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Documentos Principais

T3383

Sigma-Aldrich

Tetracycline hydrochloride

≥95% (European Pharmacopoeia HPLC assay)

Sinônimo(s):

4-Epitetracycline hydrochloride, Achromycin hydrochloride

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About This Item

Fórmula empírica (Notação de Hill):
C22H24N2O8 · HCl
Número CAS:
Peso molecular:
480.90
Beilstein:
3844873
Número CE:
Número MDL:
Código UNSPSC:
51284043
ID de substância PubChem:
NACRES:
NA.76

Nível de qualidade

Ensaio

≥95% (European Pharmacopoeia HPLC assay)

Formulário

powder

condição de armazenamento

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

cor

yellow

pf

220-223 °C (lit.)

espectro de atividade do antibiótico

Gram-negative bacteria
Gram-positive bacteria

Modo de ação

protein synthesis | interferes

temperatura de armazenamento

−20°C

cadeia de caracteres 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

chave InChI

XMEVHPAGJVLHIG-FMZCEJRJSA-N

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Descrição geral

Chemical structure: tetracycline

Aplicação

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.

Ações bioquímicas/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.

Atenção

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 preparo

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.

Outras notas

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

Palavra indicadora

Warning

Classificações de perigo

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

Órgãos-alvo

Respiratory system

Código de classe de armazenamento

11 - Combustible Solids

Classe de risco de água (WGK)

WGK 2

Ponto de fulgor (°F)

Not applicable

Ponto de fulgor (°C)

Not applicable

Equipamento de proteção individual

dust mask type N95 (US), Eyeshields, Gloves


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To determine the relationship between maternal bone resorption and bone development in fetuses. Female SD rats were injected with either fluorescent calcium indicator calcein alone or together with tetracycline 1 week before pregnancy, followed by fluorescence detection in fetal tibias

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