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

Catalog No.	Quantity	Packaging
AC233131000	100 mg	Glass bottle
AC233135000	500 mg	Glass bottle

Catalog No. AC233131000 Supplier Thermo Scientific Chemicals Supplier No. 233131000

Description

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.

Specifications

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

• 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

Safety and Handling

Hazard Category	GHS Signal Word: Warning
Hazard Statement	GHS H Statement: Causes serious eye irritation. Suspected of damaging the unborn child.
Precautionary Statement	GHS P Statement: Use personal protective equipment as required. 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.

SDS

RUO – Research Use Only