CAS 103882-85-5

3Epigemcitabine

Description:

3-Epigemcitabine, with the CAS number 103882-85-5, is a nucleoside analog that is primarily used in the field of cancer treatment. It is a derivative of gemcitabine, which is a well-known chemotherapeutic agent. The structure of 3-epigemcitabine features a modified sugar moiety that enhances its stability and efficacy against certain types of cancer cells. This compound exhibits antitumor activity by interfering with DNA synthesis and repair, ultimately leading to apoptosis in rapidly dividing cells. Its mechanism of action involves incorporation into DNA, which disrupts normal replication processes. Additionally, 3-epigemcitabine has been studied for its potential to overcome resistance mechanisms that cancer cells develop against traditional therapies. The pharmacokinetics of this compound suggest that it may have improved bioavailability and reduced toxicity compared to its parent compound. Ongoing research continues to explore its therapeutic potential and optimal dosing regimens in various cancer types.

Formula: C₉H₁₁F₂N₃O₄

InChI: InChI=1/C9H11F2N3O4/c10-9(11)6(16)4(3-15)18-7(9)14-2-1-5(12)13-8(14)17/h1-2,4,6-7,15-16H,3H2,(H2,12,13,17)/t4-,6?,7-/m1/s1

SMILES: c1cn([C@H]2C(C([C@@H](CO)O2)O)(F)F)c(nc1=N)O

Synonyms:

• 4-Amino-1-(Deoxy-2,2-difluoro-D-threo-pentofuranosyl)-2(1H)-pyrimidinon
• (Gemcitabine Impurity
• 3’-Epi Gemcitabine (Gemcitabine Impurity)
• 4-Amino-1-(Deoxy-2,2-difluoro-D-threo-pentofuranosyl)-2(1H)-pyrimidinone
• 4-amino-1-[(2R,5R)-3,3-difluoro-4-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]pyrimidin-2-one

3’-Epi gemcitabine

CAS: 103882-85-5

Ref: 7W-GN7762

Gemcitabine Impurity 12

CAS: 103882-85-5

Formula: C₉H₁₁F₂N₃O₄

Molecular weight: 263.20

Ref: 4Z-G-2619

3’-Epi Gemcitabine

CAS: 103882-85-5

Applications An impurity from the synthesis of Gemcitabine.
References Haufman, et al.: Science, 145, 585 (1964), Prusoff, et al.: Biochim. Biophys. Acta, 32, 295 (1959)

Formula: C₉H₁₁F₂N₃O₄

Color and Shape: Neat

Molecular weight: 263.20

Ref: TR-E588520

3'-Epi gemcitabine

CAS: 103882-85-5

3'-Epi-GEMCITABINE is a nucleoside phosphoramidite that is used in the synthesis of DNA and RNA. It is an antiviral agent and also has anticancer activity. 3'-Epi-GEMCITABINE inhibits the growth of cells by inhibiting DNA synthesis, which leads to cell death. The chemical name for 3'-epigemcitabine is 2',3'-dideoxyinosine monophosphate. 3'-Epi-GEMCITABINE can be synthesized from 2',3'-dideoxyinosine monophosphate and 5-bromo-2'-deoxyuridine diphosphate.

Formula: C₉H₁₁F₂N₃O₄

Purity: Min. 95%

Molecular weight: 263.2 g/mol

Ref: 3D-NE22706

3'-Epi Gemcitabine

CAS: 103882-85-5

Formula: C₉H₁₁F₂N₃O₄

Molecular weight: 263.2

Ref: ST-EA-CP-G7038