AMOXICILLIN ANHYDROUS

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C16H19N3O5S
Molecular Weight	365.404
Optical Activity	UNSPECIFIED
Defined Stereocenters	4 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[H][C@]12SC(C)(C)[C@@H](N1C(=O)[C@H]2NC(=O)[C@H](N)C3=CC=C(O)C=C3)C(O)=O

InChI

InChIKey=LSQZJLSUYDQPKJ-NJBDSQKTSA-N

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

HIDE SMILES / InChI

Description
Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf

Amoxicillin is one of the widely prescribed antibacterial agents, which was discovered by scientists at Beecham Research Laboratories in 1972. In the US GlaxoSmithKline markets it under the original brand name Amoxil. It is the first line treatment for middle ear infections. It is also used for strep throat, pneumonia, skin infections, and urinary tract infections it is taken by mouth. Amoxicillin inhibits the third and final stage of bacterial cell wall synthesis by preferentially binding to specific penicillin-binding proteins (PBPs) that are located inside the bacterial cell wall. This results in a formation of defective cell wall and a cell death. Common side effects include nausea and rash. It may also increase the risk of yeast infections and, when used in combination with clavulanic acid, diarrhea. It should not be used in those who are allergic to penicillin.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Bacterial penicillin-binding protein 232 Target ID: CHEMBL2354204 Sources: https://www.ncbi.nlm.nih.gov/pubmed/12461003	Inhibitor 8228

Conditions

Condition	Modality	Highest Phase	Product
Infections of the ear, nose, and throat 5 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf	Curative	Approved 8360	AMOXIL Approved Use AMOXICILLIN is indicated in the treatment of infections due to susceptible (ONLY β-lactamase–negative) strains of the designated microorganisms in the conditions listed below: Infections of the ear, nose and throat - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Infections of the genitourinary tract - due to E. coli, P. mirabilis, or E. faecalis. Infections of the skin and skin structure - due to Streptococcus spp. (α- and β-hemolytic strains only), Staphylococcus spp., or E. coli. Infections of the lower respiratory tract - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Gonorrhea, acute uncomplicated (ano-genital and urethral infections) - due to N. gonorrhoeae (males and females). H. pylori eradication to reduce the risk of duodenal ulcer recurrence Triple Therapy: AMOXICILLIN/clarithromycin/lansoprazole AMOXICILLIN, in combination with clarithromycin plus lansoprazole as triple therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) to eradiate H. pylori. Eradication of H. pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) Dual Therapy: AMOXICILLIN/lansoprazole AMOXICILLIN, in combination with lansoprazole delayed-release capsules as dual therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) who are either allergic or intolerant to clarithromycin or in whom resistance to clarithromycin is known or suspected. (See the clarithromycin package insert, MICROBIOLOGY.) Eradication of H.pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) To reduce the development of drug-resistant bacteria and maintain the effectiveness of AMOXICILLIN and other antibacterial drugs, AMOXICILLIN should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Indicated surgical procedures should be performed. Launch Date 3.40934394E11
Infections of the genitourinary tract 3 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf	Curative	Approved 8360	AMOXIL Approved Use AMOXICILLIN is indicated in the treatment of infections due to susceptible (ONLY β-lactamase–negative) strains of the designated microorganisms in the conditions listed below: Infections of the ear, nose and throat - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Infections of the genitourinary tract - due to E. coli, P. mirabilis, or E. faecalis. Infections of the skin and skin structure - due to Streptococcus spp. (α- and β-hemolytic strains only), Staphylococcus spp., or E. coli. Infections of the lower respiratory tract - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Gonorrhea, acute uncomplicated (ano-genital and urethral infections) - due to N. gonorrhoeae (males and females). H. pylori eradication to reduce the risk of duodenal ulcer recurrence Triple Therapy: AMOXICILLIN/clarithromycin/lansoprazole AMOXICILLIN, in combination with clarithromycin plus lansoprazole as triple therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) to eradiate H. pylori. Eradication of H. pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) Dual Therapy: AMOXICILLIN/lansoprazole AMOXICILLIN, in combination with lansoprazole delayed-release capsules as dual therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) who are either allergic or intolerant to clarithromycin or in whom resistance to clarithromycin is known or suspected. (See the clarithromycin package insert, MICROBIOLOGY.) Eradication of H.pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) To reduce the development of drug-resistant bacteria and maintain the effectiveness of AMOXICILLIN and other antibacterial drugs, AMOXICILLIN should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Indicated surgical procedures should be performed. Launch Date 3.40934394E11
Skin and skin structure infections 80 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf	Curative	Approved 8360	AMOXIL Approved Use AMOXICILLIN is indicated in the treatment of infections due to susceptible (ONLY β-lactamase–negative) strains of the designated microorganisms in the conditions listed below: Infections of the ear, nose and throat - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Infections of the genitourinary tract - due to E. coli, P. mirabilis, or E. faecalis. Infections of the skin and skin structure - due to Streptococcus spp. (α- and β-hemolytic strains only), Staphylococcus spp., or E. coli. Infections of the lower respiratory tract - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Gonorrhea, acute uncomplicated (ano-genital and urethral infections) - due to N. gonorrhoeae (males and females). H. pylori eradication to reduce the risk of duodenal ulcer recurrence Triple Therapy: AMOXICILLIN/clarithromycin/lansoprazole AMOXICILLIN, in combination with clarithromycin plus lansoprazole as triple therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) to eradiate H. pylori. Eradication of H. pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) Dual Therapy: AMOXICILLIN/lansoprazole AMOXICILLIN, in combination with lansoprazole delayed-release capsules as dual therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) who are either allergic or intolerant to clarithromycin or in whom resistance to clarithromycin is known or suspected. (See the clarithromycin package insert, MICROBIOLOGY.) Eradication of H.pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) To reduce the development of drug-resistant bacteria and maintain the effectiveness of AMOXICILLIN and other antibacterial drugs, AMOXICILLIN should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Indicated surgical procedures should be performed. Launch Date 3.40934394E11
Gonorrhea, acute uncomplicated 3 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf	Curative	Approved 8360	AMOXIL Approved Use AMOXICILLIN is indicated in the treatment of infections due to susceptible (ONLY β-lactamase–negative) strains of the designated microorganisms in the conditions listed below: Infections of the ear, nose and throat - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Infections of the genitourinary tract - due to E. coli, P. mirabilis, or E. faecalis. Infections of the skin and skin structure - due to Streptococcus spp. (α- and β-hemolytic strains only), Staphylococcus spp., or E. coli. Infections of the lower respiratory tract - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Gonorrhea, acute uncomplicated (ano-genital and urethral infections) - due to N. gonorrhoeae (males and females). H. pylori eradication to reduce the risk of duodenal ulcer recurrence Triple Therapy: AMOXICILLIN/clarithromycin/lansoprazole AMOXICILLIN, in combination with clarithromycin plus lansoprazole as triple therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) to eradiate H. pylori. Eradication of H. pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) Dual Therapy: AMOXICILLIN/lansoprazole AMOXICILLIN, in combination with lansoprazole delayed-release capsules as dual therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) who are either allergic or intolerant to clarithromycin or in whom resistance to clarithromycin is known or suspected. (See the clarithromycin package insert, MICROBIOLOGY.) Eradication of H.pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) To reduce the development of drug-resistant bacteria and maintain the effectiveness of AMOXICILLIN and other antibacterial drugs, AMOXICILLIN should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Indicated surgical procedures should be performed. Launch Date 3.40934394E11
Helicobacter pylori infection and duodenal ulcer disease 3 Sources: http://www.accessdata.fda.gov/drugsatfda_docs/label/2011/050542s026s027s028,050754s013s014s017,050760s012s013s015,050761s012s013s015lbl.pdf	Curative	Approved 8360	AMOXIL Approved Use AMOXICILLIN is indicated in the treatment of infections due to susceptible (ONLY β-lactamase–negative) strains of the designated microorganisms in the conditions listed below: Infections of the ear, nose and throat - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Infections of the genitourinary tract - due to E. coli, P. mirabilis, or E. faecalis. Infections of the skin and skin structure - due to Streptococcus spp. (α- and β-hemolytic strains only), Staphylococcus spp., or E. coli. Infections of the lower respiratory tract - due to Streptococcus spp. (α- and β-hemolytic strains only), S. pneumoniae, Staphylococcus spp., or H. influenzae. Gonorrhea, acute uncomplicated (ano-genital and urethral infections) - due to N. gonorrhoeae (males and females). H. pylori eradication to reduce the risk of duodenal ulcer recurrence Triple Therapy: AMOXICILLIN/clarithromycin/lansoprazole AMOXICILLIN, in combination with clarithromycin plus lansoprazole as triple therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) to eradiate H. pylori. Eradication of H. pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) Dual Therapy: AMOXICILLIN/lansoprazole AMOXICILLIN, in combination with lansoprazole delayed-release capsules as dual therapy, is indicated for the treatment of patients with H.pylori infection and duodenal ulcer disease (active or 1-year history of a duodenal ulcer) who are either allergic or intolerant to clarithromycin or in whom resistance to clarithromycin is known or suspected. (See the clarithromycin package insert, MICROBIOLOGY.) Eradication of H.pylori has been shown to reduce the risk of duodenal ulcer recurrence. (See CLINICAL STUDIES and DOSAGE AND ADMINISTRATION.) To reduce the development of drug-resistant bacteria and maintain the effectiveness of AMOXICILLIN and other antibacterial drugs, AMOXICILLIN should be used only to treat or prevent infections that are proven or strongly suspected to be caused by susceptible bacteria. When culture and susceptibility information are available, they should be considered in selecting or modifying antibacterial therapy. In the absence of such data, local epidemiology and susceptibility patterns may contribute to the empiric selection of therapy. Indicated surgical procedures should be performed. Launch Date 3.40934394E11

C_max

Value	Dose	Co-administered	Analyte	Population
11.8 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/836010/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:		AMOXICILLIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

AUC

Value	Dose	Co-administered	Analyte	Population
37.6 μg × h/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/836010/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:		AMOXICILLIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
0.5 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/836010/	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered:		AMOXICILLIN plasma	Homo sapiens population: HEALTHY age: ADULT sex: MALE food status: UNKNOWN

Doses

Dose	Population	Adverse events
775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	Disc. AE: Pharyngolaryngeal pain... Other AEs: Nausea, Pharyngotonsillitis... AEs leading to discontinuation/dose reduction: Pharyngolaryngeal pain (severe, 0.6%) Other AEs: Nausea (1.5%) Pharyngotonsillitis (0.9%) Vulvovaginal candidiasis (0.9%) Headache (0.7%) Diarrhea (0.5%) Abdominal pain (0.5%) Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf

AEs

AE	Significance	Dose	Population
Abdominal pain	0.5%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Diarrhea	0.5%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Headache	0.7%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Pharyngotonsillitis	0.9%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Vulvovaginal candidiasis	0.9%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Nausea	1.5%	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf
Pharyngolaryngeal pain	severe, 0.6% Disc. AE	775 mg 1 times / day steady, oral Dose: 775 mg, 1 times / day Route: oral Route: steady Dose: 775 mg, 1 times / day Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf	unhealthy, > 12 years n = 302 Health Status: unhealthy Condition: pharyngitis secondary to Streptococcus pyogenes Age Group: > 12 years Population Size: 302 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/nda/2008/050813s000medr.pdf

Sourcing

Vendor/Aggregator	ID	URL
3B Scientific (Wuhan) Corp	3B2-0028	http://www.3bsc.com/index/pro_info.php?id=19384
Aaron Chemicals	AR006UMZ	http://www.aaronchem.com/26787-78-0
AbMole Bioscience	M4095	http://www.abmole.com/products/notoginsenoside-fe.html
Achemtek	0104-023910	http://www.achemtek.com/26787-78-0
Acorn PharmaTech	ACN-044355	http://www.acornpharmatech.com/
Acros Organics	AC455140050	https://www.fishersci.com/shop/products/amoxicillin-96-acros-organics-1/AC455140050
Acros Organics	AC455140010	https://www.fishersci.com/shop/products/amoxicillin-96-acros-organics-2/AC455140010
Acros Organics	AC455140250	https://www.fishersci.com/shop/products/amoxicillin-96-acros-organics/AC455140250
Alsachim	723	http://www.alsachim.com/product-C2651-glo.bal-view.html
Aurora Fine Chemicals LLC	A13.142.375	http://online.aurorafinechemicals.com/info?ID=A13.142.375
Aurum Pharmatech LLC	NE41275	http://www.Aurumpharmatech.com/Product/ProductDetails/NE41275
AvaChem Scientific	2773A	http://www.avachem.com/productSearch.asp?2773A
BLD Pharm	BD233963	http://www.bldpharm.com/products/26787-78-0.html
BioCrick	BCC4625	http://www.biocrick.com/Amoxicillin-BCC4625.html
Boerchem	BC204303	http://www.boerchem.com/?product_34374.html
CSNpharm	CSN13145	https://www.csnpharm.com/products/amoxicillin.html
Chem Scene	CS-2612	http://www.chemscene.com/26787-78-0.html
ChemMol	30102056	http://www.chemmol.com/chemmol/30102056.html
ChemMol	44001791	http://www.chemmol.com/chemmol/44001791.html
ChemMol	99055597	http://www.chemmol.com/chemmol/99055597.html
Chemspace	CSSB00000693552	https://chem-space.com/CSSB00000693552
Hairui	HR130838	http://www.hairuichem.com/en/product/61336-70-7.html
Lab Network	LN00239840	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00239840
MedChem Express	HY-B0467A	https://www.medchemexpress.com/amoxicillin.html
Selleck Chemicals	S3015	http://www.selleckchem.com/products/amoxicillin-amoxycillin.html
Sigma-Aldrich	A8523_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/a8523?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Smolecule	S584747	https://www.smolecule.com/products/s584747
THE BioTek	bt-298733	https://www.thebiotek.com/product/others/bt-298733
Yuhao Chemical	LQ4576	http://www.chemyuhao.com/26787-78-0.html
abcr GmbH	AB439985	http://www.abcr.com/shop/en/AB439985
eNovation Chemicals	D673782	https://www.enovationchem.com/ProductDetails.asp?ProductID=D673782
eNovation Chemicals	D764547	https://www.enovationchem.com/ProductDetails.asp?ProductID=D764547
eNovation Chemicals	D783616	https://www.enovationchem.com/ProductDetails.asp?ProductID=D783616
iChemical	EBD2203797	http://www.ichemical.com/products/26787-78-0.html?utm_source=PubChem&utm_medium=website&utm_campaign=product%20catalogs
mcule	MCULE-5710225015	https://mcule.com/MCULE-5710225015/

PubMed

Title	Date	PubMed
[Acute myocardial infarction after anaphylactic reaction to amoxicillin].	1999 Aug	10439663
[Amoxicillin caused aseptic meningoencephalitis].	1999 Jan 20	10068320
Acute interstitial nephritis following amoxicillin overdose.	1999 Jun	10405561
Aseptic meningitis after treatment with amoxicillin.	1999 Jun 5	10356006
[Cerebral and renal toxicity of acyclovir in a patient treated for meningoencephalitis].	1999 Nov	10615548
[Acute renal failure after amoxicillin crystallization].	2000 Apr 8	10797821
[Intrahepatic cholestasis induced by amoxicillin alone].	2000 May	10902278
Adverse reaction to amoxicillin: a case report.	2000 Sep-Oct	11048309
Use of antibiotics to treat bacteriuria of pregnancy in the Nordic countries. Which antibiotics are appropriate to treat bacteriuria of pregnancy?	2001 Apr	11295409
A prospective observational study of 5-, 7-, and 10-day antibiotic treatment for acute otitis media.	2001 Apr	11283494
Effects of lansoprazole, clarithromycin and pH gradient on uptake of [14C]amoxycillin into rat gastric tissue.	2001 Apr	11266411
Helicobacter eradication versus prompt endoscopy for dyspepsia.	2001 Apr	11266397
Effect of the treatment of Helicobacter pylori infection on gastric emptying and its influence on the glycaemic control in type 1 diabetes mellitus.	2001 Apr	11182211
Simultaneous determination of five beta-lactam antibiotics in bovine milk using liquid chromatography coupled with electrospray ionization tandem mass spectrometry.	2001 Apr 1	11321318
Comparison of amoxicillin and azithromycin in the prevention of recurrent acute otitis media.	2001 Apr 6	11249979
Cefprozil versus high-dose amoxicillin/clavulanate in children with acute otitis media.	2001 Feb	11293553
Differentiation between reinfection and recrudescence of helicobacter pylori strains using PCR-based restriction fragment length polymorphism analysis.	2001 Feb	11293500
The effect of postsurgical antibiotics on the healing of intrabony defects following treatment with enamel matrix proteins.	2001 Feb	11288792
Sensitivity of Borrelia burgdorferi strains isolated in the Czech Republic.	2001 Feb	11243589
Do some patients with Helicobacter pylori infection benefit from an extension to 2 weeks of a proton pump inhibitor-based triple eradication therapy?	2001 Feb	11232676
[Selection of antibiotics and planning of eradication for H. pylori infection].	2001 Feb	11218403
Free radical production by antibiotic-killed bacteria in the guinea pig middle ear.	2001 Feb	11210876
Acute generalized exanthematous pustulosis induced by amoxycillin with clavulanate.	2001 Feb	11205392
Topical antibiotic prophylaxis for bacteremia after dental extractions.	2001 Feb	11174592
Definite streptococcus bovis endocarditis: characteristics in 20 patients.	2001 Jan	11284936
[Multiresistant tuberculosis caused by Mycobacterium bovis and human immunodeficiency virus infection. Are there new therapeutic possibilities?].	2001 Jan	11256251
Meropenem in neonatal severe infections due to multiresistant gram-negative bacteria.	2001 Jan	11237230
A prospective study of antibiotic use and associated infections in young children.	2001 Jan	11237117
[Prevention of endocarditis within the scope of ENT interventions. Current recommendations].	2001 Jan	11219408
Randomized study of two "rescue" therapies for Helicobacter pylori-infected patients after failure of standard triple therapies.	2001 Jan	11197288
Oral moxifloxacin vs high-dosage amoxicillin in the treatment of mild-to-moderate, community-acquired, suspected pneumococcal pneumonia in adults.	2001 Jan	11157603
Neonatal group B streptococcal infection. Results of 33 months of universal maternal screening and antibioprophylaxis.	2001 Jan	11134830
Cause of high variability in drug dissolution testing and its impact on setting tolerances.	2001 Jan	11113646
Charm Safe-Level beta-Lactam Test for amoxicillin, ampicillin, ceftiofur, cephapirin, and penicillin G in raw commingled milk.	2001 Jan-Feb	11234843
[A prospective study on erysipelas and infectious cellulitis: how are they dealt within hospital?].	2001 Mar	11319360
Peptic ulcer occurrence in follow-up of chronic gastritis in patients with treated and not eradicated CagA-positive Helicobacter pylori infection.	2001 Mar	11318536
The effect of culture results for Helicobacter pylori on the choice of treatment following failure of initial eradication.	2001 Mar	11303370
Lacrimal gland ductal cyst abscess.	2001 Mar	11281587
Screening method for identification of beta-lactams in bovine urine by use of liquid chromatography and a microbial inhibition test.	2001 Mar	11277195
Effect of genotypic differences in CYP2C19 on cure rates for Helicobacter pylori infection by triple therapy with a proton pump inhibitor, amoxicillin, and clarithromycin.	2001 Mar	11240980
Five-day proton pump inhibitor-based quadruple therapy regimen is more effective than 7-day triple therapy regimen for Helicobacter pylori infection.	2001 Mar	11207518
Clarithromycin vs. furazolidone in quadruple therapy regimens for the treatment of Helicobacter pylori in a population with a high metronidazole resistance rate.	2001 Mar	11207517
Evaluation of the clinical microbiology profile of moxifloxacin.	2001 Mar 15	11249830
[Angina tonsillaris in children. Penicillin V can not be recommended here].	2001 Mar 22	11302079
Broad-spectrum antibiotics for spontaneous preterm labour: the ORACLE II randomised trial. ORACLE Collaborative Group.	2001 Mar 31	11293641
Broad-spectrum antibiotics for preterm, prelabour rupture of fetal membranes: the ORACLE I randomised trial. ORACLE Collaborative Group.	2001 Mar 31	11293640
Activity of moxifloxacin and twelve other antimicrobial agents against 216 clinical isolates of Streptococcus pneumoniae.	2001 Mar-Apr	11173809
Antibiotic resistance and antibiotic sensitivity based treatment in Helicobacter pylori infection: advantages and outcome.	2001 May	11316688
Simultaneous determination of amoxycillin and clavulanic acid in pharmaceutical dosage forms by LC with amperometric detection.	2001 May	11275440
Worldwide prevalence of antimicrobial resistance in Streptococcus pneumoniae, Haemophilus influenzae, and Moraxella catarrhalis in the SENTRY Antimicrobial Surveillance Program, 1997-1999.	2001 May 15	11320449

Patents

Sample Use Guides

In Vivo Use Guide

In adults, 750-1750 mg/day in divided doses every 8-12 hours. In Pediatric Patients > 3 Months of Age, 20-45 mg/kg/day in divided doses every 8-12 hours. Treatment of gonorrhea is 3 grams as a single oral dose. The upper dose for neonates and infants ≤ 3 months is 30 mg/kg/day divided every 12 hours. Dosing for H. pylori Infection: Triple therapy: 1 gram AMOXIL, 500 mg clarithromycin, and 30 mg lansoprazole, all given twice daily (every 12 hours) for 14 days. Dual therapy: 1 gram AMOXIL and 30 mg lansoprazole, each given three times daily (every 8 hours) for 14 days.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Name

Type

Language

AMOXICILLIN ANHYDROUS

Common Name

English

Amoxicillin [WHO-DD]

Common Name

English

amoxicillin [INN]

Common Name

English

AMOXYCILLIN

Common Name

English

AMOXICILLINE

Common Name

English

AMOXICILLIN [MART.]

Common Name

English

AMOXICILLIN (ANHYDROUS)

Common Name

English

4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID, 6-((AMINO(4-HYDROXYPHENYL)ACETYL)AMINO)-3,3-DIMETHYL-7-OXO-(2S-(2.ALPHA.,5.ALPHA.,6.BETA.(S*)))-

Systematic Name

English

AMOXICILLIN ANHYDROUS [HSDB]

Common Name

English

NSC-277174

Code

English

AMOXICILLIN [MI]

Common Name

English

(2S,5R,6R)-6-((R)-(-)-2-AMINO-2-(P-HYDROXYPHENYL)ACETAMIDO)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO(3.2.0)HEPTANE-2-CARBOXYLIC ACID

Systematic Name

English

Classification Tree Code System Code

NDF-RT

N0000175497