31741

Tetracyclin -hydrochlorid

VETRANAL^®, analytical standard

• Empirische Formel (Hill-System): C₂₂H₂₄N₂O₈ · HCl
• CAS-Nummer: 64-75-5
• Molekulargewicht: 480.90
• NACRES: NA.24
• E Number: E701
• PubChem Substance ID: 329753913
• UNSPSC Code: 41116107
• EC Number: 200-593-8
• MDL number: MFCD00078142
• Beilstein/REAXYS Number: 3844873

Eigenschaften

• grade: analytical standard
• Quality Segment: 100
• product line: VETRANAL^®
• shelf life: limited shelf life, expiry date on the label
• technique(s): HPLC: suitable, gas chromatography (GC): suitable
• mp: 220-223 °C (lit.)
• application(s): cleaning products; cosmetics; food and beverages; forensics and toxicology; personal care; pharmaceutical (small molecule)
• format: neat
• storage temp.: 2-8°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

Beschreibung

General description

Tetracycline hydrochloride (TCH) 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 also helps as an alternate drug for penicillin.

Application

Tetracycline (TCH) 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. TCH is also used as a reference standard in LC/MS/MS method for tetracycline residue analysis in biological samples.

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Biochem/physiol Actions

Wirkungsweise: Inhibiert die Proteinsynthese (Elongation) durch Verhinderung des Bindens von Aminoacyl-tRNA an die 30S-Untereinheit.

Antimikrobielles Spektrum: Gram-negative und Gram-positive Bakterien.

Resistenzmechanismus: Verlust der Zellwandpermeabilität.

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.

Legal Information

VETRANAL is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

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.

Sicherheitshinweise

• 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
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves