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T4062

Sigma-Aldrich

Tetracycline hydrochloride

meets USP testing specifications

Sinónimos:

Tetracycline HCL

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About This Item

Fórmula empírica (notación de Hill):
C22H24N2O8 · HCl
Número de CAS:
64-75-5
Peso molecular:
480.90
Beilstein:
3844873
Número CE:
200-593-8
Número MDL:
MFCD00078142
Código UNSPSC:
51284043
ID de la sustancia en PubChem:
24900192
NACRES:
NA.76

Agency

USP/NF
meets USP testing specifications

Nivel de calidad

200

Análisis

≥900 (Units in µg/mg)

formulario

crystalline powder

actividad óptica

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

condiciones de almacenamiento

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

impurezas

≤4.0%

color

yellow

mp

220-223 °C (lit.)

espectro de actividad antibiótica

Gram-negative bacteria
Gram-positive bacteria

aplicaciones

pharmaceutical (small molecule)

Modo de acción

protein synthesis | interferes

temp. de almacenamiento

−20°C

cadena 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

Clave InChI

XMEVHPAGJVLHIG-FMZCEJRJSA-N

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Descripción general

Chemical structure: tetracycline

Aplicación

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.

Acciones bioquímicas o fisiológicas

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.

Precaución

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 de preparación

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.

Otras notas

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

Palabra de señalización

Warning

Clasificaciones de peligro

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

Órganos de actuación

Respiratory system

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 2

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
SLCM0769
SLCJ1776
SLCF9393
SLCC9289
SLBV5651

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