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Merck

O5875

Oxytetracycline hydrochloride

Sinónimos:

5-Hydroxytetracycline hydrochloride

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Fórmula empírica (notación de Hill):
C22H24N2O9 · HCl
Número CAS:
Peso molecular:
496.89
UNSPSC Code:
51284039
NACRES:
NA.85
PubChem Substance ID:
EC Number:
218-161-2
Beilstein/REAXYS Number:
3853107
MDL number:
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form

powder or crystals

Quality Segment

impurities

≤3.5% total of impurities (related substances (HPLC))

color

yellow

solubility

soluble

antibiotic activity spectrum

Gram-negative bacteria, Gram-positive bacteria

mode of action

protein synthesis | interferes

SMILES string

Cl.CN(C)[C@H]1[C@@H]2[C@@H](O)[C@H]3C(=C(O)[C@]2(O)C(=O)C(C(N)=O)=C1O)C(=O)c4c(O)cccc4[C@@]3(C)O

InChI

1S/C22H24N2O9.ClH/c1-21(32)7-5-4-6-8(25)9(7)15(26)10-12(21)17(28)13-14(24(2)3)16(27)11(20(23)31)19(30)22(13,33)18(10)29;/h4-6,12-14,17,25,27-29,32-33H,1-3H3,(H2,23,31);1H/t12-,13-,14+,17+,21-,22+;/m1./s1

InChI key

UBDNTYUBJLXUNN-IFLJXUKPSA-N

General description

Chemical structure: tetracycline
Freely soluble in water, sparingly soluble in Ethanol (96%). Solution in water becomes turbid on standing owing to the precipitation of chromatograms.

Application

Oxytetracycline is a tetracycline analog isolated from the actinomycete Streptomyces rimosus. Oxytetracycline is an antibiotic indicated for treatment of infections caused by Gram positive and Gram negative microorganisms such as Mycoplasma pneumoniae, Pasteurella pestis, Escherichia coli, Haemophilus influenzae, and Diplococcus pneumoniae. It is used in studies on the oxytetracycline-resistance gene (otrA). Oxytetracycline hydrochloride is used to study phagosome-lysosome (P-L) fusion in P388D1 cells and antibiotic susceptibilities of Mycoplasma bovis isolates.

Biochem/physiol Actions

Mode of Action: Inhibits protein synthesis (elongation) by preventing binding of aminoacyl-tRNA to the 30S subunit.
Antimicrobial spectrum: Gram-negative and Gram-positive bacteria.
Mode of Resistance: Active efflux, ribosome protection, tetracycline inactivation.
Oxytetracycline inhibits translation which results in cell death. It binds to the 30S ribosomal subunit and prevents the amino-acyl tRNA from binding to the A site of the ribosome. The binding is reversible in nature. Oxytetracycline is lipophilic so it can easily pass through a cell membrane and passively diffuses through channels in the bacterial membrane.

Other Notes

10g,50g,100g
Keep container tightly closed in a dry and well-ventilated place.Store under inert gas. Light sensitive.Air sensitive.


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pictograms

Health hazard

signalword

Warning

hcodes

Hazard Classifications

Repr. 2

Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)



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