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MedKoo Cat#: 412499 | Name: Cefaclor dihydrate

Description:

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

Cefaclor dihydrate is a beta-lactam, second-generation cephalosporin antibiotic that inhibits cell wall synthesis. The antibiotic is active against a wide spectrum of common pathogens, including gram-positive and gram-negative bacteria. Cefaclor binds to and inactivates penicillin-binding proteins (PBP) located in bacterial cytoplasmic membranes. PBPs are enzymes involved in the terminal stages of assembling the bacterial cell wall and in reshaping the cell wall during growth and division. Inactivation of PBPs interferes with the cross-linkage of peptidoglycan chains necessary for bacterial cell wall strength and rigidity.

Chemical Structure

Cefaclor dihydrate
Cefaclor dihydrate
CAS#91828-55-6 (dihydrate)

Theoretical Analysis

MedKoo Cat#: 412499

Name: Cefaclor dihydrate

CAS#: 91828-55-6 (dihydrate)

Chemical Formula: C15H18ClN3O6S

Exact Mass: 0.0000

Molecular Weight: 403.83

Elemental Analysis: C, 44.61; H, 4.49; Cl, 8.78; N, 10.41; O, 23.77; S, 7.94

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
70356-03-5 (monohydrate) 53994-73-3 (free) 91828-55-6 (dihydrate)
Synonym
Cefaclor dihydrate
IUPAC/Chemical Name
(6R,7R)-7-(2-amino-2-phenylacetamido)-3-chloro-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid dihydrate
InChi Key
USZXYXZHDWIZME-VSLZTLEOSA-N
InChi Code
InChI=1S/C15H14ClN3O4S.2H2O/c16-8-6-24-14-10(13(21)19(14)11(8)15(22)23)18-12(20)9(17)7-4-2-1-3-5-7;;/h1-5,9-10,14H,6,17H2,(H,18,20)(H,22,23);2*1H2/t9?,10-,14-;;/m1../s1
SMILES Code
O=C(C(N12)=C(Cl)CS[C@]2([H])[C@H](NC(C(N)C3=CC=CC=C3)=O)C1=O)O.[H]O[H].[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
>3 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 403.83 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: Blanc CH, Meyer-Brunot HG, Tosch W, Schelling JL. [Serum and joint levels of cefacetrile during its administration for septic arthritis]. Schweiz Med Wochenschr. 1978 Jul 1;108(26):988-94. French. PubMed PMID: 663591. 2: Yoshida M, Nonoshita Y, Saito S, Hyon U, Henmi T. [Stability of sulbenicillin and cefacetrile in bile (author's transl)]. Jpn J Antibiot. 1980 Apr;33(4):472-7. Japanese. PubMed PMID: 7411851. 3: Oto T, Yoshida M, Ueno H, Nishikawa M, Hayashi R. [A clinical study of cefacetrile in the treatment for orthopedic infections (author's transl)]. Jpn J Antibiot. 1977 Jul;30(7):484-7. Japanese. PubMed PMID: 909136. 4: Brogard JM, Dorner M, Brandt C, Lavillaureix J. Cephacetrile--application of pharmacokinetic data to dosage determination. Int J Clin Pharmacol Biopharm. 1976 Apr;13(3):168-76. PubMed PMID: 950258. 5: Nakai Y, Kanai Y, Fugono T, Tanayama S. Metabolic fate of cephacetrile after parenteral administration in rats and rabbits. J Antibiot (Tokyo). 1976 Jan;29(1):81-90. PubMed PMID: 931795. 6: Venturini AP, Stanzani L, Mantovani V, Mascellani G. [In vitro and in vivo antibacterial activity of combined flucloxacillin-cefacetrile (Flunicef)]. G Ital Chemioter. 1979 Jan-Dec;26(1-2):153-8. Italian. PubMed PMID: 554805. 7: Bals MG, Toma E. Cephacetrile, a new cephalosporin: in vitro, pharmacological and clinical evaluation. Infection. 1975;3(3):161-4. PubMed PMID: 4377. 8: Esposti G, Esposti D, Guerino G, Bichisao E, Fraschini F. Effects of cephacetrile on reproduction cycle. Arzneimittelforschung. 1986 Mar;36(3):484-6. PubMed PMID: 3707668. 9: Dominguez-Gil A, Lanao JM, Tabernero JM, Rodriguez Commes JL, de Castro S. Pharmacokinetics of cephacetrile in patients undergoing haemodialysis. Eur J Clin Pharmacol. 1979 Aug;16(1):49-52. PubMed PMID: 499300. 10: Windorfer A, Gasteiger U. Studies on serum and cerebrospinal fluid levels of cephacetrile in neonates. Infection. 1977;5(4):242-7. PubMed PMID: 598930. 11: Aratani H, Nakatsuka M. [Fundamental studies on combination of antibiotics; especially on pharmacokinetics. I. Combination of gentamicin with sulbenicillin or cephacetrile (author's transl)]. Jpn J Antibiot. 1976 Dec;29(12):1019-34. Japanese. PubMed PMID: 1051432. 12: Ishigami J, Mita T, Tanikaze S, Fujii A, Kuroda M. [Comparative results of cephacetrile with cefazolin in complicated urinary tract infections by means of double-blind trials (author's transl)]. Jpn J Antibiot. 1976 Dec;29(12):1052-69. Japanese. PubMed PMID: 796485. 13: Matsumoto K, Noguchi Y, Uzuka Y, Kato Y, Saito A. [A clinical evaluation of the effect of cephacetrile on bacterial pneumonia. A comparative test with cefazolin by a double blind method (author's transl)]. Jpn J Antibiot. 1976 Dec;29(12):1070-92. Japanese. PubMed PMID: 796486. 14: Horiuchi N, Oyakawa Y, Oka R, Fujiwara T. [Clinical evaluation of cephacetrile (Celtol) for respiratory infections (author's transl)]. Jpn J Antibiot. 1980 Oct;33(10):1145-55. Japanese. PubMed PMID: 7206219. 15: Mangia A, Silingardi S, Bortesi F, Grisanti G, Di Bitetto M. High-performance liquid chromatographic determination of cephacetrile. J Pharm Sci. 1979 May;68(5):652-4. PubMed PMID: 430511. 16: Gallais H, Raoult D, Kohler JL, Vischer WA, Casanova P. [Dosage of cephacetrile in blood and CSF in ten purulent meningitis ]. Pathol Biol (Paris). 1982 Jun;30(6 Pt 2):526-8. French. PubMed PMID: 6750520. 17: Shibuya H, Miyawaki J, Matsuyoshi T, Anai K, Kawano Y, Onimura S, Takizawa S, Akaiwa H, Asao M. [Cephacetrile. Studies on absorption excretion and diffusion into heart (author's transl)]. Jpn J Antibiot. 1980 Oct;33(10):1138-44. Japanese. PubMed PMID: 7206218. 18: Fee WH Jr, Winter LW, Bright TP, Smith JW, Farber MO, Bartram CE. Cephacetrile in the treatment of acute bacterial pneumonia. Curr Ther Res Clin Exp. 1975 May;17(5):419-26. PubMed PMID: 236153. 19: Ziv G, Nouws JF. Clinical pharmacology of cephacetrile in ruminants. Zentralbl Veterinarmed B. 1977 Dec;24(10):798-811. PubMed PMID: 602527. 20: Blanc CH. [Plasma and articular concentrations during administration of cephacetrile for septic arthritis]. Z Unfallmed Berufskr. 1979;72(3):118-21. French. PubMed PMID: 543327.

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