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

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

Catalog No. AC233111000
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Glass bottle
Catalog No. Quantity Packaging
AC233111000 100 mg Glass bottle
AC233115000 500 mg Glass bottle
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Catalog No. AC233111000

Supplier: Thermo Scientific Chemicals 233111000

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Description

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

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 100 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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Safety and Handling

Hazard Category GHS Signal Word: Warning
Hazard Statement GHS H Statement:
Causes serious eye irritation.
Harmful if swallowed.
Suspected of damaging the unborn child.
Precautionary Statement GHS P Statement:
Use personal protective equipment as required.
IF SWALLOWED: Call a POISON CENTER or doctor/physician if you feel unwell.
Wear protective gloves/protective clothing/eye protection/face protection.
IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.

WARNING: The information provided on this web site was developed in compliance with European Union (EU) regulations and is correct to the best of our knowledge, information and belief at the date of its publication. The information given is designed only as a guide for safe handling and use. It is not to be considered as either a warranty or quality specification.

RUO – Research Use Only