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Thermo Scientific Chemicals 4-Epianhydrotetracycline hydrochloride, can be used as a secondary standard

Product Code. 10751891
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Quantity:
100 mg
500 mg
Packaging:
Glass bottle

4-Epianhydrotetracycline hydrochloride, CAS # 4465-65-0, is an antibiotic derivative of tetracycline. It is an important standard for monitoring tetracycline stability and toxicity in laboratory studies.

This Thermo Scientific Chemicals brand product was originally part of the Acros Organics product portfolio. Some documentation and label information may refer to the legacy brand. The original Acros Organics product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.

General description

  • 4-Epianhydrotetracycline hydrochloride is a secondary degradation product formed by epimerization of tetracycline and dehydration at the C6 position to aromatize the B ring
  • It has 250-fold higher toxicity than either tetracycline or doxycycline depending on the system under study

Applications

  • 4-Epianhydrotetracycline hydrochloride is less toxic to E. coli, and thus suitable for use with vectors or systems designed upon elements of the (Tn10) tet operon of E. coli
  • This compound is also used in veterinary medicine research and as a secondary standard for application in quality control in pharmaceutical laboratories
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 4465-65-0
Molecular Formula C22H22N2O7·HCl
Molecular Weight (g/mol) 462.89
MDL Number MFCD00151455
InChI Key SPFAOPCHYIJPHJ-MOMXNFOMSA-N
Synonym 4-epianhydrotetracycline hydrochloride, unii-06y7hm8dba, 06y7hm8dba, 4-epi-anhydrotetracycline hydrochloride, 4-epi-ahydrochloride, 4-epianhydrotetracycline hcl, epianhydrotetracycline hydrochloride, 4-epianhydrotetracycline hydrochloride, vetranal tm , analytical standard, 4-epianhydrotetracycline hydrochloride, european pharmacopoeia ep reference standard, 4-epianhydrotetracycline hydrochloride, united states pharmacopeia usp reference standard
PubChem CID 54682545
IUPAC Name (4R,4aS,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
SMILES CC1=C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C.Cl

Specifications

CAS Min % 96.0
CAS Max % 100.0
Melting Point 220.0°C
Color Orange
Infrared Spectrum Authentic
Assay Percent Range 80% min. (as is,calculated)
Packaging Glass bottle
Quantity 500 mg
Specific Rotation − 279.00
Solubility Information Solubility in water: 0.9g/L. Other solubilities: 25g/L methanol
Formula Weight 462.89
Percent Purity ≥97.0% Total Base (on anhydrous substance), ≥80 wt% (as is, calculated) (HPLC)
Physical Form Powder
Chemical Name or Material 4-Epianhydrotetracycline hydrochloride, 97%
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Product Identifier
  • 4-Epianhydrotetracycline hydrochloride
Signal Word
  • Warning
Hazard Category
  • Acute toxicity Category 4
  • Serious eye damage/eye irritation Category 2
  • Reproductive toxicity Category 2
Hazard Statement
  • H319-Causes serious eye irritation.
  • H361d-Suspected of damaging the unborn child.
  • H302-Harmful if swallowed.
Precautionary Statement
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • P301+P312-IF SWALLOWED: Call a POISON CENTER or doctor/physician/ if you feel unwell.
  • P305+P351+P338-IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

RUO – Research Use Only

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