CAS 6543-77-7

4-Epidoxycycline

Description:

4-Epidoxycycline is a semi-synthetic derivative of the antibiotic tetracycline, specifically designed to enhance its antibacterial properties. It is characterized by its broad-spectrum activity against a variety of Gram-positive and Gram-negative bacteria, making it effective in treating various infections. The compound features a complex tetracyclic structure, which is essential for its mechanism of action, primarily involving the inhibition of bacterial protein synthesis by binding to the 30S ribosomal subunit. 4-Epidoxycycline is known for its stability in acidic environments, which can improve its bioavailability. Additionally, it exhibits a relatively low toxicity profile, making it suitable for therapeutic use. However, like other tetracyclines, it may cause side effects such as gastrointestinal disturbances and photosensitivity. Its use is also limited by the potential for the development of antibiotic resistance. Overall, 4-Epidoxycycline represents an important compound in the field of antimicrobial therapy, contributing to the ongoing efforts to combat bacterial infections.

Formula: C₂₂H₂₄N₂O₈

InChI: InChI=1/C22H24N2O8/c1-7-8-5-4-6-9(25)11(8)16(26)12-10(7)17(27)14-15(24(2)3)18(28)13(21(23)31)20(30)22(14,32)19(12)29/h4-7,10,14-15,17,25-27,31-32H,23H2,1-3H3/b21-13-/t7-,10+,14+,15+,17-,22-/m0/s1

InChI key: InChIKey=JBIWCJUYHHGXTC-NLJUDYQYSA-N

SMILES: O[C@]12[C@]([C@@H](N(C)C)C(O)=C(C(N)=O)C1=O)([C@@H](O)[C@]3(C(=C2O)C(=O)C=4C([C@@H]3C)=CC=CC4O)[H])[H]

Synonyms:

• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, 4-epimer
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, (4R,4aR,5S,5aR,6R,12aS)-
• (4R,4aR,5S,5aR,6R,12aS)-4-(Dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide
• 4-Epioxytetracycline, 6-deoxy-
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, [4R-(4α,4aβ,5β,5aβ,6β,12aβ)]-
• Doxycycline Impurity 3(Doxycycline EP Impurity C)(4-epi-Doxycycline)
• 4-EPI DOXYCYCLINE DXC03-100
• DOCYCYCLINE
• 4-Epi Doxycycline (>70%)
• Doxycycline hyclate EP Impurity C
• 4-Epi Doxycycline (Crude)
• 4-Epi Doxycycline Hydrochloride Q: What is the CAS Number of
• 4-Epi Doxycycline Hydrochloride
• 4-Epi Doxycycline Hydrochloride Q: What is the storage condition of
• 4-Epi Doxycycline Hydrochloride Q: What are the applications of
• (4S,5S,6R,12aS)-4-(dimethylamino)-3,5,10,12,12a
• 4-Epi DoxycycL
• 6-Deoxy-4-epioxytetracycline USP/EP/BP
• 4-Epi Doxycycline
• Doxycycline Impurity 7
• Doxycycline Impurity 3（Doxycycline EP Impurity C）
• 4-Epi Doxycycline HydrochlorideQ: What is
• 6-Deoxy-4-epioxytetracycline
• Doxycycline EP Impurity C / 4-Epidoxycycline / Doxycycline Related Compound C
• Doxycycline EP Impurity C/4-Epi Doxycycline

Doxycycline EP Impurity C (4-epi Doxycycline)

CAS: 6543-77-7

Formula: C₂₂H₂₄N₂O₈

Molecular weight: 444.44

Ref: 4Z-D-185

4-Epidoxycycline

CAS: 6543-77-7

4-Epidoxycycline is a hepatic metabolite of the antibiotic doxycycline and lacks antibiotic properties in mice. In both in vitro assays and in vivo mouse models, 4-Epidoxycycline regulates HER2 gene expression similarly to doxycycline and exhibits comparable efficacy in tumor tissues, achieving over 95% tumor regression rates.

Formula: C₂₂H₂₄N₂O₈

Color and Shape: Solid

Molecular weight: 444.44

Ref: TM-T203210

Doxycycline EP Impurity C

CAS: 6543-77-7

Formula: C₂₂H₂₄N₂O₈

Molecular weight: 444.44

Ref: ST-EA-CP-D56003

4-Epi Doxycycline (>70%)

Controlled Product

CAS: 6543-77-7

Impurity Doxycycline EP Impurity C
Stability Light Sensitive, Unstable in Solution
Applications An alternative to doxycycline to control gene expression.
References Schiffer, I., et al.: Cancer Res. 63, 7221 (2003) , Eger, K. , et al.: Biochem. Biophys. Res. Comm., 323, 979, (2004).

Formula: C₂₂H₂₄N₂O₈

Purity: >70%

Color and Shape: Yellow Solid

Molecular weight: 444.43

Ref: TR-E585900

4-Epidoxycycline

CAS: 6543-77-7

4-Epidoxycycline is a tetracycline antibiotic that inhibits the growth of bacteria by binding to bacterial ribosomes and blocking protein synthesis. This drug also has anti-inflammatory properties and can be used to treat bowel disease. 4-Epidoxycycline has been found to be effective in vivo models for experimental models of inflammatory lesions, such as ulcerative colitis, ileitis, or Crohn's disease. This antibiotic has not been shown to have any toxic effects on the heart or blood pressure.

Formula: C₂₂H₂₄N₂O₈

Purity: 95%Min

Color and Shape: Powder

Molecular weight: 444.43 g/mol

Ref: 3D-FE32560