Technical Data

259647
CAS Number
13803-65-1
Grade
Highly Purified
MDL Number
MFCD00151453
Molecular Formula
C₂₂H₂₃ClN₂O₇•HCl
Molecular Weight
462.88
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
-20°C
Anhydrotetracycline Hydrochloride
(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide hydrochloride; Tetracycline EP Impurity C Hydrochloride

Anhydrotetracycline hydrochloride is a synthetic tetracycline antibiotic that has been shown to be active against methicillin-resistant strains of Staphylococcus aureus and Enterobacteriaceae. It is also effective against Gram-positive bacteria such as Streptococcus pneumoniae, Enterococcus faecalis, and Listeria monocytogenes. Anhydrotetracycline hydrochloride functions by inhibiting protein synthesis, which prevents the production of proteins vital for cell division. This antibiotic inhibits translation by interfering with the binding of aminoacyl-tRNA to ribosomes through an unknown mechanism. Anhydrotetracycline hydrochloride has also been shown to enhance bacterial growth in the presence of carbon sources such as butanol or sugar alcohols.

Synonyms
(4S,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide hydrochloride; Tetracycline EP Impurity C Hydrochloride
CAS No
13803-65-1 Free Base: 1665-56-1
Molecular Formula
C₂₂H₂₃ClN₂O₇•HCl
Molecular Weight
462.88
Purity
≥98%
Appearance
Orange solid
Melting Point
203-205°C (dec.) (lit)
Solubility
DMSO: 10mg/ml DMF: 10mg/ml Ethanol: 2mg/ml
Storage and Stability
Lyophilized and reconstituted products are stable for 6 months after receipt at RT. Reconstitute with organic solvent. Aliquot to avoid repeated freezing and thawing. Store at RT. For maximum recovery of product, centrifuge the original vial after thawing and prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.

Intended for research use only. Not for use in human, therapeutic, or diagnostic applications.

References
1. Sokoloski, T., et al.: J. Pharm. Sci., 66, 1159 (1977). 2. Paemen, L., et al.: Biochem. Pharmacol., 5, 105 (1996). 3. A. Kamionka, et al.; Nucleic Acids Res. 32, 842 (2004). 4. | M. Resch, et al.; Nucleic Acids Res. 36, 4390 (2008)
USBio References
No references available
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