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Omadacycline tosylate

Tetracycline antibiotic,broad specturm CAS# 1075240-43-5

Omadacycline tosylate

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Chemical structure

Omadacycline tosylate

3D structure

Chemical Properties of Omadacycline tosylate

Cas No. 1075240-43-5 SDF Download SDF
PubChem ID 54746485 Appearance Powder
Formula C36H48N4O10S M.Wt 728.85
Type of Compound N/A Storage Desiccate at -20°C
Synonyms PTK 0796 tosylate; Amadacycline tosylate
Solubility Soluble in DMSO
Chemical Name (4S,4aS,5aR,12aR)-4,7-bis(dimethylamino)-9-[(2,2-dimethylpropylamino)methyl]-1,10,11,12a-tetrahydroxy-3,12-dioxo-4a,5,5a,6-tetrahydro-4H-tetracene-2-carboxamide;4-methylbenzenesulfonic acid
SMILES CC1=CC=C(C=C1)S(=O)(=O)O.CC(C)(C)CNCC1=CC(=C2CC3CC4C(C(=O)C(=C(C4(C(=O)C3=C(C2=C1O)O)O)O)C(=O)N)N(C)C)N(C)C
Standard InChIKey CSLDSXNLUZXVTF-XGLFQKEBSA-N
Standard InChI InChI=1S/C29H40N4O7.C7H8O3S/c1-28(2,3)12-31-11-14-10-17(32(4)5)15-8-13-9-16-21(33(6)7)24(36)20(27(30)39)26(38)29(16,40)25(37)18(13)23(35)19(15)22(14)34;1-6-2-4-7(5-3-6)11(8,9)10/h10,13,16,21,31,34-35,38,40H,8-9,11-12H2,1-7H3,(H2,30,39);2-5H,1H3,(H,8,9,10)/t13-,16-,21-,29-;/m0./s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Biological Activity of Omadacycline tosylate

DescriptionOmadacycline tosylate is a new tetracycline antibiotic in the pipeline, which can inhibit the 30s subunit of bacterial ribosome. IC50 Value: Target: Antibacterial in vitro: in vivo: Clinical trial: Phase III Study to Compare the Safety and Efficacy of PTK-0796 in Patients With Complicated Skin and Skin Structure Infection (CSSSI).

References:
[1]. Schmitz J, Holzgrabe U. Amadacyclin - a new tetracycline antibiotic in the pipeline. Pharm Unserer Zeit. 2010 Mar;39(2):94-5.

Omadacycline tosylate Dilution Calculator

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Omadacycline tosylate Molarity Calculator

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Preparing Stock Solutions of Omadacycline tosylate

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.372 mL 6.8601 mL 13.7202 mL 27.4405 mL 34.3006 mL
5 mM 0.2744 mL 1.372 mL 2.744 mL 5.4881 mL 6.8601 mL
10 mM 0.1372 mL 0.686 mL 1.372 mL 2.744 mL 3.4301 mL
50 mM 0.0274 mL 0.1372 mL 0.2744 mL 0.5488 mL 0.686 mL
100 mM 0.0137 mL 0.0686 mL 0.1372 mL 0.2744 mL 0.343 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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Background on Omadacycline tosylate

Omadacycline is an antibiotic [1].

Omadacycline is a tetracycline antibiotic with a broad antimicrobial spectrum including Gram-positive, Gram-negative, anaerobic and atypical pathogens. Besides, it also has activity against pathogens express resistance to tetracycline and other antibiotics. In the in vitro assay, omadacycline shows activity against some Gram-positive pathogens carrying tetracycline resistance genes. The MICs are 0.06-1μg/ml, 0.125–0.5μg/ml, 0.12-0.5μg/ml and ≤ 0.06μg/ml for Staphylococcus aureus, Enterococcus faecalis, Enterococcus faecium and Streptococcus pneumonia, respectively. Omadacycline also exhibits activity in vitro against a broad panel of clinically relevant bacterial strains such as Staphylococcus aureus and vancomycin-resistant Enterococcus. Omadacycline is effective in the in vivo systemic infection model. The ED50 value of it against the S. pneumoniae PBS1339 strain is 3.34 mg/kg. It is much more potent than other antibiotics including doxycycline, vancomycin, levofloxacin and linezolid. Omadacycline is developed as both an intravenous and oral broad-spectrum clinical therapy currently. [1]

References:
[1] Macone A B, Caruso B K, Leahy R G, et al. The In Vitro and In Vivo Antibacterial Activities of Omadacycline, a Novel Aminomethylcycline. Antimicrobial agents and chemotherapy, 2013: AAC. 01242-13.

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Omadacycline tosylate is a new tetracycline antibiotic in the pipeline, which can inhibit the 30s subunit of bacterial ribosome.

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