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Merck

17850

Sigma-Aldrich

Ciprofloxacin

Ciprofloxacin

≥98% (HPLC)

Sinónimos:

1-Cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid, Ciprobay

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5 G
USD 104.19
25 G
USD 236.94

USD 104.19


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5 G
USD 104.19
25 G
USD 236.94

About This Item

Fórmula empírica (notación de Hill):
C17H18FN3O3
Número de CAS:
Peso molecular:
331.34
Beilstein:
3568352
Número MDL:
Código UNSPSC:
41116105
ID de la sustancia en PubChem:
NACRES:
NA.21

USD 104.19


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Agency

EPA 1694

Nivel de calidad

Ensayo

≥98% (HPLC)

Formulario

powder or crystals

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

aplicaciones

environmental

Modo de acción

DNA synthesis | interferes
enzyme | inhibits

cadena SMILES

OC(=O)C1=CN(C2CC2)c3cc(N4CCNCC4)c(F)cc3C1=O

InChI

1S/C17H18FN3O3/c18-13-7-11-14(8-15(13)20-5-3-19-4-6-20)21(10-1-2-10)9-12(16(11)22)17(23)24/h7-10,19H,1-6H2,(H,23,24)

Clave InChI

MYSWGUAQZAJSOK-UHFFFAOYSA-N

Información sobre el gen

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Descripción general

Ciprofloxacin is a second-generation broad-spectrum fluoroquinolone antibiotic with extensive antimicrobial and pharmacokinetic properties that is widely used to combat bacterial infections. Its chemical name is 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid.[1][2]

Chemical structure: fluoroquinolone

Aplicación

Ciprofloxacin is widely used in clinical practices against Gram-positive and Gram-negative bacteria and the treatment of a broad range of infections, including those of the skin, eyes, urinary tract, lower respiratory tract, gastrointestinal tract, et cetera. It can also be combined with various antimicrobial agents to combat bacterial biofilms as well as multidrug-resistant microorganisms.[1] Its derivatives have been developed to synthesize novel antibacterials with enhanced potency and diverse antimicrobial effects including antibacterial, antifungal, anti-HIV, anti-tumor, and anti-TB properties.[2]

Acciones bioquímicas o fisiológicas

The mechanism of action of Ciprofloxacin is the inhibition of bacterial DNA synthesis by blocking the subunit A of DNA gyrase enzyme as well as by affecting the bacterial cell wall.[1]

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Equipo de protección personal

Eyeshields, Gloves, type N95 (US)


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Gui-Fu Zhang et al.
European journal of medicinal chemistry, 146, 599-612 (2018-02-07)
Bacterial infections represent a significant health threat globally, and are responsible for the majority of hospital-acquired infections, leading to extensive mortality and burden on global healthcare systems. The second generation fluoroquinolone ciprofloxacin which exhibits excellent antimicrobial activity and pharmacokinetic properties
Athina Andrea et al.
Microorganisms, 7(3) (2019-03-22)
Among non-mammalian infection model organisms, the larvae of the greater wax moth Galleria mellonella have seen increasing popularity in recent years. Unlike other invertebrate models, these larvae can be incubated at 37 °C and can be dosed relatively precisely. Despite
The resistance mechanisms of bacteria against ciprofloxacin and new approaches for enhancing the efficacy of this antibiotic
Shariati et al.
Frontiers in public health, 10 (2022)
Orjan Samuelsen et al.
Antimicrobial agents and chemotherapy, 54(1), 346-352 (2009-11-04)
Scandinavia is considered a region with a low prevalence of antimicrobial resistance. However, the number of multidrug-resistant (MDR) Gram-negative bacteria is increasing, including metallo-beta-lactamase (MBL)-producing Pseudomonas aeruginosa. In this study MBL-producing P. aeruginosa isolates identified in Norway (n = 4)
Dongeun Yong et al.
Antimicrobial agents and chemotherapy, 53(12), 5046-5054 (2009-09-23)
A Swedish patient of Indian origin traveled to New Delhi, India, and acquired a urinary tract infection caused by a carbapenem-resistant Klebsiella pneumoniae strain that typed to the sequence type 14 complex. The isolate, Klebsiella pneumoniae 05-506, was shown to

Questions

1–10 of 12 Questions  
  1. is this the anhydrous form of ciprofloxacin?

    1 answer
    1. This product is not tested for moisture content.

      Helpful?

  2. Is Ciprofloxacin HCL available and is it USP grade?

    1 answer
    1. Product 17850 has a molecular formula of C17H18FN3O3. The form of the chemical being searched for would have a molecular formula of C17H18FN3O3.HCL,H2O. There is Ciprofloxacin HCL.H2O but only in very small quantities as a secondary pharmaceutical standard, with the catalog number PHR1044. Regarding the question about whether the products are USP grade, the answer is no. Both products are labeled as strictly for Research Use Only and, as such, are not suitable for human use.

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  3. Hi. Should I keep ciprofloxacin 17850-5g in refrigerator or -20? Thank you

    1 answer
    1. In the powder form, this product is to be stored at tightly closed at room temperature. Solutions prepared in 1% HCl at 1 mg/ml may be stored in frozen aliquots at -20 °C for up to 12 months.

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  4. What are the storage conditions of this product?

    1 answer
    1. This product is to be stored at room temperature.

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  5. 17850 Sigma-Aldrich Ciprofloxacin How much is the measured water content and active fraction of the above product?

    1 answer
    1. This product is not tested for moisture content or potency/activity. The minimum purity of this product is 98% by HPLC. A similar product, PHR1167, is tested for loss on drying, but not potency/activity. This product typically demonstrates a >99% purity as compared to the USP and EP standards. See the link below to review this product option:
      https://www.sigmaaldrich.com/US/en/product/sial/phr1167

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  6. If a stock solution of Cipro 17850 is solved in 0,1 HCl, at what temperature should it be stored and how long ist it stable?

    1 answer
    1. Unfortunately, stability studies have not been performed on this product. However, several papers have information on the solution stability of ciprofloxacin.
      (1) Stock solutions of ciprofloxacin in water at 200 mg/L, 100 mg/L, 40 mg/L, 20 mg/L and 4 mg/L can be stored at -20 °C for "at least 60 days.
      http://www.clinchem.org/cgi/reprint/31/5/684.pdf
      (2) Stock solutions of ciprofloxacin at 1 mg/mL in 1% HCl can be stored at -20 °C for at least 12 months.
      http://onlinelibrary.wiley.com/doi/10.1002/bmc.1523/full

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  7. Is ciprofloxacin 17850 soulable in water

    1 answer
    1. This product is soluble in DMSO (<1 mg/ml at 25° C), methanol, 0.1N hydrochloric acid (25 mg/ml), and ethanol (<1 mg/ml at 25° C). It is insoluble in water.

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  8. Can Product 17850, Ciprofloxacin, be used in cell culture?

    1 answer
    1. We have not done cell culture testing with this product.

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  9. What is the potency of Product 17850, Ciprofloxacin?

    1 answer
    1. The potency of this product has not been determined by our Quality Control or by our supplier.

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  10. What is the Department of Transportation shipping information for this product?

    1 answer
    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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1–10 of 12 Questions  

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