Irinotecan hydrochloride trihydrate

Base Information

• Chemical Name: Irinotecan hydrochloride trihydrate
• CAS No.: 136572-09-3
• Molecular Formula: C33H45ClN4O9
• Molecular Weight: 677.195
• Hs Code.: 29349990
• Mol file: 136572-09-3.mol

Synonyms:[1,4'-Bipiperidine]-1'-carboxylicacid,(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-ylester, monohydrochloride, trihydrate (9CI);[1,4'-Bipiperidine]-1'-carboxylicacid,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-ylester, monohydrochloride, trihydrate, (S)-;Irinotecan hydrochloridehydrate;

Chemical Property of Irinotecan hydrochloride trihydrate

Chemical Property:

• Appearance/Colour: Pale yellow to yellow crystalline powder
• Melting Point: 250-256 °C (dec.)
• Boiling Point: 873.4 °C at 760 mmHg
• Flash Point: 482 °C
• PSA: 141.89000
• Density: ==
• LogP: 4.57600
• Storage Temp.: 2-8°C
• Solubility.: Soluble in DMSO (up to 50 mg/ml), in Water (up to 4 mg/ml) or in Ethanol (up to 4 mg/ml).
• Water Solubility.: Soluble in DMSO at 100mg/ml. Soluble in water at 25mg/ml with warming

Purity/Quality:

99%, ^*data from raw suppliers

Irinotecan, Hydrochloride, Trihydrate ^*data from reagent suppliers

Safty Information:

• Statements: 22
• Safety Statements: 20/21-22

MSDS Files:

SDS file from LookChem

Useful:

• 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
• Uses: A DNA topoisomerase inhibitor. Irinotecan Hydrochloride Trihydrate is a DNA topoisomerase inhibitor.

Technology Process of Irinotecan hydrochloride trihydrate

There total 2 articles about Irinotecan hydrochloride trihydrate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

4-piperidinopiperidine-1-carbonyl chloride (103816-19-9) + 7-ethyl-10-hydroxycamptothecin (86639-52-3,110714-48-2,130144-34-2,113015-38-6,647852-82-2) → irinotecan hydrochloride trihydrate (136572-09-3)

Guidance literature:

4-piperidinopiperidine-1-carbonyl chloride; 7-ethyl-10-hydroxycamptothecin; With potassium carbonate; In pyridine; dichloromethane; at 20 ℃; for 6h;

With hydrogenchloride; In pyridine; dichloromethane; water;

Reference yield: 87.0%

irinotecan hydrochloirde (100286-90-6) → irinotecan hydrochloride trihydrate (136572-09-3)

Guidance literature:

With hydrogenchloride; water; In ethanol; at 75 - 80 ℃;

upstream raw materials:

irinotecan hydrochloirde

4-piperidinopiperidine-1-carbonyl chloride

7-ethyl-10-hydroxycamptothecin

Refernces

• 1、 -. "PREPARATION METHOD". Page/Page column 6. . Retrieved 2008/06/13.