ChemicalBook > CAS DataBase List > Irinotecan hydrochloride trihydrate

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
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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)
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Safety

Risk Statements 
22
Safety Statements 
20/21-22
RTECS 
DW1060750
HS Code 
29349990
Toxicity
dog,LD50,intravenous,40mg/kg (40mg/kg),Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 26, Pg. 953, 1995.
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
1347609
Product name
Irinotecan hydrochloride
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100MG
Price
$676
Updated
2025/07/31
TCI Chemical
Product number
I0714
Product name
Irinotecan Hydrochloride Trihydrate
Purity
>98.0%(HPLC)(T)
Packaging
100mg
Price
$84
Updated
2025/07/31
Cayman Chemical
Product number
14180
Product name
Irinotecan (hydrochloride hydrate)
Packaging
100mg
Price
$96
Updated
2024/03/01
Cayman Chemical
Product number
14180
Product name
Irinotecan (hydrochloride hydrate)
Packaging
250mg
Price
$216
Updated
2024/03/01
Cayman Chemical
Product number
14180
Product name
Irinotecan (hydrochloride hydrate)
Packaging
25mg
Price
$49
Updated
2024/03/01
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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

Raw materials

Preparation Products

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View Lastest Price from Irinotecan hydrochloride trihydrate manufacturers

Wuhan JiyunZen Tech Co., Ltd.
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
WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Fengjia New Material Co., Ltd
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

136572-09-3, Irinotecan hydrochloride trihydrateRelated Search:

Irinotecan Impurity 18 (1S)-4,5-Dimethoxy-1-[(methylamino)methyl]benzocyclobutane hydrochloride Irinotecan hydrochloride 12-Hydroxy Irinotecan GURKHSYORGJETM-MGDILKBHSA-N Irinotecan Impurity 19 Irinotecan Impurity 24 Cisplatin 5-Fluorouracil Topotecan hydrochloride Crizotinib Oxaliplatin Olaparib Mesna Docetaxel 1-Chlorocarbonyl-4-piperidinopiperidine hydrochloride 1-benzyl-4-(piperidin-1-yl)-1,2,3,6-tetrahydropyridine [1,4'-Bipiperidine]-1'-carboxylic acid

  • Irinotecan hydrochloride trihydrate, >=99%
  • (1,4’-bipiperidine)-1’-carboxylicacid,4,11-diethyl-3,4,12,14-tetrahydro-4-hyd
  • roxy-3,14-dioxo-1h-pyrano(3’,4’:6,7)indolizino(1,2-b)quinolin-9-ylester,mono
  • trihydrate,(s)-hydrochlorid
  • IRINOTECAN HYDROCHLORIDE TRIHYDRATE
  • IRINOTECAN MONOHYDROCHLORIDE TRIHYDRATE
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  • rinotecan hydrochloride trihydrate
  • Iriontecan HCL
  • CPT 11; CAMPTOSAR; CAMPTO; IRINOTECAN
  • (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 trihydrate
  • Irinotecan Hydrochlorid
  • Irinotecanhydrochloridetrihydrate(CPT-11)
  • IRINOTECON HCL TRIHYDRATE
  • [1,4'-BIPIPERIDINE]-1'-CARBOXYLIC ACID (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, HCL TRIHYDRATE
  • (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 trihydrate ,99%
  • Irinotecan Hydrochloride (100 mg)
  • Irinotecan Hydrochloride&nbsp
  • Irinotecan Trihydrate
  • [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,hydrochloride,hydrate(1:1:3)
  • Irinotecan HCl Trihydrate (CaMpto)
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  • 7-Ethyl-10-[4-(1-piperidino)-1-piperidino]carbonyloxycamptothecin Hydrochloride Trihydrate
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  • IrinotecanHydrochlorideTrihydrate&gt
  • Irinotecan HydrochL
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  • Irinotecan hydrochloride trihydrate USP/EP/BP
  • Irinotican Hydrochloride TrihydrateQ: What is Irinotican Hydrochloride Trihydrate Q: What is the CAS Number of Irinotican Hydrochloride Trihydrate Q: What is the storage condition of Irinotican Hydrochloride Trihydrate Q: What are the applications of Irinotican Hydrochloride Trihydrate
  • Irinotecan for peak identification (Y0001831)
  • Irinotecan for system suitability 1 (Y0001830)
  • Irinotecan for system suitability 2 (Y0001833)
  • Irinotecan Hydrochloride (1347609)
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  • Irinotecan HCI Trihydrate
  • (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 trihydrate
  • Irinotecan hydrochloride trihydrate 98%
  • (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 [1,4’-Bipiperidine]-1’-carboxylate Hydrochloride Trihydrate
  • Irinotecan (CPT-11) HCl Trihydrate
  • Irinotecan hydrochloride trihydrate, 10 mM in DMSO
  • Irinotecan hydrochloride trihydrate - Bio-X ?
  • Irinotecan hydrochloride trihydrate 98%
  • 136572-09-3
  • 6572-09-3
  • 36572-09-3
  • C33H38N4O6HCl3H2O
  • C33H38N4O6ClH3H2O
  • C33H45ClN4O9
  • Inhibitors
  • Anticancer
  • Anti-cancer&immunity
  • API