Irinotecan HCl

Irinotecan HCl__Topoisomerase I inhibitor Mc-Val-Cit-PABC-PNP

Product Name Irinotecan HCl
Description

Topoisomerase I inhibitor

Purity >98%
CAS No. 100286-90-6
Molecular Formula C33H38N4O6•HCl
Molecular Weight 623.14
Storage Temperature -20ºC
Shipping Temperature Shipped Ambient
Product Type Inducer
Solubility Soluble to 50 mg/ml in DMSO
Source Synthetic
Appearance Yellow solid
SMILES CCC1=C2CN3C(=CC4=C(C3=O)COC(=O)C@@4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7
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)1
InChIKey UWKQSNNFCGGAFS-XIFFEERXSA-N
Safety Phrases Classification: Harmful. May be harmful if inhaled, swallowed or absorbed through skin.
Safety Phrases:
S22 – Do not breathe dust
S24/25 – Avoid contact with skin and eyes
S36/37/39 – Wear suitable protective clothing, gloves and eye/face protection
S45 – In case of accident or if you feel unwell, seek medical advice immediately (show the label where possible)
Risk Phrases:
R20/21/22 – Harmful by inhilation, in contact with skin and if swallowed
R62 – Possible risk of impaired fertility
R68 – Possible risk of irreversible effects
Hazard Phrases:
H302
Cite This Product Irinotecan HCl (StressMarq Biosciences Inc., Victoria BC CANADA, Catalog # SIH-243)

References PubMed ID::http://www.ncbi.nlm.nih.gov/pubmed/19133234

Alternative Names (4S)-4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano3',4':6,7indolizino1,2-bquinolin-9-yl 1,4'-bipiperidine-1'-carboxylate, CPT11, Camptothecin 11
Research Areas Cancer, Apoptosis
PubChem ID 74990
Scientific Background Irinotecan is a topoisomerase 1 inhibitor, which prevents DNA from unwinding. Chemically it is a semisynthetic analogue of the natural alkaloid camptothecin. It is activated by hydrolysis to SN-38 which is then inactivated by glucuronidation by UGT1A1. This inactivation eventually leads to inhibition of both DNA replication and transcription (1, 2).
References 1. Innocentri F., et al. (2004) J Clin. Oncol. 22(8): 1382-1388.
2. O’Dwyer P.J., and Catalano R.B. (2006) J Clin Oncol. 24(28): 4534-4538.