ANHYDROTETRACYCLINE HYDROCHLORIDE

ANHYDROTETRACYCLINE HYDROCHLORIDE Basic information
Product Name:ANHYDROTETRACYCLINE HYDROCHLORIDE
Synonyms:ANHYDROTETRACYCLINE HYDROCHLORIDE;AnhydrotetracyclineHCl;Anhydrotetracycline hydrochloride, 'can be used as a secondary standard';2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, monohydrochloride, (4S,4aS,12aS)-;5A,6-ANHYDROTETRACYCLINEHYDROCHLORIDE;Anhydrotetracycline hydrochloride,'can be used as secondary standard.';Anhydrotetracycline hydrochloride ,97%;(4S,4AS,12AS)-4-(DIMETHYLAMINO)-1,4,4A,5,12,12A-HEXAHYDRO-3,10,11,12A-TETRAHYDROXY-6-METHYL-1,12-DIOXO-2-NAPHTHACENECARBOXAMIDE MONOHYDROCHLORIDE
CAS:13803-65-1
MF:C22H23ClN2O7
MW:462.88
EINECS:
Product Categories:Drug Analogues;Intermediates & Fine Chemicals;Pharmaceuticals
Mol File:13803-65-1.mol
ANHYDROTETRACYCLINE HYDROCHLORIDE Structure
ANHYDROTETRACYCLINE HYDROCHLORIDE Chemical Properties
Melting point 223 °C
RTECS QI7860000
storage temp. Refrigerator
solubility Soluble in ethanol, DMSO, or DMF
form Powder
color Yellow to bright yellow
Sensitive Moisture Sensitive
BRN 4228856
Stability:Hygroscopic
EPA Substance Registry System2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, hydrochloride (1:1), (4S,4aS,12aS)- (13803-65-1)
Safety Information
Hazard Codes Xn
Risk Statements 63-36
Safety Statements 36/37/39-26
WGK Germany 3
HS Code 29413020
MSDS Information
ProviderLanguage
ACROS English
ANHYDROTETRACYCLINE HYDROCHLORIDE Usage And Synthesis
DescriptionThe tetracycline repressor (TetR) is a transcriptional regulator which normally binds tightly to its palindromic tetO operator DNA, blocking gene expression. Tet causes the repressor to dissociate from the DNA, allowing transcription to occur. A novel reverse TetR (revTetR) requires tetracycline as a co-repressor to bind tetO and block transcription. Anhydrotetracycline (hydrochloride) is a powerful effector in both the tetracycline repressor (TetR) and reverse TetR (revTetR) systems, binding the Tet repressor 35-fold more strongly than Tet. Moreover, anhydrotetracycline poorly binds the 30S ribosomal subunit, compared to Tet, so it does not act as a general inhibitor of translation and is a poor antibiotic. Perhaps related to this, the concentration of anhydrotetracycline that inhibits eukaryotic cell growth is more than a 1,000-fold above the dose that alters transcription through TetR.
Chemical Propertiesyellow to bright yellow powder
UsesA Tetracycline derivative exhibiting no antibiotic activity, a useful effector of tetracycline-dependent gene expression in bacterial expression systems.
UsesAnhydrotetracycline is a degradation product of tetracycline, formed by dehydration at the C6 position under acidic conditions to aromatise the B ring. Anhydrotetracycline is an important standard for monitoring tetracycline stability. Although the degradation is associated with a loss of antibiotic activity, anhydrotetracycline is considered biologically active and is thought responsible for aspects of tetracycline toxicity.
UsesAnhydrotetracycline hydrochloride is a salt of a degradation product of tetracycline, formed by dehydration at the C6 position under acidic conditions to aromatise the B ring. Anhydrotetracycline is an important standard for monitoring tetracycline stability. Although the degradation is associated with a loss of antibiotic activity, anhydrotetracycline is considered biologically active and is thought responsible for aspects of tetracycline toxicity.
ANHYDROTETRACYCLINE HYDROCHLORIDE Preparation Products And Raw materials
Preparation Products4-EPI-ANHYDROTETRACYCLINE HYDROCHLORIDE
2-Hydroxy-2-methylpropiophenone O-HYDROXYBENZOYLACETONE (S)-CYCLOHEX-2-ENYLAMINE, 95%, (98% E.E.) METHACRYLOYLACETONE 1-O-TOLYL-BUTANE-1,3-DIONE (2Z,4S,4aS,12aS)-2-(amino-hydroxy-methylidene)-4-dimethylamino-10,11,1 2a-trihydroxy-6-methyl-4a,5-dihydro-4H-tetracene-1,3,12-trione ANHYDROCHLORTETRACYCLINE HYDROCHLORIDE L-ISOLEUCINOL HCL 1-PHENYL-HEX-5-EN-3-OL 2-(2,3-DIMETHYLPHENYL)ETHANOL 2-ACETYL-1-TETRALONE 7-METHYL-1-NAPHTHOL 3-(NAPHTHALEN-2-YL)PROPAN-1-AMINE 2-Methyl-1-tetralone 2-METHYL-1-PHENYL-BUTANE-1,3-DIONE Naphthalen-2-ethanol 5-Methylnaphthalene-1-ol 1,2-DIMETHYLNAPHTHALENE

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