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1651009

USP

Tetracycline hydrochloride

United States Pharmacopeia (USP) Reference Standard

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About This Item

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

pharmaceutical primary standard

agency

USP

API family

tetracycline

manufacturer/tradename

USP

mp

220-223 °C (lit.)

application(s)

pharmaceutical
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

General description

Find answers to frequently asked questions on USP products in USP FAQs.
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.

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Signal Word

Warning

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

WGK 2

Flash Point (°F)

Not applicable

Flash Point (°C)

Not applicable

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