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MedKoo Cat#: 526222 | Name: Ro-23-9424

Description:

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

Ro-23-9424 is a dual-action cephalosporin with an aminothiazolylmethoxyimino-type side chain at the 7 position and fleroxacin esterified at the 3' position. Ro-23-9424 is a new compound has broad and potent antibacterial activity in vitro and in vivo, reflecting contributions from both the beta-lactam moiety and the quinolone moiety.

Chemical Structure

Ro-23-9424
Ro-23-9424
CAS#115622-58-7

Theoretical Analysis

MedKoo Cat#: 526222

Name: Ro-23-9424

CAS#: 115622-58-7

Chemical Formula: C31H31F3N8O8S2

Exact Mass: 764.1658

Molecular Weight: 764.75

Elemental Analysis: C, 48.69; H, 4.09; F, 7.45; N, 14.65; O, 16.74; S, 8.38

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 #
No Data
Synonym
Ro-23-9424; Ro 239424; Ro23-9424.
IUPAC/Chemical Name
5-Thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic acid, 7-(((2-amino-4-thiazolyl)(methoxyimino)acetyl)amino)-3-((((6,8-difluoro-1-(2-fluoroethyl)-1,4-dihydro-7-(4-methyl-1-piperazinyl)-4-oxo-3-quinolinyl)carbonyl)oxy)methyl)-8-oxo-, (6R-(6alpha,7beta(Z)))-
InChi Key
IKYGJSBKPPIKJK-JDKVAZDPSA-N
InChi Code
InChI=1S/C31H31F3N8O8S2/c1-39-5-7-40(8-6-39)24-17(33)9-15-23(19(24)34)41(4-3-32)10-16(25(15)43)30(48)50-11-14-12-51-28-21(27(45)42(28)22(14)29(46)47)37-26(44)20(38-49-2)18-13-52-31(35)36-18/h9-10,13,21,28H,3-8,11-12H2,1-2H3,(H2,35,36)(H,37,44)(H,46,47)/b38-20-/t21-,28-/m1/s1
SMILES Code
CO\N=C(/C(=O)N[C@H]1[C@H]2SCC(=C(N2C1=O)C(=O)O)COC(=O)C3=CN(CCF)c4c(F)c(N5CCN(C)CC5)c(F)cc4C3=O)\c6csc(N)n6
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 764.75 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: Matera G, Berlinghieri MC, Foti F, Barreca GS, Focà A. Effect of RO 23-9424, cefotaxime and fleroxacin on functions of human polymorphonuclear cells and cytokine production by human monocytes. J Antimicrob Chemother. 1996 Nov;38(5):799-807. PubMed PMID: 8961049. 2: Chapman JS, Bertasso A, Cummings LM, Georgopapadakou NH. Low-level resistance to the cephalosporin 3'-quinolone ester Ro 23-9424 in Escherichia coli. Antimicrob Agents Chemother. 1995 Feb;39(2):564-6. PubMed PMID: 7726536; PubMed Central PMCID: PMC162583. 3: Qadri SM, Ueno Y, Ayub A. Anti-Brucella activity of Ro 23-9424, a dual-action antibacterial. Chemotherapy. 1993 Nov-Dec;39(6):386-9. PubMed PMID: 8222864. 4: Szuna AJ, Blain RW. Determination of a new antibacterial agent (Ro 23-9424) by multidimensional high-performance liquid chromatography with ultraviolet detection and direct plasma injection. J Chromatogr. 1993 Oct 29;620(2):211-6. PubMed PMID: 8300788. 5: Qadri SM, Ueno Y, Saldin H, Cunha BA. In vitro activity of Ro 23-9424, a dual-acting cephalosporin-quinolone antimicrobial agent. J Clin Pharmacol. 1993 Oct;33(10):923-8. PubMed PMID: 8227462. 6: Spangler SK, Jacobs MR, Pankuch GA, Appelbaum PC. Susceptibility of 170 penicillin-susceptible and penicillin-resistant pneumococci to six oral cephalosporins, four quinolones, desacetylcefotaxime, Ro 23-9424 and RP 67829. J Antimicrob Chemother. 1993 Feb;31(2):273-80. PubMed PMID: 8463172. 7: Pfaller MA, Barry AL, Fuchs PC. RO 23-9424, a new cephalosporin 3'-quinolone: in-vitro antimicrobial activity and tentative disc diffusion interpretive criteria. J Antimicrob Chemother. 1993 Jan;31(1):81-8. PubMed PMID: 8444677. 8: Edelstein PH, Edelstein MA. In vitro activity of Ro 23-9424 against clinical isolates of Legionella species. Antimicrob Agents Chemother. 1992 Nov;36(11):2559-61. PubMed PMID: 1489206; PubMed Central PMCID: PMC284376. 9: Rolston KV, Nguyen HT, Ho DH, LeBlanc B, Bodey GP. In vitro activity of Ro 23-9424, a dual-action antibacterial agent, against bacterial isolates from cancer patients compared with those of other agents. Antimicrob Agents Chemother. 1992 Apr;36(4):879-82. PubMed PMID: 1503453; PubMed Central PMCID: PMC189479. 10: Pace J, Bertasso A, Georgopapadakou NH. Escherichia coli resistant to cephalosporins and quinolones is still susceptible to the cephalosporin-quinolone ester Ro 23-9424. Antimicrob Agents Chemother. 1991 May;35(5):910-5. PubMed PMID: 1649574; PubMed Central PMCID: PMC245128. 11: Christenson JG, Chan KK, Cleeland R, Dix-Holzknecht B, Farrish HH Jr, Patel IH, Specian A. Pharmacokinetics of Ro 23-9424, a dual-action cephalosporin, in animals. Antimicrob Agents Chemother. 1990 Oct;34(10):1895-900. PubMed PMID: 2127171; PubMed Central PMCID: PMC171961. 12: Gu JW, Neu HC. In vitro activity of Ro 23-9424, a dual-action cephalosporin, compared with activities of other antibiotics. Antimicrob Agents Chemother. 1990 Feb;34(2):189-95. PubMed PMID: 2327765; PubMed Central PMCID: PMC171554. 13: Beskid G, Siebelist J, McGarry CM, Cleeland R, Chan K, Keith DD. In vivo evaluation of a dual-action antibacterial, Ro 23-9424, compared to cefotaxime and fleroxacin. Chemotherapy. 1990;36(2):109-16. PubMed PMID: 2107064. 14: Beskid G, Fallat V, Lipschitz ER, McGarry DH, Cleeland R, Chan K, Keith DD, Unowsky J. In vitro activities of a dual-action antibacterial agent, Ro 23-9424, and comparative agents. Antimicrob Agents Chemother. 1989 Jul;33(7):1072-7. PubMed PMID: 2782857; PubMed Central PMCID: PMC176064. 15: Georgopapadakou NH, Bertasso A, Chan KK, Chapman JS, Cleeland R, Cummings LM, Dix BA, Keith DD. Mode of action of the dual-action cephalosporin Ro 23-9424. Antimicrob Agents Chemother. 1989 Jul;33(7):1067-71. PubMed PMID: 2675755; PubMed Central PMCID: PMC176063. 16: Jones RN, Barry AL, Thornsberry C. Antimicrobial activity of Ro 23-9424, a novel ester-linked codrug of fleroxacin and desacetylcefotaxime. Antimicrob Agents Chemother. 1989 Jun;33(6):944-50. PubMed PMID: 2504106; PubMed Central PMCID: PMC284260. 17: Jones RN, Barry AL. In vitro activity of Ro 23-9424, ceftazidime, and eight other newer beta-lactams against 100 gram-positive blood culture isolates. Diagn Microbiol Infect Dis. 1989 Mar-Apr;12(2):143-7. PubMed PMID: 2666014.

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