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BP480

Tetracycline hydrochloride

British Pharmacopoeia (BP) Reference Standard

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About This Item

Empirical Formula (Hill Notation):
C22H24N2O8 · HCl
CAS Number:
64-75-5
Molecular Weight:
480.90
EC Number:
200-593-8
UNSPSC Code:
41116107
NACRES:
NA.24
Beilstein/REAXYS Number:
3844873
MDL number:
MFCD00078142

Key Documents

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Product Name

Tetracycline hydrochloride, British Pharmacopoeia (BP) Reference 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

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

grade

pharmaceutical primary standard

API family

tetracycline

form

crystalline powder

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

BP

mp

220-223 °C (lit.)

application(s)

pharmaceutical
pharmaceutical small molecule

format

neat

storage temp.

−20°C

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Related Categories

Application

Tetracycline hydrochloride BP Reference standard, intended for use in laboratory tests only as specifically prescribed in the British Pharmacopoeia.

Also used in monographs such as:
  • Lymecycline Capsules
  • Chlortetracycline Eye Ointment
  • Chlortetracycline Veterinary Oral Powder
  • Chlortetracycline Tablets
  • Chlortetracycline Ointment
  • Doxycycline Tablets
  • Doxycycline Prolonged-Release Capsules
  • Doxycycline Dispersible Tablets
  • Doxycycline Capsules
  • Tetracycline Tablets
  • Tetracycline Capsules

    • 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.
    Learn how British Pharmacopoeia (BP) sets the standard by offering quality British Pharmacopoeia Chemical Reference Substances (BPCRS).

    Packaging

    Unit quantity: 100 mg. Subject to change. The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity please visit British Pharmacopoeia

    wgk

    WGK 2

    signalword

    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

    flash_point_f

    Not applicable

    flash_point_c

    Not applicable

    Regulatory Information

    涉药品监管产品
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    Adam D Werts et al.
    Cellular and molecular gastroenterology and hepatology, 9(3), 403-423 (2019-11-23)
    Necrotizing enterocolitis (NEC) is a devastating disease of premature infants characterized by Toll-like receptor 4 (TLR4)-dependent intestinal inflammation and enterocyte death. Given that necroptosis is a proinflammatory cell death process that is linked to bacterial signaling, we investigated its potential

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