CAS 7518-17-4

4-Epianhidrotetraciclina

Descripción:

4-Epianhidrotetraciclina es un derivado semisintético de la tetraciclina, un antibiótico de amplio espectro. Se caracteriza por su estructura tetracíclica, que es esencial para su actividad biológica. Este compuesto exhibe propiedades antibacterianas al inhibir la síntesis de proteínas en las bacterias, lo que lo hace efectivo contra una variedad de organismos grampositivos y gramnegativos. La fórmula química de 4-Epianhidrotetraciclina incluye múltiples grupos funcionales, lo que contribuye a su solubilidad y reactividad. Se administra típicamente en forma de sal hidroclorídica para mejorar la estabilidad y la biodisponibilidad. La sustancia es conocida por su estabilidad moderada a alta en condiciones ácidas, pero puede degradarse en entornos alcalinos. Además, se ha estudiado por sus posibles aplicaciones más allá del uso de antibióticos, incluyendo propiedades antiinflamatorias y anticancerígenas. Al igual que otras tetraciclinas, puede causar efectos secundarios como trastornos gastrointestinales y fotosensibilidad. Las condiciones adecuadas de manejo y almacenamiento son esenciales para mantener su eficacia y perfil de seguridad.

Fórmula: C₂₂H₂₂N₂O₇

InChI: InChI=1S/C22H22N2O7/c1-8-9-5-4-6-12(25)13(9)17(26)14-10(8)7-11-16(24(2)3)18(27)15(21(23)30)20(29)22(11,31)19(14)28/h4-6,11,16,25-27,31H,7H2,1-3H3,(H2,23,30)/t11-,16+,22-/m0/s1

Clave InChI: InChIKey=CXCVEERYMJZMMM-WPINSWFRSA-N

SMILES: O[C@]12[C@]([C@@H](N(C)C)C(O)=C(C(N)=O)C1=O)(CC=3C(C2=O)=C(O)C=4C(C3C)=CC=CC4O)[H]

Sinónimos:

• (4R)-Anhydrotetracycline
• (4R,4aS,12aS)-4-(Dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-2-naphthacenecarboxamide
• (4R,4aS,12aS)-4-(Dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydrotetracene-2-carboxamide
• (4R,4aS,12aS)-4-(dimethylamino)-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-4a,5-dihydro-4H-tetracene-2-carboxamide
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, 4-epimer
• 2-Naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, [4R-(4α,4aβ,12aβ)]-
• 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,12,12a-hexahydro-3,10,11,12a-tetrahydroxy-6-methyl-1,12-dioxo-, (4R,4aS,12aS)-
• 4-Epianhydrotetracycline
• 4-epi-5a,6-Anhydrotetracycline
• 4-epi-Anhydrotetracycline
• Anhydro-4-epitetracycline
• Anhydroepitetracycline
• Epianhydrotetracycline

Tetracycline EP Impurity D (Chlortetracycline EP Impurity I, Lymecycline EP Impurity D, 4-Epianhydrotetracycline)

CAS: 7518-17-4

Fórmula: C₂₂H₂₂N₂O₇

Peso molecular: 426.43

Ref: 4Z-T-404

4-Epianhydrotetracycline

CAS: 7518-17-4

4-Epianhydrotetracycline is a chemical compound that is a derivative of tetracycline, a well-known antibiotic. It is primarily a byproduct arising from the chemical degradation of tetracycline antibiotics, occurring under acidic or basic conditions. The source of this compound is the structural transformation of tetracycline, resulting in an altered molecular configuration.

Fórmula: C₂₂H₂₂N₂O₇

Pureza: Min. 95%

Peso molecular: 426.4 g/mol

Ref: 3D-HAA51817

Lymecycline EP Impurity D

CAS: 7518-17-4

Fórmula: C₂₂H₂₂N₂O₇

Peso molecular: 426.42

Ref: ST-EA-CP-L64004

4-Epianhydrotetracycline hydrochloride hydrate

CAS: 4465-65-0, 7518-17-4

4-Epianhydrotetracycline hydrochloride hydrate is a chemical compound that inhibits the activation of protein kinase C (PKC) and blocks the apoptosis pathway. It has been shown to induce apoptosis in prostate cancer cells and also inhibits the proliferation of human microvessel endothelial cells. 4-Epianhydrotetracycline hydrochloride hydrate is stable in both human serum and wastewater, which makes it an ideal drug for treating many types of cancers. It is also used in pharmaceutical drugs as a cytochalasin, which are used to treat angina pectoris by reducing oxygen uptake by erythrocytes, thereby inhibiting oxidative phosphorylation. 4-Epianhydrotetracycline hydrochloride hydrate prevents mitochondrial cytochrome c release, thus blocking the apoptotic pathway in cells. This chemical compound may act as a regulatory molecule that affects energy metabolism and epidermal growth factor (EGF)

Fórmula: C₂₂H₂₃ClN₂O₇

Pureza: Min. 95%

Peso molecular: 462.88 g/mol

Ref: 3D-FE22716