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MedKoo Cat#: 562861 | Name: Cefprozil hydrate
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Cefprozil, under the marketed trade name Cefzil, is a second-generation cephalosporin type antibiotic. It can be used to treat bronchitis, ear infections, skin infections, and other bacterial infections. It comes as a tablet and as a liquid suspension. Cefprozil's effect is dependent on its binding to penicillin-binding proteins (PBPs) located in the bacterial cytoplasmic membrane. Binding results in the inhibition of the transpeptidase enzymes, thereby preventing cross-linking of the pentaglycine bridge with the fourth residue of the pentapeptide and interrupting consequent synthesis of peptidoglycan chains. As a result, cefprozil inhibits bacterial septum and cell wall synthesis formation.

Chemical Structure

Cefprozil hydrate
CAS#121123-17-9 (hydrate)

Theoretical Analysis

MedKoo Cat#: 562861

Name: Cefprozil hydrate

CAS#: 121123-17-9 (hydrate)

Chemical Formula: C18H21N3O6S

Exact Mass: 0.0000

Molecular Weight: 407.44

Elemental Analysis: C, 53.06; H, 5.20; N, 10.31; O, 23.56; S, 7.87

Price and Availability

Size Price Availability Quantity
50mg USD 350.00 2 Week
100mg USD 600.00 2 Weeks
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Related CAS #
92665-29-7 (free) 121123-17-9 (hydrate) 1426173-48-9 (deuterated forms)
Synonym
Cefprozil hydrate;
IUPAC/Chemical Name
(6R,7R)-7-[[(2R)-2-Amino-2-(4-hydroxyphenyl)acetyl]amino]-8-oxo-3-[(E)-prop-1-enyl]-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid hydrate
InChi Key
ALYUMNAHLSSTOU-CIRGZYLNSA-N
InChi Code
InChI=1S/C18H19N3O5S.H2O/c1-2-3-10-8-27-17-13(16(24)21(17)14(10)18(25)26)20-15(23)12(19)9-4-6-11(22)7-5-9;/h2-7,12-13,17,22H,8,19H2,1H3,(H,20,23)(H,25,26);1H2/b3-2+;/t12-,13-,17-;/m1./s1
SMILES Code
O=C(C(N12)=C(/C=C/C)CS[C@]2([H])[C@H](NC([C@H](N)C3=CC=C(O)C=C3)=O)C1=O)O.[H]O[H]
Appearance
Solid powder
Purity
>98% (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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 407.44 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
1: Jerath N, Shetty G. Redefining the management of pediatric tonsillopharyngitis with cefprozil. Indian J Pediatr. 2007 Dec;74(12):1105-8. Review. PubMed PMID: 18174646. 2: Anzueto A, Bishai WR, Pottumarthy S. Role of oral extended-spectrum cephems in the treatment of acute exacerbation of chronic bronchitis. Diagn Microbiol Infect Dis. 2007 Mar;57(3 Suppl):31S-38S. Review. PubMed PMID: 17349461. 3: Pichichero ME. Use of selected cephalosporins in penicillin-allergic patients: a paradigm shift. Diagn Microbiol Infect Dis. 2007 Mar;57(3 Suppl):13S-18S. Review. PubMed PMID: 17349459. 4: Sader HS, Jacobs MR, Fritsche TR. Review of the spectrum and potency of orally administered cephalosporins and amoxicillin/clavulanate. Diagn Microbiol Infect Dis. 2007 Mar;57(3 Suppl):5S-12S. Epub 2007 Feb 9. Review. PubMed PMID: 17292577. 5: Pichichero ME. Cephalosporins can be prescribed safely for penicillin-allergic patients. J Fam Pract. 2006 Feb;55(2):106-12. Review. PubMed PMID: 16451776. 6: Casey JR. Treating acute otitis media post-PCV-7: judicious antibiotic therapy. Postgrad Med. 2005 Dec;118(6 Suppl Emerging):32-3, 24-31. doi: 10.3810/pgm.12.2005.suppl42.220. Review. PubMed PMID: 19667702. 7: Rosen T. Update on treating uncomplicated skin and skin structure infections. J Drugs Dermatol. 2005 Nov-Dec;4(6 Suppl):s9-14. Review. PubMed PMID: 16300224. 8: Brook I. Microbiology and antimicrobial management of sinusitis. J Laryngol Otol. 2005 Apr;119(4):251-8. Review. PubMed PMID: 15949076. 9: Ladhani S, Garbash M. Staphylococcal skin infections in children: rational drug therapy recommendations. Paediatr Drugs. 2005;7(2):77-102. Review. PubMed PMID: 15871629. 10: Pichichero ME, Casey JR. Acute otitis media: making sense of recent guidelines on antimicrobial treatment. J Fam Pract. 2005 Apr;54(4):313-22. Review. PubMed PMID: 15833221. 11: Brook I. Use of oral cephalosporins in the treatment of acute otitis media in children. Int J Antimicrob Agents. 2004 Jul;24(1):18-23. Review. PubMed PMID: 15225855. 12: Perry CM, Scott LJ. Cefdinir: a review of its use in the management of mild-to-moderate bacterial infections. Drugs. 2004;64(13):1433-64. Review. PubMed PMID: 15212560. 13: Shulman ST. Acute streptococcal pharyngitis in pediatric medicine: current issues in diagnosis and management. Paediatr Drugs. 2003;5 Suppl 1:13-23. Review. PubMed PMID: 14632102. 14: Pichichero ME, Casey JR. Acute otitis media disease management. Minerva Pediatr. 2003 Oct;55(5):415-38. Review. PubMed PMID: 14608265. 15: Bhargava S, Lodha R, Kabra SK. Cefprozil: a review. Indian J Pediatr. 2003 May;70(5):395-400. Review. PubMed PMID: 12841400. 16: Guay DR. Cefdinir: an advanced-generation, broad-spectrum oral cephalosporin. Clin Ther. 2002 Apr;24(4):473-89. Review. PubMed PMID: 12017394. 17: Gupta BD, Singh A. Otitis media. Indian J Pediatr. 2001 Jul;68 Suppl 3:S24-31. Review. PubMed PMID: 11980456. 18: Jones RN, Pfaller MA, Jacobs MR, Appelbaum PC, Fuchs PC. Cefditoren in vitro activity and spectrum: a review of international studies using reference methods. Diagn Microbiol Infect Dis. 2001 Sep-Oct;41(1-2):1-14. Review. PubMed PMID: 11687308. 19: Cazzola M. Novel oral cephalosporins. Expert Opin Investig Drugs. 2000 Feb;9(2):237-46. Review. PubMed PMID: 11060674. 20: Edlund C, Nord CE. Effect on the human normal microflora of oral antibiotics for treatment of urinary tract infections. J Antimicrob Chemother. 2000 Sep;46 Suppl 1:41-8; discussion 63-5. Review. PubMed PMID: 11051623.