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17850

Sigma-Aldrich

Ciprofloxacin

Ciprofloxacin

≥98% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C17H18FN3O3
Numéro CAS:
85721-33-1
Poids moléculaire :
331.34
Beilstein:
3568352
Numéro MDL:
MFCD00185755
Code UNSPSC :
41116105
ID de substance PubChem :
329751572
Nomenclature NACRES :
NA.21
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Agence

EPA 1694

Niveau de qualité

200

Essai

≥98% (HPLC)

Forme

powder or crystals

Spectre d'activité de l'antibiotique

Gram-negative bacteria
Gram-positive bacteria

Application(s)

environmental

Mode d’action

DNA synthesis | interferes
enzyme | inhibits

Chaîne 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)

Clé InChI

MYSWGUAQZAJSOK-UHFFFAOYSA-N

Informations sur le gène

human ... CYP1A2(1544) , KCNH1(3756)
rat ... Gabra1(29705)

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Catégories apparentées

Description générale

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

Application

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]

Actions biochimiques/physiologiques

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]

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 2

Équipement de protection individuelle

Eyeshields, Gloves, type N95 (US)

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Certificats d'analyse (COA)

Lot/Batch Number
0000369395
0000369394
0000340340
0000369395
0000369394

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

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
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)
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
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
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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.

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  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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