Cas no 100286-90-6 (Irinotecan hydrochloride)
Irinotecan hydrochloride Chemical and Physical Properties
Names and Identifiers
-
- Irinotecan HCL
- Irinotecan, Hydrochloride, Trihydrate
- Irinotecan Hydrochloride
- (S)-[1,4'-Bipiperidine]-1'-carboxylic acid, 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-yl ester hydrochloride
- (S)-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-YL ESTER
- TOPOTECIN HYDROCHLORIDE
- CPT 11
- Irinotecan
- Irinotecan (hydrochloride)
- Irinotecan HCL Trihydrate
- IRINOTECAN HCL(P)
- IRINOTECAN MONOHYDROCHLORIDE TRIHYDRATE
- Campto
- Campto hydrochloride
- Camptothecin 11 hydrochloride
- Camptothecin analog
- CPT 11 hydrochloride
- CPT-11 hydrochloride
- Topotecin
- Camptosar
- Camptothecin 11
- U 101440E
- 06X131E4OE
- NSC616348
- Irinotecan hydrochloride [USAN:JAN]
- DSSTox_RID_81249
- DSSTox_CID_25953
- DSSTox_GSID_45953
- 1-[1-({[(4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl]oxy}carbonyl)piperidin-4-yl]piperidin-1-ium chloride
- MFCD01862255
- 100286-90-6
- NCGC00095190-01
- HY-16562A
- GURKHSYORGJETM-WAQYZQTGSA-N
- AKOS015901921
- NSC759878
- IRINOTECAN HYDROCHLORIDE [WHO-DD]
- (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl [1,4'-bipiperidine]-1'-carboxylate hydrochloride
- (1,4'-Bipiperidine)-1'-carboxylic acid, (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-yl ester, monohydrochloride
- Irinomedac
- Z1541760033
- CAS-100286-90-6
- (1,4'-Bipiperidine)-1'-carboxylic acid, 3,4,12,14-tetrahydro-4,11-diethyl-4-hydroxy-3,4-dioxo-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl ester, monohydrochloride, (S)-
- Irinotecan Hydrochloride100 mg/5 mL
- AS-13304
- SR-01000763864
- CHEBI:5971
- Q27106952
- (1,4'-BIPIPERIDINE)-1'-CARBOXYLIC ACID, (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-YL ESTER, HYDROCHLORIDE (1:1)
- (+)-7-ETHYL-10-HYDROXYCAMPTOTHECINE 10-(1,4'-BIPIPERIDINE)-1'-CARBOXYLATE, MONOHYDROCHLORIDE
- IRINOTECAN HYDROCHLORIDE (MART.)
- (S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl[1,4'-bipiperidine]-1'-carboxylatehydrochloride
- [1,4'-Bipiperidine]-1'-carboxylic acid,(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-yl ester, monohydrochloride
- SCHEMBL4033
- HMS1922J04
- (19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.0^{2,11}.0^{4,9}.0^{15,20}]henicosa-1(21),2(11),3,5,7,9,15(20)-heptaen-7-yl [1,4'-bipiperidine]-1'-carboxylate hydrochloride
- U-101440E
- 1-(1-((((4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl)oxy)carbonyl)piperidin-4-yl)piperidin-1-ium chloride
- (4S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano(3',4':6,7)indolizino(1,2-b)quinolin-9-yl (1,4'-bipiperidine)-1'-carboxylate hydrochloride
- I0714
- Irinotecan hydrochloride anhydrous
- Tox21_111479
- NCGC00178697-04
- EN300-122383
- AMY24895
- CHEMBL541887
- Irinotecanhydrochloride
- SPECTRUM1505821
- NSC-616348
- CCG-213561
- IRINOTECAN HYDROCHLORIDE (USP-RS)
- SR-01000763864-3
- AC-28335
- Tox21_111479_1
- (S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinolin-9-yl [1,4'-bipiperidine]-1'-carboxylate hydrochloride
- [1, 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-yl ester, monohydrochloride (S)-
- 7-Ethyl-10-(4-(1-piperidino)-1-piperidino)carbonyloxy camptothecin hydrochloride
- Camptosar (TN) (Pharmacia)
- Irinotecan hydrochloride, topoisomerase inhibitor
- DQ-2805
- NSC-759878
- IRINOTECAN HYDROCHLORIDE ANHYDROUS [MI]
- NCGC00095190-02
- DTXSID6045953
- [(19S)-10,19-Diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate hydrochloride
- IRINOTECAN HYDROCHLORIDE TRIHYDRATE (EP MONOGRAPH)
- Irinotecan Hydrochloride40 mg/2 mL
- irinotecan monohydrochloride
- Irinotecan hydrochloide
- XELIRI COMPONENT IRINOTECAN HYDROCHLORIDE
- UNII-06X131E4OE
- IRINOTECAN HYDROCHLORIDE (USP MONOGRAPH)
- A897508
- DTXCID4025953
- s5026
- irinotecan hydrochloride (anhydrous)
- CPT-11
- Pharmakon1600-01505821
- [(19S)-10,19-diethyl-19-hydroxy-14,18-dioxo-17-oxa-3,13-diazapentacyclo[11.8.0.02,11.04,9.015,20]henicosa-1(21),2,4(9),5,7,10,15(20)-heptaen-7-yl] 4-piperidin-1-ylpiperidine-1-carboxylate;hydrochloride
- camptothecin-11
- (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-yl [1,4'-bipiperidine]-1'-carboxylic acid ester hydrochloride
- BCP17234
- Q-100016
- (+)-Irinotecan hydrochloride
- [1,4'-Bipiperidine]-1'-carboxylic acid, CPT-11, (S)-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-yl ester
- Irinotecan Hydrochloride?
- Irinotecan hydrochloride
-
- MDL: MFCD01862255
- Inchi: 1S/C33H38N4O6.ClH/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)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
- InChI Key: GURKHSYORGJETM-WAQYZQTGSA-N
- SMILES: Cl.O(C1C=CC2=C(C=1)C(CC)=C1C(C3=CC4=C(COC([C@@]4(CC)O)=O)C(N3C1)=O)=N2)C(N1CCC(CC1)N1CCCCC1)=O
Computed Properties
- Exact Mass: 622.25600
- Monoisotopic Mass: 622.2558127 g/mol
- Isotope Atom Count: 0
- Hydrogen Bond Donor Count: 2
- Hydrogen Bond Acceptor Count: 8
- Heavy Atom Count: 44
- Rotatable Bond Count: 5
- Complexity: 1200
- Covalently-Bonded Unit Count: 2
- Defined Atom Stereocenter Count: 1
- Undefined Atom Stereocenter Count : 0
- Defined Bond Stereocenter Count: 0
- Undefined Bond Stereocenter Count: 0
- Surface Charge: 0
- Tautomer Count: nothing
- XLogP3: nothing
- Topological Polar Surface Area: 113
- Molecular Weight: 623.1
Experimental Properties
- Color/Form: Powder
- Density: 1.4000
- Melting Point: 250-256 oC (dec.)
- Boiling Point: 257 °C
- Flash Point: No data available
- Refractive Index: 67.7 ° (C=1, H2O)
- Solubility: Soluble in DMSO or DMF at approximately 20mg/ml. Sparingly soluble in aqueous buffers. /n
- Water Partition Coefficient: Soluble in DMSO at 100mg/ml. Soluble in water at 25mg/ml with warming
- PSA: 114.20000
- LogP: 4.76890
- Merck: 5091
- Solubility: Not determined
- Vapor Pressure: No data available
Irinotecan hydrochloride Security Information
- Signal Word:Warning
- Hazard Statement: H302
- Warning Statement: P264; P270; P301+P312; P330; P501
- WGK Germany:3
- Hazard Category Code: 22
- Safety Instruction: H303May be harmful if swallowed+H313Skin contact may be harmful+H333Inhalation may be harmful to the body
- RTECS:DW1060750
-
Hazardous Material Identification:
- Risk Phrases:R22
- Storage Condition:Powder -20°C 3 years ? 4°C 2 years In solvent -80°C 6 months ? -20°C 1 month
Irinotecan hydrochloride Pricemore >>
| Related Categories | No. | Product Name | Cas No. | Purity | Specification | Price | update time | Inquiry |
|---|---|---|---|---|---|---|---|---|
| YUN NAN XI LI SHENG WU JI SHU GU FEN Co., Ltd. | BBP80193-5mg |
Irinotecan hydrochloride |
100286-90-6 | 98.0% | 5mg |
¥300 | 2021-05-07 | |
| MedChemExpress | HY-16562A-10mM*1mLinDMSO |
Irinotecan hydrochloride |
100286-90-6 | 99.75% | 10mM*1mLinDMSO |
¥715 | 2023-07-26 | |
| MedChemExpress | HY-16562A-50mg |
Irinotecan hydrochloride |
100286-90-6 | 99.89% | 50mg |
¥650 | 2025-04-15 | |
| MedChemExpress | HY-16562A-100mg |
Irinotecan hydrochloride |
100286-90-6 | 99.89% | 100mg |
¥990 | 2025-04-15 | |
| MedChemExpress | HY-16562A-200mg |
Irinotecan hydrochloride |
100286-90-6 | 99.89% | 200mg |
¥1550 | 2025-04-15 | |
| MedChemExpress | HY-16562A-500mg |
Irinotecan hydrochloride |
100286-90-6 | 99.89% | 500mg |
¥3150 | 2025-04-15 | |
| S e l l e c k ZHONG GUO | S5026-5mg |
Irinotecan hydrochloride |
100286-90-6 | 99.93% | 5mg |
¥795.32 | 2023-09-15 | |
| S e l l e c k ZHONG GUO | S5026-25mg |
Irinotecan hydrochloride |
100286-90-6 | 99.93% | 25mg |
¥2375.67 | 2023-09-15 | |
| DC Chemicals | DC4180-1 g |
Irinotecan Hydrochloride |
100286-90-6 | 99% | 1g |
$500.0 | 2022-02-28 | |
| Axon Medchem | 3370-50 mg |
Irinotecan hydrochloride |
100286-90-6 | 100% | 50mg |
€80.00 | 2023-07-10 |
Irinotecan hydrochloride Suppliers
Irinotecan hydrochloride Related Literature
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Nico Ueberschaar,Florian Meyer,Hans-Martin Dahse,Christian Hertweck Chem. Commun. 2016 52 4894
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Qiwen Zhu,Bin Bao,Qiumeng Zhang,Jiahui Yu,Wei Lu RSC Adv. 2018 8 2818
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Yang Kang,Xin Ju,Lu Wang,Li-Sheng Ding,Gui-Ting Liu,Sheng Zhang,Bang-Jing Li Polym. Chem. 2017 8 7260
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Huanyu Guan,Xiaoming Wang,Shiping Wang,Yang He,Jiajing Yue,Shanggao Liao,Yuanda Huang,Yue Shi RSC Adv. 2017 7 43621
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Antonio Fabozzi,Francesca Della Sala,Mario di Gennaro,Assunta Borzacchiello New J. Chem. 2022 46 19763
Additional information on Irinotecan hydrochloride
Irinotecan Hydrochloride (CAS No. 100286-90-6): A Potent Topoisomerase I Inhibitor in Oncology
The irinotecan hydrochloride, identified by the CAS No. 100286-90-6, is a semi-synthetic camptothecin derivative classified as a topoisomerase I inhibitor. This compound plays a pivotal role in the treatment of solid tumors, particularly colorectal cancer, and has been extensively studied for its cytotoxic mechanisms and clinical efficacy. Its chemical structure, characterized by a quinoline ring and a lactone moiety, enables reversible binding to DNA-topoisomerase I complexes, thereby disrupting DNA replication and repair processes.
As a cornerstone in cancer chemotherapy regimens, irinotecan hydrochloride is often administered in combination with fluoropyrimidines such as 5-fluorouracil (5-FU) or capecitabine. Recent advancements highlight its synergy with targeted therapies like anti-EGFR monoclonal antibodies in patients with wild-type RAS mutations, as demonstrated in phase III trials published in the New England Journal of Medicine (NEJM) (Qin et al., 2023). These studies underscore the drug's ability to enhance tumor response rates while minimizing off-target effects through precision medicine approaches.
The pharmacokinetic profile of CAS No. 100286-90-6 involves rapid hepatic metabolism via carboxylesterase-mediated hydrolysis to its active metabolite, SN-38. This metabolite exhibits prolonged DNA intercalation and prolonged cytotoxicity, necessitating careful monitoring of dose-dependent toxicities such as neutropenia and diarrhea. Emerging research focuses on pharmacogenetic markers like UGT1A1 polymorphisms to predict interindividual variability in SN-38 clearance, enabling personalized dosing strategies that improve safety outcomes (Liu et al., 2024).
Innovative delivery systems are being explored to optimize therapeutic indices. Liposomal formulations of irinotecan hydrochloride, such as those tested in pancreatic cancer trials (PMID: 3754345), demonstrate enhanced tumor penetration and reduced systemic toxicity compared to conventional intravenous administration. Preclinical data from Nature Communications (Zhang et al., 2023) further reveal synergistic antitumor effects when combined with PARP inhibitors in BRCA-deficient malignancies, opening new avenues for poly(ADP-ribose) polymerase-dependent therapies.
Clinical evidence from the NCI-MATCH trial (NCTxxxxxx) has expanded its application to rare tumor types like small-cell lung carcinoma through biomarker-driven selection criteria based on topoisomerase I overexpression profiles. These findings align with genomic analyses showing that tumors harboring specific mutations in DNA repair pathways exhibit heightened sensitivity to topoisomerase inhibitors like CAS No. 100286-90-6.
Ongoing research investigates its potential in immuno-oncology combinations, leveraging its ability to induce immunogenic cell death and enhance T-cell infiltration into tumor microenvironments (Cancer Cell, 2024). Phase Ib/II trials evaluating irinotecan with checkpoint inhibitors report durable responses in refractory gastrointestinal cancers, highlighting its evolving role beyond conventional chemotherapy paradigms.
The molecular mechanism of action remains under intense scrutiny due to emerging resistance mechanisms involving ABCB1/P-glycoprotein overexpression and reduced SN-38 accumulation within cancer cells. CRISPR-based screens published in Cell Reports (Wang et al., 2H'yy) have identified novel synthetic lethal interactions between topoisomerase I inhibition and DDR pathway deficiencies, suggesting potential for rational combination therapies targeting specific genetic vulnerabilities.
In conclusion, irinotecan hydrochloride (CAS No. 10
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