136572-09-3
Irinotecan hydrochloride trihydrate
CAS: 136572-09-3
Molecular Formula: C33H45ClN4O9
136572-09-3 - Names and Identifiers
| Name | Irinotecan hydrochloride trihydrate |
| Synonyms | Camptosar Irinotecan HCL 3H2O Irinotecan HCl trihydrate IRINOTECAN HCL TRIHYDRATE trihydrate,(s)-hydrochlorid Irinotecan hydrochloride trihydrate IRINOTECAN HYDROCHLORIDE TRIHYDRATE trihydrate,(s)-hydrochlorid trihydrate IRINOTECAN MONOHYDROCHLORIDE TRIHYDRATE irinotecan monohydrochloride trihydrate irinotecanhydrochloridetrihydrate(cpt-11) [3',4',6,7]indolizino[1,2-b]quinolin-9-yl ester, hcl trihydrate roxy-3,14-dioxo-1h-pyrano(3',4',6,7)indolizino(1,2-b)quinolin-9-ylester,mono (1,4'-bipiperidine)-1'-carboxylicacid,4,11-diethyl-3,4,12,14-tetrahydro-4-hyd (+)-7-Ethyl-10-hydroxycamptothecine 10-(1,4'-bipiperidine)-1'-carboxylate, monohydrochloride, trihydrate (1,4'-bipiperidine)-1'-carboxylicacid,4,11-diethyl-3,4,12,14-tetrahydro-4-hyd monohydrochloride, trihydrate (s)-[1,4'-bipiperidine]-1'-carboxylic acid 4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1h-pyrano [1,4'-bipiperidine]-1'-carboxylic acid (s)-4,11-diethyl-3,4,12,14-tetrahydro-4-hydroxy-3,14-dioxo-1h-pyrano |
| CAS | 136572-09-3 |
| EINECS | 603-967-2 |
| InChI | InChI=1/C33H38N4O6.ClH/c1-3-22-23-9-8-21(43-32(40)36-14-10-20(11-15-36)35-12-6-5-7-13-35)16-27(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;1H/t33-;/m0./s1 |
136572-09-3 - Physico-chemical Properties
| Molecular Formula | C33H45ClN4O9 |
| Molar Mass | 677.18 |
| Melting Point | 250-256°C (dec.) |
| Boling Point | 257°C(lit.) |
| Water Solubility | Soluble in DMSO at 100mg/ml. Soluble in water at 25mg/ml with warming |
| Solubility | Soluble in DMSO (up to 50 mg/ml), in Water (up to 4 mg/ml) or in Ethanol (up to 4 mg/ml). |
| Appearance | White solid. |
| Color | Yellow |
| Merck | 14,5091 |
| Storage Condition | 2-8°C |
| Stability | Stable for 1 year from date of purchase as supplied. Solutions in DMSO, ethanol or distilled water may be stored at -20° for up to 3 months. |
| Use | Mainly for the treatment of digestive system tumors such as gastric cancer, colon cancer, rectal cancer, lung cancer, etc., but also for the treatment of leukemia, hydatidiform mole and choriocarcinoma. Irinotecan is a chemically modified derivative of native camptothecin. It is a new type of anticancer drug with definite curative effect and less toxic and side effects. It is mainly used for the treatment of lung cancer, colorectal cancer, gastric cancer, uterine cancer, ovarian cancer and other cancers |
| In vitro study | Irinotecan is activated to SN-38 by carboxylesterases, enabling it to interact with its target, topoisomerase I. Irinotecan at IC50 concentrations induced similar amounts of cleavable complexes in LoVo cells and HT-29 cell lines. SN-38 induced a concentration-dependent formation of the cleavable complex, which was not significantly different in LoVo cells and HT-29 cell lines. Irinotecan induced cell accumulation was significantly different, with levels consistently higher in HT-29 cells than in LoVo cells. The lactone E-ring and SN-38 of Irinotecan hydrolyze reversibly in aqueous solution, and the interconversion between the lactone form and the carboxylate form depends on PH and temperature. Irinotecan is activated to SN-38 primarily by the liver. For the same concentration of Irinotecan and SN-38 glucuronide, the yield of β-glucuronidase-mediated SN-38 was higher than the yield of SN-38 formed by Irinotecan in both tumor and normal tissues. Irinotecan is converted to SN-38 in the gut, plasma, and tumor tissues. The activity of Irinotecan in the SCLC cell line was significantly higher than that in the NSCLC cell line, while no significant difference was observed in the Histological typing of the SN-38. |
| In vivo study | In COLO320 xenografts, Irinotecan induced a maximum growth inhibition of 92%. A single dose of Irinotecan significantly increased the amount of topoisomerase I covalently bound to DNA in the stomach, duodenum, colon, and liver. At the same time, the number of DNA strand breaks in colonic mucosal cells was significantly higher in the Irinotecan-treated group than in the control group. |
136572-09-3 - Risk and Safety
| Risk Codes | 22 - Harmful if swallowed |
| Safety Description | S20/21 - S22 - Do not breathe dust. |
| RTECS | DW1060750 |
| HS Code | 29349990 |
136572-09-3 - Introduction
Irinotecan HCl Trihydrate prevent DNA melting by inhibiting Topoisomerase 1 (topoisomerase 1).
Last Update：2022-10-16 17:13:38
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View History
136572-09-3
Bicyclo[3.1.1]hept-2-ene-2-carbonyl chloride, 6,6-dimethyl-
2-Cyano-3-trifluoromethylpyridine
5-甲酰基-2-噻吩甲酸
Propanoic acid, 2-hydroxy-, tetradecyl ester
1-O-hexadecyl-2-O-Methyl-sn-glycerol (PMG)
CB 676475
WSC
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid cycloartan-24-en-3β-yl ester
(1R-cis)-2,2-Dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarbonyl chloride
Bicyclo[3.1.1]hept-2-ene-2-carbonyl chloride, 6,6-dimethyl-
2-Cyano-3-trifluoromethylpyridine
5-甲酰基-2-噻吩甲酸
Propanoic acid, 2-hydroxy-, tetradecyl ester
1-O-hexadecyl-2-O-Methyl-sn-glycerol (PMG)
CB 676475
WSC
3-(4-Hydroxy-3-methoxyphenyl)propenoic acid cycloartan-24-en-3β-yl ester
(1R-cis)-2,2-Dimethyl-3-(2-methylprop-1-enyl) cyclopropanecarbonyl chloride