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Tetracycline hydrochloride

SIAL/T3383 - ≥95% (European Pharmacopoeia HPLC assay)

Synonym: 4-Epitetracycline hydrochloride; Achromycin hydrochloride

CAS Number: 64-75-5
Empirical Formula (Hill Notation): C22H24N2O8 · HCl
Molecular Weight: 480.90
EC Number: 200-593-8
MDL Number: MFCD00078142
Linear Formula: C22H24N2O8 · HCl
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-T3383-25G 25 g
$79.00
1/EA
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45-T3383-100G 100 g
$265.00
1/EA
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This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: T3383-100G
This picture is provided solely for illustration purposes. Optical properties of the actual product may deviate. Relevant product information is printed on labeled products and other accompanying or available information material.

This image depicts SKU: T3383-25G

 

antibiotic activity spectrum Gram-negative bacteria
  Gram-positive bacteria
assay ≥95% (European Pharmacopoeia HPLC assay)
color yellow
form powder
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
mode of action protein synthesis | interferes
mp 220-223 °C (lit.)
Quality Level 200 
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
storage condition (Keep container tightly closed in a dry and well-ventilated place.)
storage temp. −20°C
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.
Caution: 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.
General description: Chemical structure: tetracycline
Other Notes: Keep container tightly closed in a dry and well-ventilated place.
Packaging: 25, 100 g in poly bottle
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.
Purity ≥95% (European Pharmacopoeia HPLC assay)
mp 220-223 °C (lit.)
Storage Temp. −20°C
UNSPSC 51101500

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