Enoxacin
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MedKoo CAT#: 317772

CAS#: 74011-58-8

Description: Enoxacin is an oral broad-spectrum fluoroquinolone antibacterial agent used in the treatment of urinary tract infections and gonorrhea. Enoxacin is a broad-spectrum antibacterial agent that is structurally related to nalidixic acid. It acts on DNA gyrase. Insomnia is a common adverse effect. Recently, enoxacin has been shown recently that it may have cancer inhibiting effect.

Chemical Structure

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Enoxacin
CAS# 74011-58-8
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 317772
Name: Enoxacin
CAS#: 74011-58-8
Chemical Formula: C15H17FN4O3
Exact Mass: 320.13
Molecular Weight: 320.320
Elemental Analysis: C, 56.24; H, 5.35; F, 5.93; N, 17.49; O, 14.98

Price and Availability

Size Price Availability Quantity
500mg USD 250 2 weeks
1g USD 450 2 weeks
5g USD 850 2 weeks
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Synonym: Enoxacin; Penetrex; Enoxacine; Comprecin; Enoxacino; PD 107779; PD-107779; PD107779; Penetrex; Pierre Fabre Brand of Enoxacin; Sesquihydrate Rhône Poulenc Rorer; Brand of Enoxacin Sesquihydrate; Rhône-Poulenc Rorer Brand of Enoxacin Sesquihydrate; Sesquihydrate, Enoxacin;

IUPAC/Chemical Name: 1-ethyl-6-fluoro-4-oxo-7-piperazin-1-yl-1,8-naphthyridine-3-carboxylic acid

InChi Key: IDYZIJYBMGIQMJ-UHFFFAOYSA-N

InChi Code: InChI=1S/C15H17FN4O3/c1-2-19-8-10(15(22)23)12(21)9-7-11(16)14(18-13(9)19)20-5-3-17-4-6-20/h7-8,17H,2-6H2,1H3,(H,22,23)

SMILES Code: CCN1C=C(C(=O)C2=CC(=C(N=C21)N3CCNCC3)F)C(=O)O

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, not in water

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:

Product Data:
Product Data
Instruction:
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Biological target: Enoxacin (AT 2266), interferes with DNA replication and inhibits bacterial DNA gyrase (IC50=126 µg/ml) and topoisomerase IV (IC50=26.5 µg/ml).
In vitro activity: Enoxacin demonstrated potent anti-proliferative activities against PC-3 cells in a dose-dependent manner, evidenced by counting the cell number and MTT assay (Figure 1). Reference: Technol Cancer Res Treat. 2021; 20: 1533033821995284. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7923966/
In vivo activity: Mice treated with enoxacin gained 31% less weight on HFD in comparison to vehicle-treated mice (Fig. 2A). This was accompanied by reduced WAT mass and no changes in BAT mass (Fig. 2B). Consistent with reduced adiposity, enoxacin treatment decreased fasting glucose levels (Fig. 2C), improved glucose tolerance (Fig. 2, D and E), and increased insulin sensitivity (Fig. 2, F and G), although no differences were observed in insulin levels (fig. S3A). Reference: Sci Adv. 2020 Dec; 6(49): eabc6250. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7710362/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 23.5 73.36
DMF 0.1 0.31
PBS (pH 7.2) 10.0 31.22

Preparing Stock Solutions

The following data is based on the product molecular weight 320.32 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
Formulation protocol: 1. Xu H, Mao M, Zhao R, Zhao Q. Enoxacin Exerts Anti-Tumor Effects Against Prostate Cancer Through Inducing Apoptosis. Technol Cancer Res Treat. 2021 Jan-Dec;20:1533033821995284. doi: 10.1177/1533033821995284. PMID: 33641532; PMCID: PMC7923966. 2. Luo X, Liu X, Tao Q, Yao C, Wang F, Gu Z, Li F, Yu X, Zhang B, Fan H, Dai M, Nie T. Enoxacin inhibits proliferation and invasion of human osteosarcoma cells and reduces bone tumour volume in a murine xenograft model. Oncol Lett. 2020 Aug;20(2):1400-1408. doi: 10.3892/ol.2020.11656. Epub 2020 May 21. PMID: 32724382; PMCID: PMC7377056. 3. Itoh A, Adams D, Huang W, Wu Y, Kachapati K, Bednar KJ, Leung PSC, Zhang W, Flavell RA, Gershwin ME, Ridgway WM. Enoxacin upregulates microRNA biogenesis and downregulates cytotoxic CD8 T cell function in autoimmune cholangitis. Hepatology. 2021 Jan 19. doi: 10.1002/hep.31724. Epub ahead of print. PMID: 33462854. 4. Rocha AL, de Lima TI, de Souza GP, Corrêa RO, Ferrucci DL, Rodrigues B, Lopes-Ramos C, Nilsson D, Knittel TL, Castro PR, Fernandes MF, Dos Santos Martins F, Parmigiani RB, Silveira LR, Carvalho HF, Auwerx J, Vinolo MAR, Boucher J, Mori MA. Enoxacin induces oxidative metabolism and mitigates obesity by regulating adipose tissue miRNA expression. Sci Adv. 2020 Dec 2;6(49):eabc6250. doi: 10.1126/sciadv.abc6250. PMID: 33268375; PMCID: PMC7710362.
In vitro protocol: 1. Xu H, Mao M, Zhao R, Zhao Q. Enoxacin Exerts Anti-Tumor Effects Against Prostate Cancer Through Inducing Apoptosis. Technol Cancer Res Treat. 2021 Jan-Dec;20:1533033821995284. doi: 10.1177/1533033821995284. PMID: 33641532; PMCID: PMC7923966. 2. Luo X, Liu X, Tao Q, Yao C, Wang F, Gu Z, Li F, Yu X, Zhang B, Fan H, Dai M, Nie T. Enoxacin inhibits proliferation and invasion of human osteosarcoma cells and reduces bone tumour volume in a murine xenograft model. Oncol Lett. 2020 Aug;20(2):1400-1408. doi: 10.3892/ol.2020.11656. Epub 2020 May 21. PMID: 32724382; PMCID: PMC7377056.
In vivo protocol: 1. Itoh A, Adams D, Huang W, Wu Y, Kachapati K, Bednar KJ, Leung PSC, Zhang W, Flavell RA, Gershwin ME, Ridgway WM. Enoxacin upregulates microRNA biogenesis and downregulates cytotoxic CD8 T cell function in autoimmune cholangitis. Hepatology. 2021 Jan 19. doi: 10.1002/hep.31724. Epub ahead of print. PMID: 33462854. 2. Rocha AL, de Lima TI, de Souza GP, Corrêa RO, Ferrucci DL, Rodrigues B, Lopes-Ramos C, Nilsson D, Knittel TL, Castro PR, Fernandes MF, Dos Santos Martins F, Parmigiani RB, Silveira LR, Carvalho HF, Auwerx J, Vinolo MAR, Boucher J, Mori MA. Enoxacin induces oxidative metabolism and mitigates obesity by regulating adipose tissue miRNA expression. Sci Adv. 2020 Dec 2;6(49):eabc6250. doi: 10.1126/sciadv.abc6250. PMID: 33268375; PMCID: PMC7710362.

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