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Merck
CN

SML3782

Omadacycline tosylate

≥97% (HPLC)

Synonym(s):

MK-2764 tosylate, (4S,4aS,5aR,12aS)-4,7-bis(Dimethylamino)-9-(2,2-dimethylpropylaminomethyl)-3,10,12,12a-tetrahydroxy-1,11-dioxo-1,4,4a,5,5a,6,11,12aoctahydrotetracene-2-carboxamide, 4-methylbenzenesulfonate, Amadacycline tosylate, BAY 73-7388 tosylate, MK 2764 tosylate, MK2764 tosylate, PTK 0796 tosylate, PTK-0796 tosylate, PTK0796 tosylate

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About This Item

Empirical Formula (Hill Notation):
C29H40N4O7·C7H8O3S
CAS Number:
1075240-43-5
Molecular Weight:
728.85
UNSPSC Code:
51111800
NACRES:
NA.21
MDL number:
MFCD28167752

Key Documents

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assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

yellow to orange

solubility

H2O: 2 mg/mL, clear

storage temp.

-10 to -25°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Omadacycline (amadacycline, PTK 0796) is an orally active, potent tetracycline-class antibacterial against broad gram-positive and some gram-negative bacteria, including strains expressing the two main forms of tetracycline resistance (efflux and ribosomal protection). Omadacycline is also active against Haemophilus influenzae (H. influenzae) and atypical and anaerobic pathogens, including Legionella pneumophila, Mycoplasma spp., Ureaplasma spp., Bacteroides spp., and Clostridioides difficile. Unlike tetracycline, Omadacycline is active in vitro in the presence of the ribosomal protection protein Tet(O), despite its ribosomal binding site is similar to that of tetracycline.
Orally active, potent tetracycline-class antibacterial against broad gram-positive and some gram-negative bacteria.

Disclaimer

Hygroscopic

pictograms

Health hazard
GHS08

signalword

Warning

Hazard Classifications

Lact. - Repr. 2

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000489784
0000489784
0000266728
0000266729
0000252341

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Mechanism of action of the novel aminomethylcycline antibiotic omadacycline
Antimicrobial Agents and Chemotherapy, 58(3), 1279-1283 (2014)
A B Macone et al.
Antimicrobial agents and chemotherapy, 58(2), 1127-1135 (2013-12-04)
Omadacycline is the first intravenous and oral 9-aminomethylcycline in clinical development for use against multiple infectious diseases including acute bacterial skin and skin structure infections (ABSSSI), community-acquired bacterial pneumonia (CABP), and urinary tract infections (UTI). The comparative in vitro activity
James A Karlowsky et al.
Clinical infectious diseases : an official publication of the Infectious Diseases Society of America, 69(Suppl 1), S6-S15 (2019-08-02)
Omadacycline is a novel aminomethylcycline antimicrobial and semisynthetic derivative of tetracycline. In vitro, omadacycline displays potent activity against gram-positive and many gram-negative bacteria, including methicillin-resistant Staphylococcus aureus, Streptococcus pneumoniae, β-hemolytic streptococci, vancomycin-resistant Enterococcus, and Enterobacteriaceae. Omadacycline is also active against

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