and describe how to distinguish studies providing misinformation from those providing reliable and interpretable data. When treated as an infectious disease, high H. pylori cure rates are relatively simple to reliably achieve.
2.Comparison of Clinical Laboratory Standards Institute and European Committee on Antimicrobial Susceptibility Testing guidelines for the interpretation of antibiotic susceptibility at a University teaching hospital in Nairobi, Kenya: a cross-sectional study.
Kassim A1, Omuse G2, Premji Z2, Revathi G2. Ann Clin Microbiol Antimicrob. 2016 Apr 11;15(1):21. doi: 10.1186/s12941-016-0135-3.
BACKGROUND: The Clinical Laboratory Standards Institute (CLSI) and the European Committee on Antimicrobial Susceptibility Testing (EUCAST) guidelines are the most popular breakpoint guidelines used in antimicrobial susceptibility testing worldwide. The EUCAST guidelines are freely available to users while CLSI is available for non-members as a package of three documents for US $500 annually. This is prohibitive for clinical microbiology laboratories in resource poor settings. We set out to compare antibiotic susceptibility determined by the two guidelines to determine whether adoption of EUCAST guidelines would significantly affect our susceptibility patterns.
3.The effects of amoxicillin, ceftiofur, doxycycline, tiamulin and tulathromycin on swine humoral immune response induced by erysipelas vaccination.
Pomorska-Mól M1, Kwit K1, Wierzchosławski K2, Dors A1, Pejsak Z1. Vet Rec. 2016 Apr 12. pii: vetrec-2015-103533. doi: 10.1136/vr.103533. [Epub ahead of print]
It addition to their antimicrobial properties, antibiotics can influence the host immune system (modulation of cytokine secretion, antibody production and T-cell proliferation). In the present study, the authors studied the effects of therapeutic doses of amoxicillin (AMX), ceftiofur (CEF), doxycycline (DOXY), tiamulin (TIAM) and tulathromycin (TUL) on the postvaccinal immune response after pigs had been vaccinated against erysipelas. Because humoral immunity is considered as the most important in the protection against swine erysipelas, the present study focused on the interactions between antibiotics and postvaccinal humoral immunity. One hundred and five, eight-week-old pigs of both sexes were used. Specific antibodies to theErysipelothrix rhusiopathiaeantigen were determined using a commercial ELISA test. In pigs treated with DOXY or CEF or TIAM, a significant reduction in the number of positive pigs was observed four and six weeks after the second dose of vaccine, compared with the remaining vaccinated groups.
4.Successful Doxycycline Therapy in a Patient With Escherichia coli and Multidrug-Resistant Klebsiella pneumoniae Urinary Tract Infection.
White CR1, Jodlowski TZ2, Atkins DT3, Holland NG3. J Pharm Pract. 2016 Apr 12. pii: 0897190016642362. [Epub ahead of print]
OBJECTIVE: To report on a patient with a symptomatic, polymicrobial Escherichia coli and multidrug-resistant (MDR), extended-spectrum β-lactamase (ESBL)-positive Klebsiella pneumoniae urinary tract infection (UTI) who was successfully treated with oral doxycycline hyclate.

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