CAS 185304-42-1

7-Ethyl-10-(4-amino-1-piperidino)carbonyloxycamptothecin

Description:

7-Ethyl-10-(4-amino-1-piperidino)carbonyloxycamptothecin, identified by its CAS number 185304-42-1, is a synthetic derivative of camptothecin, a compound known for its anticancer properties. This substance features a complex structure that includes an ethyl group at the 7-position and a piperidine moiety at the 10-position, which enhances its solubility and biological activity. The presence of the carbonyloxy group contributes to its mechanism of action, primarily through the inhibition of topoisomerase I, an enzyme crucial for DNA replication and repair. This inhibition leads to DNA damage and ultimately triggers apoptosis in cancer cells. The compound is characterized by its potential therapeutic applications in oncology, particularly against various types of tumors. Its pharmacokinetic properties, including absorption, distribution, metabolism, and excretion, are essential for determining its efficacy and safety profile in clinical settings. As with many chemotherapeutic agents, ongoing research is focused on optimizing its formulation and delivery to improve patient outcomes.

Formula: C₂₈H₃₀N₄O₆

InChI: InChI=1/C28H30N4O6/c1-3-17-18-11-16(38-27(35)31-9-7-15(29)8-10-31)5-6-22(18)30-24-19(17)13-32-23(24)12-21-20(25(32)33)14-37-26(34)28(21,36)4-2/h5-6,11-12,15,36H,3-4,7-10,13-14,29H2,1-2H3/t28-/m0/s1

SMILES: CCc1c2cc(ccc2nc2c1Cn1c2cc2c(COC(=O)[C@@]2(CC)O)c1=O)OC(=O)N1CCC(CC1)N

Synonyms:

• 4-Amino-(4S)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl 1-Piperidinecarboxylic Acid Ester
• NPC (metabolite)
• Rpr 132595A
• (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl 4-aminopiperidine-1-carboxylate

RPR132595A

CAS: 185304-42-1

RPR132595A is an active CPT-11 metabolite, it is generated by cytochrome P-450 3A4 (CYP3A4).

Formula: C₂₈H₃₀N₄O₆

Purity: 98%

Color and Shape: Solid

Molecular weight: 518.56

Ref: TM-T19553

7-Ethyl-10-(4-amino-1-piperidino)carbonyloxycamptothecin

CAS: 185304-42-1

Stability Light Sensitive, Moisture Sensitive, Temperature Sensitive
Applications A major metabolite of Irinotecan.
References Canal, P., et al.: J. Clin. Oncol., 14, 2688 (1996), Haaz, M., et al.: Cancer Res., 58, 468 (1998), Kehrer, D., et al.: Clin. Cancer Res., 6, 3451 (2000), Hanioka, N., et al.: Xenobiotica, 31, 687 (2001), Satoh, T., et al.: Drug Metab. Dispos., 30, 488 (2002),

Formula: C₂₈H₃₀N₄O₆

Color and Shape: Neat

Molecular weight: 518.56

Ref: TR-E899150

7-Ethyl-10-(4-amino-1-piperidino)carbonyloxycamptothecin Dihydrochloride

Controlled Product

CAS: 185304-42-1

Formula: C₂₈H₃₂Cl₂N₄O₆

Color and Shape: Neat

Molecular weight: 591.48

Ref: TR-E899155