Irinotecan hydrochloride trihydrate
- Product Name
- Irinotecan hydrochloride trihydrate
- CAS No.
- 136572-09-3
- Chemical Name
- Irinotecan hydrochloride trihydrate
- Synonyms
- Iriontecan HCL;Irinotecan HCL 3H2O;Irinotecan HydrochL;Irinotecan Trihydrate;CPT-11 HCl Trihydrate;Irinotecan Hydrochlorid;IRINOTECAN HCL TRIHYDRATE;IRINOTECON HCL TRIHYDRATE;Irinotecan HCI Trihydrate;trihydrate,(s)-hydrochlorid
- CBNumber
- CB6122430
- Molecular Formula
- C33H45ClN4O9
- Formula Weight
- 677.18
- MOL File
- 136572-09-3.mol
Irinotecan hydrochloride trihydrate Property
- Melting point:
- 250-256°C (dec.)
- Boiling point:
- 257°C(lit.)
- 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).
- form
- White solid.
- color
- Yellow
- Water Solubility
- Soluble in DMSO at 100mg/ml. Soluble in water at 25mg/ml with warming
- Merck
- 14,5091
- 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.
- InChIKey
- KLEAIHJJLUAXIQ-VRWBIZLENA-N
- SMILES
- N1(C2CCN(C(OC3C=CC4C(C=3)=C(CC)C3CN5C(C=3N=4)=CC3[C@](CC)(O)C(=O)OCC=3C5=O)=O)CC2)CCCCC1.[H]Cl.[H]O[H].[H]O[H].[H]O[H] |&1:24,r|
- CAS DataBase Reference
- 136572-09-3(CAS DataBase Reference)
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H302Harmful if swallowed
H372Causes damage to organs through prolonged or repeated exposure
- Precautionary statements
-
P260Do not breathe dust/fume/gas/mist/vapours/spray.
P270Do not eat, drink or smoke when using this product.
P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P314Get medical advice/attention if you feel unwell.
P330Rinse mouth.
P403Store in a well-ventilated place.
N-Bromosuccinimide Price
- Product number
- 1347609
- Product name
- Irinotecan hydrochloride
- Purity
- United States Pharmacopeia (USP) Reference Standard
- Packaging
- 100MG
- Price
- $676
- Updated
- 2025/07/31
- Product number
- I0714
- Product name
- Irinotecan Hydrochloride Trihydrate
- Purity
- >98.0%(HPLC)(T)
- Packaging
- 100mg
- Price
- $84
- Updated
- 2025/07/31
- Product number
- 14180
- Product name
- Irinotecan (hydrochloride hydrate)
- Packaging
- 100mg
- Price
- $96
- Updated
- 2024/03/01
- Product number
- 14180
- Product name
- Irinotecan (hydrochloride hydrate)
- Packaging
- 250mg
- Price
- $216
- Updated
- 2024/03/01
- Product number
- 14180
- Product name
- Irinotecan (hydrochloride hydrate)
- Packaging
- 25mg
- Price
- $49
- Updated
- 2024/03/01
Irinotecan hydrochloride trihydrate Chemical Properties,Usage,Production
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
Chemical Properties
White powder
Uses
Irinotecan Hydrochloride Trihydrate is a DNA topoisomerase inhibitor.
Definition
ChEBI: A hydrate that is the trihydrate form of irinotecan hydrochloride. Onivyde is used in combination with fluorouracil and leucovorin, for the treatment of patients with metastatic adenocarcinoma of the pancreas after disease progression following gemcitabine based therapy. It is converted via hydrolysis of the carbamate linkage to its active metabolite, SN-38, which is ~1000 times more active.
brand name
Camptosar (Pharmacia &Upjohn) .
Hazard
Moderately toxic by ingestion.
Synthesis
100286-90-6
136572-09-3
(S)-4,11-diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4';6,7]indolo[1,2-b]quinolin-9-yl[1,4'-bipiperidin]-1'-carboxylic acids were synthesized using (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'-bipiperidin]-1'-carboxylate trihydrate in the following general procedure: irinotecan hydrochloride (4.8 g), water (30 mL), ethanol (10 mL), and 5% hydrochloric acid solution (0.3 mL) were added to the reaction flask. The reaction mixture was heated to 75-80°C with continuous stirring until complete dissolution. Subsequently, the solution was cooled to 65°C and crystallization was induced by the addition of crystal seeds. The rate of cooling was controlled so that the solution was slowly cooled to 50 °C over 10 hours and then continued to 20 °C over the next 10 hours. Upon completion of crystallization, the solid product was collected by filtration and washed with pure water (16 mL). The resulting product was dried at room temperature and under atmospheric pressure to give 4.6 g of irinotecan hydrochloride trihydrate in 87% yield. The purity of the product was 99.9% by high performance liquid chromatography (HPLC). The structure of the product was confirmed by X-ray diffraction and infrared spectroscopy (IR) analysis to be consistent with form b as described in WO 03/074527. Microscopic observation showed that the average length of the crystals ranged from 50 μm to 200 μm.
References
[1] T KUNIMOTO. Antitumor activity of 7-ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxy-camptothec in, a novel water-soluble derivative of camptothecin, against murine tumors.[J]. Cancer research, 1987, 47 22: 5944-5947.
[2] R. MATHIJSSEN. Pharmacology of topoisomerase I inhibitors irinotecan (CPT-11) and topotecan.[J]. Current cancer drug targets, 2002, 220 1: 103-123. DOI:10.2174/1568009023333890
[3] Pfizer drug scores a KO[J]. Inpharma Weekly, 1992, 16 1: 22. DOI:10.2165/00128413-199208570-00044
Irinotecan hydrochloride trihydrate Preparation Products And Raw materials
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View Lastest Price from Irinotecan hydrochloride trihydrate manufacturers
- Product
- Irinotecan hydrochloride trihydrate 136572-09-3
- Price
- US $5.00-0.50/KG
- Min. Order
- 0.10000000149011612KG
- Purity
- 99% hplc
- Supply Ability
- 5000kg
- Release date
- 2025-06-07
- Product
- Irinotecan hydrochloride trihydrate 136572-09-3
- Price
- US $0.00/g/Bag
- Min. Order
- 1g
- Purity
- 98%-102%; USP
- Supply Ability
- 1000G
- Release date
- 2021-07-19
- Product
- Irinotecan hydrochloride trihydrate 136572-09-3
- Price
- US $120.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1000000
- Release date
- 2024-08-14