Cefcanel daloxate HCl
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MedKoo CAT#: 596758

CAS#: 92602-21-6 (HCl)

Description: Cefcanel daloxate, also known as KY-109, is a pro-drug to improve oral absorption of KY-087. The antimicrobial activities of KY-087 against clinically isolated Gram-positive organisms were superior to those of CEX and CCL. The antimicrobial activities of KY-087 against Gram-negative organisms, such as Enterobacter sp., Serratia, and Pseudomonas sp., were less active. KY-087 showed dose-related bactericidal activity against Staphylococcus aureus and Escherichia coli. The therapeutic efficacy of KY-109 against experimental intraperitoneal infections caused by Gram-positive and Gram-negative organisms in mice was comparable to that of CEX but inferior to that of CCL. In experimental granuloma pouch models in rats and kidney infection in rabbits, therapeutic efficacy of KY-109 was either comparable or superior to that of CEX and CCL.


Chemical Structure

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Cefcanel daloxate HCl
CAS# 92602-21-6 (HCl)

Theoretical Analysis

MedKoo Cat#: 596758
Name: Cefcanel daloxate HCl
CAS#: 92602-21-6 (HCl)
Chemical Formula: C27H28ClN5O9S3
Exact Mass: 661.0971
Molecular Weight: 698.18
Elemental Analysis: C, 46.45; H, 4.04; Cl, 5.08; N, 10.03; O, 20.62; S, 13.78

Price and Availability

Size Price Availability Quantity
1.0mg USD 150.0 Ready to ship
5.0mg USD 550.0 Ready to ship
10.0mg USD 950.0 Ready to ship
25.0mg USD 1850.0 Ready to ship
50.0mg USD 2950.0 Ready to ship
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Related CAS #: 97275-40-6 (free base)   41952-52-7   92602-21-6 (HCl)    

Synonym: Cefcanel daloxate hydrochloride; Cefcanel daloxate HCl; KY-109; KY109; KY 109;

IUPAC/Chemical Name: (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl (6R,7R)-7-((R)-2-((L-alanyl)oxy)-2-phenylacetamido)-3-(((5-methyl-1,3,4-thiadiazol-2-yl)thio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate, hydrochloride

InChi Key: HFVATKYQUGKLGL-PCQLZLFJSA-N

InChi Code: InChI=1S/C27H27N5O9S3.ClH/c1-12(28)24(35)41-20(15-7-5-4-6-8-15)21(33)29-18-22(34)32-19(25(36)38-9-17-13(2)39-27(37)40-17)16(10-42-23(18)32)11-43-26-31-30-14(3)44-26;/h4-8,12,18,20,23H,9-11,28H2,1-3H3,(H,29,33);1H/t12-,18+,20+,23+;/m0./s1

SMILES Code: O=C(C(N12)=C(CSC3=NN=C(C)S3)CS[C@]2([H])[C@H](NC([C@H](OC([C@H](C)N)=O)C4=CC=CC=C4)=O)C1=O)OCC5=C(C)OC(O5)=O.[H]Cl

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

Preparing Stock Solutions

The following data is based on the product molecular weight 698.18 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: Cazzola M. Novel oral cephalosporins. Expert Opin Investig Drugs. 2000 Feb;9(2):237-46. doi: 10.1517/13543784.9.2.237. PMID: 11060674.

2: Köhler W, Schenk P. Cephalosporinbehandlung der Sinusitis maxillaris [Cephalosporin treatment of maxillary sinusitis]. Laryngorhinootologie. 1995 Jun;74(6):355-60. German. doi: 10.1055/s-2007-997757. PMID: 7662079.

3: Grunfeld A, Sinclair P, Nicolle L; Canadian Tonsillitis Study Group. Cefcanel daloxate versus penicillin in acute streptococcal pharyngotonsillitis. Can J Infect Dis. 1994 May;5(3):119-24. doi: 10.1155/1994/531572. PMID: 22346486; PMCID: PMC3250823.

4: Edwall B, Slettevold L, Thurmann-Nielsen E, Walstad R, Torrång A, Dahl K. Pharmacokinetics of oral cefcanel daloxate hydrochloride in healthy volunteers and patients with various degrees of impaired renal function. J Antimicrob Chemother. 1994 Feb;33(2):281-8. doi: 10.1093/jac/33.2.281. PMID: 8182009.

5: Nicolle LE, Hoepelman AI, Floor M, Verhoef J, Norgard K. Comparison of three days' therapy with cefcanel or amoxicillin for the treatment of acute uncomplicated urinary tract infection. Scand J Infect Dis. 1993;25(5):631-7. doi: 10.3109/00365549309008553. PMID: 8284649.

6: Edwall B, Arvidsson A, Lake-Bakaar D, Lanbeck-Vallén K, Yisak W. Disposition of oral [14C]cefcanel daloxate hydrochloride in healthy male subjects. Drug Metab Dispos. 1993 Jan-Feb;21(1):171-7. PMID: 8095213.

7: Lanbeck-Vallén K, Carlqvist J. Determination of cefcanel in plasma and urine by high-performance liquid chromatography using coupled columns, after administration of the new cephalosporin prodrug cefcanel daloxate hydrochloride. J Chromatogr. 1992 Jul 1;578(1):71-6. doi: 10.1016/0378-4347(92)80226-g. PMID: 1400788.

8: Magni L, Lionell C. In vivo efficacy of cefcanel daloxate in comparison with cefaclor. Scand J Infect Dis Suppl. 1990;74:185-9. PMID: 2097707.

9: Nishizawa S, Yoshimi A, Muro H, Kasai M, Hatano S, Hashizume H, Yamada T, Hashimoto E, Nishimura K, Kakeya N. [Study on orally active cephalosporin pro- drug. Synthesis, oral absorption and antibacterial activity of (5-methyl-2-oxo-1,3-dioxol-4-yl)methyl 7-[D-O-(aminoacyl)mandelamido]-3-[[(5-methyl-1,3,4-thiadiazol -2-yl)-thio]methyl]-3-cephem-4-carboxylates]. Yakugaku Zasshi. 1988 Aug;108(8):745-53. Japanese. doi: 10.1248/yakushi1947.108.8_745. PMID: 3246644.

10: Obana Y, Hashizume H, Yoshimi A, Nishino T. In vitro and in vivo antibacterial activity of KY-109, a new orally active cephalosporin. J Antibiot (Tokyo). 1988 Jul;41(7):949-58. doi: 10.7164/antibiotics.41.949. PMID: 3417567.

11: Nishimura K, Nishizawa S, Yoshimi A, Nakamura S, Nishimura M, Kakeya N. KY-109, a new bifunctional prodrug of cephalosporin. II. Mechanism of oral absorption. Chem Pharm Bull (Tokyo). 1988 Jun;36(6):2128-34. doi: 10.1248/cpb.36.2128. PMID: 3240449.

12: Kakeya N, Nishizawa S, Nishimura K, Yoshimi A, Tamaki S, Mori T, Kitao K. KY-109, a new bifunctional pro-drug of a cephalosporin. Chemistry, physico- chemical and biological properties. J Antibiot (Tokyo). 1985 Mar;38(3):380-9. doi: 10.7164/antibiotics.38.380. PMID: 3839226.