ANHYDROTETRACYCLINE HYDROCHLORIDE

Base Information

• Chemical Name: ANHYDROTETRACYCLINE HYDROCHLORIDE
• CAS No.: 13803-65-1
• Molecular Formula: C₂₂H₂₂N₂O₇*ClH
• Molecular Weight: 462.887
• Hs Code.: 29413020
• Mol file: 13803-65-1.mol

Synonyms:2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,monohydrochloride (8CI);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)- (9CI);2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-,monohydrochloride, [4S-(4a,4aa,12aa)]-;

Chemical Property of ANHYDROTETRACYCLINE HYDROCHLORIDE

Chemical Property:

• Vapor Pressure: 3.66E-16mmHg at 25°C
• Melting Point: 223 °C
• Boiling Point: 638.9 °C at 760 mmHg
• Flash Point: 340.2 °C
• PSA: 161.39000
• LogP: 1.95810
• Storage Temp.: Refrigerator
• Sensitive.: Moisture Sensitive
• Solubility.: Soluble in ethanol, DMSO, or DMF
• Water Solubility.: 5-10 g/100 mL at 20℃

Purity/Quality:

98%Min ^*data from raw suppliers

Anhydrotetracycline hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 63-36
• Safety Statements: 36/37/39-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Description: The 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.
• Uses: A Tetracycline derivative exhibiting no antibiotic activity, a useful effector of tetracycline-dependent gene expression in bacterial expression systems. Anhydrotetracycline 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. Anhydrotetracycline 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.

Technology Process of ANHYDROTETRACYCLINE HYDROCHLORIDE

There total 1 articles about ANHYDROTETRACYCLINE HYDROCHLORIDE which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

4-epi-anhydrotetracycline hydrochloride (4465-65-0) → anhydrotetracycline hydrochloride (13803-65-1)

Guidance literature:

at 25 ℃; Gleichgewicht;

DOI:10.1021/ja01568a050

Reference yield:

anhydrotetracycline hydrochloride (13803-65-1) → 4-epi-anhydrotetracycline hydrochloride (4465-65-0)

Guidance literature:

at 25 ℃; Gleichgewicht;

DOI:10.1021/ja01568a050

upstream raw materials:

4-epi-anhydrotetracycline hydrochloride

Downstream raw materials:

4-epi-anhydrotetracycline hydrochloride