T4062

Tetracycline hydrochloride

meets USP testing specifications

• Synonim(y): Tetracycline HCL
• Wzór empiryczny (zapis Hilla): C₂₂H₂₄N₂O₈ · HCl
• Numer CAS: 64-75-5
• Masa cząsteczkowa: 480.90
• UNSPSC Code: 51284043
• NACRES: NA.76
• PubChem Substance ID: 24900192
• EC Number: 200-593-8
• Beilstein/REAXYS Number: 3844873
• MDL number: MFCD00078142

Właściwości

• Quality Segment: 200
• agency: USP/NF, meets USP testing specifications
• assay: ≥900 (Units in µg/mg)
• form: crystalline powder
• optical activity: [α]/D -255 to 240° (Specific rotation )
• storage condition: (Keep container tightly closed in a dry and well-ventilated place. Light sensitive.)
• impurities: ≤4.0%
• color: yellow
• mp: 220-223 °C (lit.)
• antibiotic activity spectrum: Gram-negative bacteria, Gram-positive bacteria
• application(s): pharmaceutical (small molecule)
• mode of action: protein synthesis | interferes
• storage temp.: −20°C
• SMILES string: 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
• InChI key: XMEVHPAGJVLHIG-FMZCEJRJSA-N

Opis

General description

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.

Biochem/physiol Actions

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.

Preparation Note

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.

Other Notes

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

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Informacja o środkach bezpieczeństwa

• pictograms: GHS08,GHS07,GHS09
• signalword: Warning
• hcodes: H315,H319,H335,H361fd,H410
• pcodes: P202 - P261 - P273 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Aquatic Chronic 2 - Eye Irrit. 2 - Repr. 2 - Skin Irrit. 2 - STOT SE 3
• target_organs: Respiratory system
• Klasa składowania: 11 - Combustible Solids
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves