T3383

Tetracycline hydrochloride

≥95% (European Pharmacopoeia HPLC assay)

• Synonyme(s) : 4-Epitetracycline hydrochloride, Achromycin hydrochloride
• Formule empirique (notation de Hill): C₂₂H₂₄N₂O₈ · HCl
• Numéro CAS: 64-75-5
• Poids moléculaire : 480.90
• Numéro Beilstein : 3844873
• Numéro CE : 200-593-8
• Numéro MDL: MFCD00078142
• Code UNSPSC : 51284043
• ID de substance PubChem : 24900135
• Nomenclature NACRES : NA.76

Propriétés

• Niveau de qualité: 200
• Pureté: ≥95% (European Pharmacopoeia HPLC assay)
• Forme: powder
• Conditions de stockage: (Keep container tightly closed in a dry and well-ventilated place.)
• Couleur: yellow
• Pf: 220-223 °C (lit.)
• Spectre d'activité de l'antibiotique: Gram-negative bacteria; Gram-positive bacteria
• Mode d’action: protein synthesis | interferes
• Température de stockage: −20°C
• Chaîne 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
• Clé InChI: XMEVHPAGJVLHIG-FMZCEJRJSA-N

Description

Description générale

Chemical structure: tetracycline

Application

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.

Actions biochimiques/physiologiques

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.

Attention

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.

Notes préparatoires

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.

Autres remarques

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

Informations sur la sécurité

• Pictogrammes: GHS08,GHS07,GHS09
• Mention d'avertissement: Warning
• Mentions de danger: H315,H319,H335,H361fd,H410
• Conseils de prudence: P202 - P261 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Classification des risques: Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• Organes cibles: Respiratory system
• Code de la classe de stockage: 11 - Combustible Solids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: dust mask type N95 (US), Eyeshields, Gloves