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Merck

T4062

Sigma-Aldrich

Tetracycline hydrochloride

meets USP testing specifications

Synonim(y):

Tetracycline HCL

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About This Item

Wzór empiryczny (zapis Hilla):
C22H24N2O8 · HCl
Numer CAS:
Masa cząsteczkowa:
480.90
Beilstein:
3844873
Numer WE:
Numer MDL:
Kod UNSPSC:
51284043
Identyfikator substancji w PubChem:
NACRES:
NA.76

agency

USP/NF
meets USP testing specifications

Poziom jakości

Próba

≥900 (Units in µg/mg)

Formularz

crystalline powder

aktywność optyczna

[α]/D -255 to 240° (Specific rotation )

warunki przechowywania

(Keep container tightly closed in a dry and well-ventilated place. Light sensitive.)

zanieczyszczenia

≤4.0%

kolor

yellow

mp

220-223 °C (lit.)

spektrum działania antybiotyku

Gram-negative bacteria
Gram-positive bacteria

Zastosowanie

pharmaceutical (small molecule)

Tryb działania

protein synthesis | interferes

temp. przechowywania

−20°C

ciąg SMILES

Cl.CN(C)[C@H]1[C@@H]2C[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/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25,27-28,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1

Klucz InChI

XMEVHPAGJVLHIG-FMZCEJRJSA-N

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Opis ogólny

Chemical structure: tetracycline

Zastosowanie

Tetracycline is a broad spectrum polyketide antibiotic with clinical uses in treating bacterial infections such as Rocky Mountain spotted fever, typush fever, tick fevers, Q fever, and Brill-Zinsser disease and to treat upper respiratory infections and acne. It has been used in studies of multidrug resistance and potential side effects including acute pancreatitis. It is recommended for use in cell culture applications at 10 mg/L.

Działania biochem./fizjol.

Mode of Action: Tetracycline passively diffuses through proin channels in the cell membrane, binding to 30S ribosomes and inhibits protein synthesis by preventing access of aminoacyl tRNA to the acceptor site on the mRNA-ribosome complex. It also binds to the bacterial 50S ribosomal subunit, altering the membrane and causing intracellular components to leak from bacterial cells. The inhibitory effects can be reversed by washing, suggesting that it is the reversibly bound antibiotic, and not the irreversibly bound drug, that is responsible for antibacterial action.

Mode of Resistance: The effects are inactivated via a loss of cell wall permeability.

Antimicrobial spectrum: Includes a wide range of antimicrobial activity against gram-positive and gram-negative bacteria.

Przestroga

This product should be frozen below 0°C and protected from light and moisture. In these conditions, the product has been shown to retain activity for 4 years. Stock solutions should be stored at -20°C and are stable at 37°C for 4 days.

Uwaga dotycząca przygotowania

The product is freely soluble in water, soluble in methanol and ethanol but is insoluble in ether and hydrocarbons. In water, the product yields a clear, yellow-orange solution with heating and in 95% ethanol, 50 mg dissolved in 4 mL with heating yields a clear, yellow-green solution. Tetracycline is rapidly destroyed by alkali hydroxide solutions and standing water solutions become turbid due to hydrolysis and precipitation. The potency of tetracycline is reduced in solutions with pH below 2.

Inne uwagi

Keep container tightly closed in a dry and well-ventilated place. Light sensitive.
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Hasło ostrzegawcze

Warning

Zwroty wskazujące rodzaj zagrożenia

Klasyfikacja zagrożeń

Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3

Organy docelowe

Respiratory system

Kod klasy składowania

11 - Combustible Solids

Klasa zagrożenia wodnego (WGK)

WGK 2

Temperatura zapłonu (°F)

Not applicable

Temperatura zapłonu (°C)

Not applicable

Środki ochrony indywidualnej

dust mask type N95 (US), Eyeshields, Gloves


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Dokumenty związane z niedawno zakupionymi produktami zostały zamieszczone w Bibliotece dokumentów.

Odwiedź Bibliotekę dokumentów

Shruti Sharma et al.
Nature communications, 10(1), 3105-3105 (2019-07-17)
Fas plays a major role in regulating ligand-induced apoptosis in many cell types. It is well known that several cancers demonstrate reduced cell surface levels of Fas and thus escape a potential control system via ligand-induced apoptosis, although underlying mechanisms
Yasuhiro Igarashi et al.
Journal of natural products, 74(4), 670-674 (2011-03-11)
A new spirotetronate-class polyketide, maklamicin (1), was isolated from the culture extract of an endophytic actinomycete of the genus Micromonospora. The structure and relative configuration of 1 were elucidated by interpretation of NMR and other spectroscopic data, and the absolute
T Bouchery et al.
Clinical microbiology and infection : the official publication of the European Society of Clinical Microbiology and Infectious Diseases, 19(2), 131-140 (2013-02-13)
Symbiotic associations between eukaryotes and microorganisms are frequently observed in nature, and range along the continuum between parasitism and mutualism. The genus Wolbachia contains well-known intracellular bacteria of arthropods that induce several reproductive phenotypes that benefit the transmission of the
Olivier Marion et al.
Bioorganic & medicinal chemistry, 17(3), 1006-1017 (2008-02-01)
A series of simplified thiomarinol derivatives was prepared by way of catalytic enantioselective inverse electron demand hetero [4+2] cycloaddition/allylboration tandem reaction. As a preliminary evaluation, these analogs were tested for antimicrobial activity using a standard disk diffusion assay. Whereas amide
Leslie Cuthbertson et al.
Chemistry & biology, 20(2), 232-240 (2013-02-27)
The ligands that interact with the vast majority of small-molecule binding transcription factors are unknown, a significant gap in our understanding of sensory perception by cells. TetR-family regulators (TFRs) are found in most prokaryotes and are involved in regulating virtually

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