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Thermo Scientific Chemicals Anhydrotetracycline hydrochloride, 'can be used as a secondary standard'

Product Code. 10792081
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Quantity:
100 mg
500 mg
Packaging:
Glass bottle

Anhydrotetracycline hydrochloride, CAS # 13803-65-1, is a tetracycline derivative showing antibacterial activity commonly used to control tetracycline-dependent gene expression systems in bacteria.

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

  • Anhydrotetracycline hydrochloride is a degradation product derived from tetracycline hydrochloride. It acts as an effector of tetracycline-dependent gene expression in bacterial expression systems. In this system the transcription of genes is reversibly turned on/off in the presence of several compounds including, anhydrotetracycline hydrochloride.
  • This compound poorly binds to the 30S ribosomal subunit compared with its precursor, tetracycline.

Applications

  • Anhydrotetracycline hydrochloride is commonly used in all fields of biology for control of transcription or translation processes
  • This compound has been used in laboratory experiments and shows lower antibacterial activity against Escherichia coli compared with tetracycline.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 13803-65-1
Molecular Formula C22H23ClN2O6
Molecular Weight (g/mol) 446.88
MDL Number MFCD00151453
InChI Key FFZXKJVSZDKEMY-XGRJIHFXNA-N
Synonym anhydrotetracycline hydrochloride, unii-ovg14h105r, anhydrotetracycline hcl, c22h22n2o7.hcl, 2-naphthacenecarboxamide, 4-dimethylamino-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, monohydrochloride, 4s-4alpha,4aalpha,12aalpha, 4-dimethylamino-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide monohydrochloride, 4s-4alpha,4aalpha,12aalpha, anhydrotetracycline hydrochloride, vetranal tm , analytical standard, anhydrotetracycline hydrochloride, certified reference material, tracecert r, anhydrotetracycline hydrochloride, european pharmacopoeia ep reference standard, anhydrotetracycline hydrochloride, united states pharmacopeia usp reference standard
PubChem CID 54710409
IUPAC Name (4S,4aS,12aR)-4-(dimethylamino)-1,10,11,12a-tetrahydroxy-6-methyl-3,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide;hydrochloride
SMILES [H+].[Cl-].CN(C)C1C2CC3=C(C(O)=C4C=CC=CC4=C3C)C(=O)C2(O)C(=O)\C(=C(\N)O)C1=O

Specifications

Melting Point 223.0°C
Color Yellow
Infrared Spectrum Authentic
Assay Percent Range 80% min. (as is,calculated)
Packaging Glass bottle
Quantity 100 mg
Beilstein 14, IV, 2633
Specific Rotation − 264.00
Solubility Information Solubility in water: 5g/L. Other solubilities: 50g/L methanol
Formula Weight 462.89
Percent Purity ≥97.0% (on anhydrous substance), ≥80 wt% (as is, calculated)(HPLC)
Physical Form Powder
Chemical Name or Material Anhydrotetracycline hydrochloride
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Product Identifier
  • Anhydrotetracycline hydrochloride
Signal Word
  • Warning
Hazard Category
  • Serious eye damage/eye irritation Category 2
  • Reproductive toxicity Category 2
Hazard Statement
  • H361d-Suspected of damaging the unborn child.
  • H319-Causes serious eye irritation.
Precautionary Statement
  • P280-Wear protective gloves/protective clothing/eye protection/face protection.
  • 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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