Irinotecan hydrochloride trihydrate

Description

Irinotecan (136572-09-3) is a semi-synthetic derivative of camptothecin (Cat.# 10-1041) that is an FDA approved anticancer drug. It is a prodrug that is converted by tissue esterases to 7-ethyl-10-hydroxycamptothecin (SN-38, Cat.# 10-2425), a potent inhibitor of DNA topoisomerase I.1,2 Although irinotecan is also a topoisomerase inhibitor, SN-38 is approximately 1000 times as potent in purified enzyme studies. In vitro cytotoxicity assays show much greater variability in potency between the two (2-2000 fold).3

Chemical properties

White powder

The Uses of Irinotecan hydrochloride trihydrate

Irinotecan Hydrochloride Trihydrate is a DNA topoisomerase inhibitor.

Definition

ChEBI: A hydrate that is the trihydrate form of irinotecan hydrochloride. Onivyde is used in combination with fluorouracil and leucovorin, for the treatment of patients with metastatic adenocarcinoma of the pancreas after disease progression following gemcitabine based therapy. It is converted via hydrolysis of the carbamate linkage to its active metabolite, SN-38, which is ~1000 times more active.

brand name

Camptosar (Pharmacia &Upjohn) .

Hazard

Moderately toxic by ingestion.

Effects

Irinotecan hydrochloride trihydrate(CPT-11) is found to have efficacy against drug-resistant as well as drug-sensitive tumor cells. It inhibits the growth of the tumors which are VCR- resistant or ADM-resistant. The inhibition can also occur in VCR- and ADM-resistant tumor bearing mice.

References

1) Kunimoto et al. (1987) Antitumor activity of 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxy-camptothecin, a novel water-soluble derivative of camptothecin against murine tumors; Cancer Res., 47 5944 2) Mathijssen et al., (2002) Pharmacology of topoisomerase I inhibitors irinotecan (CPT-11) and topotecan; Curr. Cancer Drug Targets, 253 5892 3) Pfizer drug insert