1651009

Tetracycline hydrochloride

United States Pharmacopeia (USP) Reference Standard

• Empirical Formula (Hill Notation): C₂₂H₂₄N₂O₈ · HCl
• CAS Number: 64-75-5
• Molecular Weight: 480.90
• Beilstein/REAXYS Number: 3844873
• MDL number: MFCD00078142
• UNSPSC Code: 41116107
• PubChem Substance ID: 329751256
• NACRES: NA.24

Properties

• grade: pharmaceutical primary standard
• API family: tetracycline
• manufacturer/tradename: USP
• mp: 220-223 °C (lit.)
• application(s): 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

Description

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.

Application

Tetracycline hydrochloride USP reference standard, intended for use in specified quality tests and assays as specified in the USP compendia. Also, for use with USP monographs such as:

• Tetracycline Hydrochloride Ointment
• Tetracycline Hydrochloride Capsules
• Tetracycline Hydrochloride Tablets
• Tetracycline Hydrochloride Ophthalmic Ointment
• Tetracycline Hydrochloride Soluble Powder
• Tetracycline Hydrochloride and Novobiocin Sodium Tablets

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.

Analysis Note

These products are for test and assay use only. They are not meant for administration to humans or animals and cannot be used to diagnose, treat, or cure diseases of any kind.  ​

Other Notes

Sales restrictions may apply.

Safety Information

• 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
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 2
• flash_point_f: Not applicable
• flash_point_c: Not applicable