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Tetracycline hydrochloride

SIAL/T0600000 - European Pharmacopoeia (EP) Reference Standard

CAS Number: 64-75-5
Empirical Formula (Hill Notation): C22H24N2O8 · HCl
Molecular Weight: 480.90
MDL Number: MFCD00078142
Linear Formula: C22H24N2O8 · HCl
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-T0600000 80 mg
 $228.00
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API family tetracycline
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
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
manufacturer/tradename EDQM
mp 220-223 °C (lit.)
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 temp. 2-8°C
Application: Tetracycline hydrochloride EP Reference standard, intended for use in laboratory tests only as specifically prescribed in the European Pharmacopoeia.
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.
General description: This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia .
Other Notes: Sales restrictions may apply.
Packaging: The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue .
mp 220-223 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 41116107

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