Amoxicillin
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MedKoo CAT#: 317187

CAS#: 26787-78-0 (anhydrous)

Description: Amoxicillin, also spelled amoxycillin and amox, is an antibiotic useful for the treatment of a number of bacterial infections. Amoxicillin is a broad-spectrum semisynthetic antibiotic similar to Ampicillin except that its resistance to gastric acid permits higher serum levels with oral administration. It is the first line treatment for middle ear infections. It may also be used for strep throat, pneumonia, skin infections, and urinary tract infections among others. It is taken orally. This drug acts by inhibiting the synthesis of bacterial cell walls. 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. It has two ionizable groups in the physiological range (the amino group in alpha-position to the amide carbonyl group and the carboxyl group).


Chemical Structure

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Amoxicillin
CAS# 26787-78-0 (anhydrous)

Theoretical Analysis

MedKoo Cat#: 317187
Name: Amoxicillin
CAS#: 26787-78-0 (anhydrous)
Chemical Formula: C16H19N3O5S
Exact Mass: 365.10454
Molecular Weight: 365.4
Elemental Analysis: C, 52.59; H, 5.24; N, 11.50; O, 21.89; S, 8.78

Price and Availability

Size Price Availability Quantity
1.0g USD 250.0 2 Weeks
2.0g USD 450.0 2 Weeks
5.0g USD 750.0 2 Weeks
10.0g USD 950.0 2 Weeks
20.0g USD 1650.0 2 Weeks
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Related CAS #: 26787-78-0 (anhydrous)   34642-77-8 (sodium)   61336-70-7 (hydrate)   119229-00-4 (embonate)    

Synonym: Amoxycillin; Amoxicilline; Amoxicillin anhydrous; Clamoxyl; Amopenixin; Amox

IUPAC/Chemical 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

InChi Key: LSQZJLSUYDQPKJ-UHFFFAOYSA-N

InChi Code: 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)

SMILES Code: CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C

Appearance: White to off-white solid powder.

Purity: potency: ≥900 μg per mg (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 365.4 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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1: Attia KA, Nassar MW, El-Zeiny MB, Serag A. Effect of genetic algorithm as a variable selection method on different chemometric models applied for the analysis of binary mixture of amoxicillin and flucloxacillin: A comparative study. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Nov 26;156:54-62. doi: 10.1016/j.saa.2015.11.024. [Epub ahead of print] PubMed PMID: 26641286.

2: Liu Y, Zhu K, Wang J, Huang X, Wang G, Li C, Cao J, Ding S. Simultaneous detection and comparative pharmacokinetics of amoxicillin, clavulanic acid and prednisolone in cows' milk by UPLC-MS/MS. J Chromatogr B Analyt Technol Biomed Life Sci. 2015 Nov 22;1008:74-80. doi: 10.1016/j.jchromb.2015.11.031. [Epub ahead of print] PubMed PMID: 26638031.

3: Esmaeili-Dooki MR, Shirdel H, Hajiahmadi M. Eradication of Helicobacter pylori in Children by Triple Therapy Regimens of Amoxicillin, Omeprazole, and Clarithromycin or Azithromycin. Iran J Pediatr. 2015 Dec;25(6):e2360. doi: 10.5812/ijp.2360. Epub 2015 Dec 23. PubMed PMID: 26635936; PubMed Central PMCID: PMC4662836.

4: Rodríguez-Félix DE, Castillo-Ortega MM, Nájera-Luna AL, Montaño-Figueroa AG, López-Peña IY, Del Castillo-Castro T, Rodríguez-Félix F, Quiroz-Castilloc JM, Herrera-Franco PJ. Preparation and Characterization of Coaxial Electrospun Fibers Containing Triclosan for Comparative Study of Release Properties with Amoxicillin and Epicatechin. Curr Drug Deliv. 2015 Dec 4. [Epub ahead of print] PubMed PMID: 26634788.

5: Hirte K, Seiwert B, Schüürmann G, Reemtsma T. New hydrolysis products of the beta-lactam antibiotic amoxicillin, their pH-dependent formation and search in municipal wastewater. Water Res. 2015 Nov 14;88:880-888. doi: 10.1016/j.watres.2015.11.028. [Epub ahead of print] PubMed PMID: 26613181.

6: Chadli Z, Ben Fredj N, Youssef M, Chaabane A, Boughattas NA, Zili JE, Aouam K. The rest of the story of the letter to the editors: "Hypersensitivity to amoxicillin after… (DRESS) to carbamazepine…: a possible co-sensitization". Br J Clin Pharmacol. 2015 Nov 23. doi: 10.1111/bcp.12823. [Epub ahead of print] PubMed PMID: 26594014.

7: Park HB, Lee BN, Hwang YC, Hwang IN, Oh WM, Chang HS. Treatment of non-vital immature teeth with amoxicillin-containing triple antibiotic paste resulting in apexification. Restor Dent Endod. 2015 Nov;40(4):322-7. doi: 10.5395/rde.2015.40.4.322. Epub 2015 Aug 28. PubMed PMID: 26587419; PubMed Central PMCID: PMC4650529.

8: Patel AB, Bang A, Singh M, Dhande L, Chelliah LR, Malik A, Khadse S; ISPOT Study Group. A randomized controlled trial of hospital versus home based therapy with oral amoxicillin for severe pneumonia in children aged 3 - 59 months: The IndiaCLEN Severe Pneumonia Oral Therapy (ISPOT) Study. BMC Pediatr. 2015 Nov 17;15:186. doi: 10.1186/s12887-015-0510-9. PubMed PMID: 26577943; PubMed Central PMCID: PMC4650851.

9: Farnier E, Charhon N, Papillon L, Tod M. [Interaction between Amoxicillin Clavulanic Acid and Fluindione: Two Case Reports]. Therapie. 2015 Nov 6. [Epub ahead of print] French. PubMed PMID: 26544165.

10: Ferrer P, Sabaté M, Ballarín E, Fortuny J, Rottenkolber M, Schmiedl S, Laporte JR, Ibáñez L. Sales of macrolides, lincosamides, streptogramins, and amoxicillin/clavulanate in the in- and outpatient setting in 10 European countries, 2007-2010. Springerplus. 2015 Oct 15;4:612. doi: 10.1186/s40064-015-1398-4. eCollection 2015. PubMed PMID: 26543747; PubMed Central PMCID: PMC4628133.