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T4062

Sigma-Aldrich

Tetracycline hydrochloride

meets USP testing specifications

Sinonimo/i:

Tetracycline HCL

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About This Item

Formula empirica (notazione di Hill):
C22H24N2O8 · HCl
Numero CAS:
64-75-5
Peso molecolare:
480.90
Beilstein:
3844873
Numero CE:
200-593-8
Numero MDL:
MFCD00078142
Codice UNSPSC:
51284043
ID PubChem:
24900192
NACRES:
NA.76

agenzia

USP/NF
meets USP testing specifications

Livello qualitativo

200

Saggio

≥900 (Units in µg/mg)

Stato

crystalline powder

Attività ottica

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

Condizioni di stoccaggio

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

Impurezze

≤4.0%

Colore

yellow

Punto di fusione

220-223 °C (lit.)

Spettro attività antibiotica

Gram-negative bacteria
Gram-positive bacteria

applicazioni

pharmaceutical (small molecule)

Modalità d’azione

protein synthesis | interferes

Temperatura di conservazione

−20°C

Stringa SMILE

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
XMEVHPAGJVLHIG-FMZCEJRJSA-N

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Descrizione generale

Chemical structure: tetracycline

Applicazioni

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.

Azioni biochim/fisiol

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.

Avvertenza

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.

Nota sulla preparazione

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.

Altre note

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

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335,H361fd,H410

Classi di pericolo

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

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 2

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

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Certificati d'analisi (COA)

Lot/Batch Number
SLCM0769
SLCJ1776
SLCF9393
SLCC9289
SLBV5651

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