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CAS 97682-44-5

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Irinotecan

Description:
Irinotecan is a chemotherapeutic agent primarily used in the treatment of colorectal cancer. It is classified as a topoisomerase I inhibitor, which interferes with DNA replication and transcription, ultimately leading to cancer cell death. The compound is a semi-synthetic derivative of camptothecin, derived from the bark of the Camptotheca acuminata tree. Irinotecan is administered intravenously and is often used in combination with other chemotherapy agents to enhance its efficacy. Its mechanism of action involves the stabilization of the topoisomerase I-DNA complex, preventing the re-ligation of DNA strands and causing DNA damage. The drug is known for its side effects, which can include diarrhea, nausea, vomiting, and myelosuppression, necessitating careful monitoring during treatment. Pharmacokinetically, irinotecan is metabolized in the liver, primarily by the enzyme UGT1A1, and its active metabolite, SN-38, is significantly more potent than the parent compound. Overall, irinotecan plays a crucial role in modern oncology, particularly for patients with advanced or metastatic colorectal cancer.
Formula:C33H38N4O6
InChI:InChI=1S/C33H38N4O6/c1-3-22-23-16-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)8-9-27(23)34-29-24(22)18-37-28(29)17-26-25(30(37)38)19-42-31(39)33(26,41)4-2/h8-9,16-17,20,41H,3-7,10-15,18-19H2,1-2H3/t33-/m0/s1
InChI key:InChIKey=UWKQSNNFCGGAFS-XIFFEERXSA-N
SMILES:C(C)C1=C2C(C=3N(C2)C(=O)C4=C(C3)[C@](CC)(O)C(=O)OC4)=NC=5C1=CC(OC(=O)N6CCC(CC6)N7CCCCC7)=CC5
Synonyms:
  • (19S)-10,19-Diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0[2,11].0[4,9].0[15,20]]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate
  • (S)-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 [1,4'-Bipiperidine]-1'-Carboxylate
  • 1,4'-Bipiperidine-1'-Carboxylic Acid (S)-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 Ester
  • 1H-Pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline, [1,4′-bipiperidine]-1′-carboxylic acid deriv.
  • Irinophore C
  • Irinotecan Free Base
  • Irinotecan base
  • Irinotecan lactone
  • Irinotecan mylan
  • [1,4′-Bipiperidine]-1′-carboxylic acid, (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 ester
  • See more synonyms
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