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Structure of Irinotecan HCl Trihydrate
CAS No.: 136572-09-3
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The BI-3802 was designed by Boehringer Ingelheim and could be obtained free of charge through the Boehringer Ingelheim open innovation portal opnMe.com, associated with its negative control.
Irinotecan hydrochloride trihydrate ((+)-Irinotecan hydrochloride trihydrate) is a topoisomerase I inhibitor with antitumor activity.
Synonyms: CPT-11 hydrochloride trihydrate; Irinotecan(hydrochloride hydrate); CPT-11 HCl Trihydrate
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CAS No. : | 136572-09-3 |
Formula : | C33H45ClN4O9 |
M.W : | 677.18 |
SMILES Code : | O=C(N1CCC(N2CCCCC2)CC1)OC3=CC=C4N=C5C(CN6C(C(COC([C@@]7(CC)O)=O)=C7C=C65)=O)=C(CC)C4=C3.[H]Cl.[H]O[H].[H]O[H].[H]O[H] |
Synonyms : |
CPT-11 hydrochloride trihydrate; Irinotecan(hydrochloride hydrate); CPT-11 HCl Trihydrate
|
MDL No. : | MFCD01765731 |
InChI Key : | KLEAIHJJLUAXIQ-JDRGBKBRSA-N |
Pubchem ID : | 60837 |
GHS Pictogram: |
![]() |
Signal Word: | Danger |
Hazard Statements: | H301 |
Precautionary Statements: | P501-P270-P264-P301+P310+P330-P405 |
Class: | 6.1 |
UN#: | 2811 |
Packing Group: | Ⅲ |
Description |
Irinotecan hydrochloride trihydrate ((+)-Irinotecan hydrochloride trihydrate), a potent topoisomerase I inhibitor, exhibits antitumor properties[1].
|
Target |
|
In Vitro:
Cell Line
|
Concentration | Treated Time | Description | References |
C2C12 cells | 50 μg/mL | 1 h | To evaluate the effect of SR12343 on FOLFIRI-induced markers of cellular senescence. SR12343 significantly reduced the expression levels of p53, p21, Tnfa, and Il1a. | PMC10906225 |
HT-29 | 20 µM | 1.5 h | To investigate the effects of irinotecan alone or in combination with 5-FU on the growth, metabolic activity, proliferation, and clonogenic survival of HT-29 cells. Results showed that irinotecan alone or in combination with 5-FU significantly inhibited the growth, metabolic activity, and clonogenic survival of HT-29 cells, and significantly increased the radiosensitivity of tumor cells. | PMC10299222 |
EC-109 | 0–125 μM | 48 h | To evaluate the inhibitory effect of Irinotecan on the proliferation of EC-109 cells, the results showed that Irinotecan significantly inhibited cell proliferation at micromolar concentrations. | PMC5981453 |
KYSE-450 | 0–125 μM | 48 h | To evaluate the inhibitory effect of Irinotecan on the proliferation of KYSE-450 cells, the results showed that Irinotecan significantly inhibited cell proliferation at micromolar concentrations. | PMC5981453 |
LAN-1 | 100, 10, 1 nM | 72 h | To study the cytotoxicity of SN-38, results showed that all SN-38-loaded NPs retained activity in the low nanomolar concentration range | PMC5564453 |
HeLa | 100, 10, 1 nM | 72 h | To study the cytotoxicity of SN-38, results showed that all SN-38-loaded NPs retained activity in the low nanomolar concentration range | PMC5564453 |
293T cells | 10 µM | 24 h | Increased the proportion of cells in S and G2/M phases, promoting CRISPR/Cas9-mediated homology-directed repair (HDR) efficiency | PMC10676593 |
BHK-21 cells | 1-10 µM | 48 h | Dose-dependent increase in dsDNA and ssODN-mediated knock-in (KI) efficiency | PMC10676593 |
pig fetal fibroblasts (PFFs) | 1-10 µM | 48 h | Dose-dependent increase in knock-in (KI) efficiency | PMC10676593 |
SW480 cells | 10 μM | 48 h | To evaluate the effect of Irinotecan on SW480 cells, results showed decreased cell viability after Irinotecan treatment. | PMC6947904 |
U87 cells | 10 μM | 72 h | Irinotecan showed anti-GBM activity in U87 cells with an IC50 value lower than other compounds. | PMC3898565 |
SK72 cells | 30 μM | Irinotecan showed anti-GBM activity in SK72 cells with an IC50 value of 30 μM. | PMC3898565 |
In Vivo:
Species
|
Animal Model
|
Administration | Dosage | Frequency | Description | References |
Mice | C57BL/6J mice | Intraperitoneal injection | 24 mg/kg | 3 times per week for 9 weeks | To evaluate the effect of FOLFIRI on, lean mass, and fat mass in mice. FOLFIRI significantly reduced, lean mass, and fat mass, and increased the expression of markers of cellular senescence. | PMC10906225 |
Mice | C57BL/6 mice | Intravenous injection | 40 mg/kg | Every 3 or 4 days for 4 to 6 administrations | In the orthotopic MC38 tumor model, the Ir-silicasome demonstrated improved pharmacokinetics and tumor drug content compared to free drug and Onivyde?, significantly enhancing therapeutic efficacy, prolonging survival, and reducing bone marrow and gastrointestinal toxicity. | PMC6554030 |
BALB/c nude mice | subcutaneous xenograft model | intraperitoneal injection | 5 mg/kg | twice per week, for approximately 50 days | To study the role of eIF3a in irinotecan sensitivity in vivo, it was found that eIF3a silencing significantly increased tumor resistance to irinotecan. | PMC9055905 |
NOD/SCID mice | ESCC cell line xenograft models | Intraperitoneal injection | 8 mg/kg | Twice a week for 3 weeks | To evaluate the antitumor effect of Irinotecan in ESCC xenograft models, the results showed that Irinotecan significantly inhibited tumor growth, but the effect was inferior to Gimatecan. | PMC5981453 |
pig | pig embryos | embryo injection | 5 µM | single injection, incubated for 6 days | Significantly increased knock-in (KI) frequency in pig embryos without impairing embryo development | PMC10676593 |
Nude mice | U87 cell subcutaneous xenograft model | Intraperitoneal injection | 0.5 mg/kg | Once daily for 5 days, followed by 2 days off | The combination of irinotecan with pitavastatin significantly inhibited tumor growth with lower toxicity. | PMC3898565 |
Clinical Trial:
NCT Number | Conditions | Phases | Recruitment | Completion Date | Locations |
NCT00483834 | Colorectal Cancer | Phase 2 | Completed | - | Canada, Ontario ... More >> Princess Margaret Hospital Toronto, Ontario, Canada, M5G 2M9 Less << |
NCT03245450 | Refractory or Recurrent Solid ... More >>Tumors Rhabdomyosarcoma Non-Rhabdomyosarcoma Soft Tissue Sarcoma Ewing Sarcoma Less << | Phase 1 Phase 2 | Recruiting | June 30, 2021 | Germany ... More >> Uniklinik RWTH Aachen Kinderklinik Recruiting Aachen, Germany Charite Virchow Kinderklinik - CC17 Recruiting Berlin, Germany Uniklinik Essen AoR Kinderklinik Recruiting Essen, Germany Klinik fur Kinder und Jugendmed - KKJM Recruiting Frankfurt, Germany Uniklinik Freiburg Kindermedizin Klinik IV Recruiting Freiburg, Germany Uniklinik Gottingen Kindermedizin Recruiting Gottingen, Germany Kinderklinik Muenchen Schwabing Not yet recruiting Muenchen, Germany Less << |
NCT02015754 | Colorectal Cancer | Phase 2 | Completed | - | United States, Maryland ... More >> The Johns Hopkins Hospital Baltimore, Maryland, United States, 21287 Less << |
NCT03175016 | Colon Cancer Liver Metastasis | Phase 2 Phase 3 | Recruiting | December 2019 | China, Tianjin ... More >> Tianjin Medical University Cancer Institute and Hospital Recruiting Tianjin, Tianjin, China, 300060 Contact: Zhi Guo, MD 13920076145 cjr.guozhi@vip.163.com Contact: Xueling Yang, MD 15620930669 yxueling123@163.com Sub-Investigator: Wenge Xing Less << |
NCT00540943 | Neoplasms, Colorectal | Phase 1 | Completed | - | France ... More >> GSK Investigational Site Saint Herblain, France, 44805 GSK Investigational Site Toulouse, France, 31052 Less << |
NCT00003225 | Colorectal Cancer | Phase 1 Phase 2 | Completed | - | United States, California ... More >> Jonsson Comprehensive Cancer Center, UCLA Los Angeles, California, United States, 90095-1781 Wilshire Oncology Medical Group, Inc. Rancho Cucamonga, California, United States, 91730 Less << |
NCT01494506 | Metastatic Pancreatic Cancer | Phase 3 | Completed | - | - |
NCT00393094 | High-Grade Gliomas | Phase 2 | Terminated(Terminated due to t... More >>he limitations of accrual.) Less << | - | United States, Maryland ... More >> National Institutes of Health Clinical Center, 9000 Rockville Pike Bethesda, Maryland, United States, 20892 Less << |
NCT01494506 | - | Completed | - | - | |
NCT02015754 | - | Completed | - | - | |
NCT00004919 | Unspecified Childhood Solid Tu... More >>mor, Protocol Specific Less << | Phase 1 | Completed | - | United States, California ... More >> COG Phase I Consortium Arcadia, California, United States, 91006-3776 Less << |
NCT00393094 | - | Terminated(Terminated due to t... More >>he limitations of accrual.) Less << | - | - | |
NCT00693719 | Breast Cancer | Phase 2 | Completed | - | United States, Arizona ... More >> Arizona Cancer Center at University of Arizona Health Sciences Center Tucson, Arizona, United States, 85724-5024 Less << |
NCT00160875 | Esophageal Cancer | Phase 2 Phase 3 | Completed | - | Canada, Ontario ... More >> University Health Network Toronto, Ontario, Canada, M5G 2M9 Less << |
NCT00693719 | - | Completed | - | - |
Bio Calculators | ||||
Preparing Stock Solutions | ![]() |
1mg | 5mg | 10mg |
1 mM 5 mM 10 mM |
1.48mL 0.30mL 0.15mL |
7.38mL 1.48mL 0.74mL |
14.77mL 2.95mL 1.48mL |
Tags: Irinotecan hydrochloride | (+)-Irinotecan hydrochloride | CPT-11 hydrochloride | Topoisomerase | topoisomerase I inhibitor | SN-38 | DNA unwinding | apoptosis | 136572-09-3
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