ChemicalBook > CAS DataBase List > Irinotecan

Irinotecan

Product Name
Irinotecan
CAS No.
97682-44-5
Chemical Name
Irinotecan
Synonyms
CPT-11;IRINOTECAN HCL;CAMPTOSAR;Irinotecan(TECANS);Irinotecan (free Base);[1,4'-BIPIPERIDINE]-1'-CARBOXYLIC ACID;(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),2,4(9),5,7,10,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate;DQ-2805;SN-38-11;IRINOTECAN
CBNumber
CB1124156
Molecular Formula
C33H38N4O6
Formula Weight
586.68
MOL File
97682-44-5.mol
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Irinotecan Property

Melting point:
222-223°
Boiling point:
873.4±65.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
storage temp. 
Sealed in dry,2-8°C
solubility 
Acetonitrile (Slightly, Heated, Sonicated), DMSO (Slightly), Methanol (Slightly)
pka
11.20±0.20(Predicted)
form 
Solid
color 
White to Brown
CAS DataBase Reference
97682-44-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
RTECS 
DW1061000
Hazardous Substances Data
97682-44-5(Hazardous Substances Data)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H361Suspected of damaging fertility or the unborn child

H373May cause damage to organs through prolonged or repeated exposure

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P281Use personal protective equipment as required.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P308+P313IF exposed or concerned: Get medical advice/attention.

P310Immediately call a POISON CENTER or doctor/physician.

P314Get medical advice/attention if you feel unwell.

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Tocris
Product number
2688
Product name
CPT11
Purity
≥99%(HPLC)
Packaging
10
Price
$229
Updated
2021/12/16
Tocris
Product number
2688
Product name
CPT11
Purity
≥99%(HPLC)
Packaging
50
Price
$960
Updated
2021/12/16
Usbiological
Product number
255047
Product name
CPT 11
Packaging
10mg
Price
$480
Updated
2021/12/16
TRC
Product number
I767523
Product name
(+)-Irinotecan
Packaging
50mg
Price
$60
Updated
2021/12/16
Biosynth Carbosynth
Product number
FI33814
Product name
Irinotecan
Packaging
100mg
Price
$60
Updated
2021/12/16
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Irinotecan Chemical Properties,Usage,Production

Uses

(+)-Irinotecan is a Topo I inhibitor.

Uses

Irinotecan is a topoisomerase I inhibitor for LoVo cells and HT-29 cells with IC50 of 15.8 μM and 5.17 μM, respectively

Definition

ChEBI: A member of the class of pyranoindolizinoquinolines that is the carbamate ester obtained by formal condensation of the carboxy group of [1,4'-bipiperidine]-1'-carboxylic acid with the phenolic hydroxy group of (4S)-4,11-diethyl-4,9-dihydro y-1H-pyrano[3',4':6,7]indolizino[1,2- hydrochloride]quinoline-3,14-dione. Used (in the form of its hydrochloride salt trihydrate) in combination with fluorouracil and leucovorin, for the treatment of patients with metastatic adenocarcino a 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) .

Biological Activity

irinotecan (cpt-11), a prodrug for treating metastatic colorectal cancer, is a topoisomerase i inhibitor for lovo cells and ht-29 cells with ic50 of 15.8 μm and 5.17 μm, respectively [1].in vivo, irinotecan is converted to sn-38, its most active metabolite, by carboxylesterase converting enzyme (cce) [2].

in vitro

irinotecan induced similar amounts of cleavable complexes in lovocells and ht-29 cell lines with the ic50 of 15.8 μm and 5.17 μm, respectively [1].after addition of 157 mm irinotecan to plasma, sn-38 concentration showed linear increase during the first 60-min period, followed by a plateau.in the first 60 min, mean and standard deviation of the conversion rate were 515.9 ± 50.1 pmol/ml/h (n = 69), with a coefficient of variation of 0.097 [2]. irinotecan (cpt-11) was significantly more active in sclc than in nsclccelllines (p = 0.0036). ce activity appeared to be associated with higher sensitivity to cpt-11 in human lung cancercelllines and may partly explain the difference in the in vitro sensitivity to cpt-11 between sclc and nsclccells [3].in vitro, the sensitivity to cpt-11 and sn-38 was highest in ls174t and colo 320cells, intermediate in sw1398cellsand lowest in colo 205 and widr cells. the activity of sn-38 was 130 to 570 times than cpt-11[4].

in vivo

in colo 320 xenografts, irinotecan induced a maximum growth inhibition of 92% [4].a single dose of irinotecan significantly increased amounts of topoisomerase i covalently bound to dna in stomach, duodenum, colon and liver. concomitantly, the irinotecan-treated group exihibited significantly higher amounts of dna strand breaks in colon mucosa cells compared to the control group [5].

References

[1]. tobin p, clarke s, seale j p, et al. the in vitro metabolism of irinotecan (cpt‐11) by carboxylesterase and β‐glucuronidase in human colorectal tumours[j]. british journal of clinical pharmacology, 2006, 62(1): 122-129.
[2]. shingyoji m, takiguchi y, watanabe‐uruma r, et al. in vitro conversion of irinotecan to sn‐38 in human plasma[j]. cancer science, 2004, 95(6): 537-540.
[3]. van ark-otte j, kedde m a, van der vijgh w j, et al. determinants of cpt-11 and sn-38 activities in human lung cancer cells[j]. british journal of cancer, 1998, 77(12): 2171.
[4]. jansen w j m, zwart b, hulscher s t m, et al. cpt-11 in human colon-cancer cell lines and xenografts: characterization of cellular sensitivity determinants[j]. international journal of cancer, 1997, 70(3): 335-340.
[5]. na y s, jung k a, kim s m, et al. the histone deacetylase inhibitor pxd101 increases the efficacy of irinotecan in in vitro and in vivo colon cancer models[j]. cancer chemotherapy and pharmacology, 2011, 68(2): 389-398.

Irinotecan Preparation Products And Raw materials

Raw materials

Nitrogen (+)-Camptothecin 7-Ethyl camptothecin 7-Ethyl-10-hydroxycamptothecin N-ACETYL-D-GALACTOSAMINE(GALACTOSE-13C6, 99%)

Preparation Products

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View Lastest Price from Irinotecan manufacturers

Baoji Guokang Bio-Technology Co., Ltd.
Product
Irinotecan 97682-44-5
Price
US $825.00/g/Bag
Min. Order
10g
Purity
99%
Supply Ability
1kg
Release date
2021-06-03
Shaanxi Haibo Biotechnology Co., Ltd
Product
lrinotecan 97682-44-5
Price
US $0.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
2000ton
Release date
2023-09-07
Hangzhou ICH Biofarm Co., Ltd
Product
Irinotecan 97682-44-5
Price
US $0.00-0.00/kg
Min. Order
1kg
Purity
99.9%
Supply Ability
20 tons
Release date
2023-06-26

97682-44-5, IrinotecanRelated Search:

IRINOTECAN HCL,IRINOTECAN HYDROCHLORIDE Mefenpyr-diethyl Diethyl phthalate Diethyl malonate Diethyl carbonate Paclitaxel Docetaxel (+)-Camptothecin 7,11-Diethyl-10-hydroxycaMptothecin sodium:(2S)-2-[12-ethyl-8-(hydroxymethyl)-9-oxo-2-(4-piperidin-1-ylpiperidine-1-carbonyl)oxy-11H-indolizino[1,2-b]quinolin-7-yl]-2-hydroxybutanoate Irinotecan Impurity 6 Irinotecan EP Impurity H 12-Hydroxy Irinotecan SN-38 GLUCURONIDE 10-Hydroxycamptothecin 7-Ethylcamptothecin 7-Ethyl-10-hydroxycamptothecin Irinotecan IMpurity G

  • Irinotecan (free Base)
  • Irinotecan(TECANS)
  • 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
  • DQ-2805
  • (4S)-4,11-Diethyl-4-hydroxy-9-[[(4-piperidinopiperidino)carbonyl]oxy]-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-b]quinoline-3,14-dione
  • SN-38-11
  • (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),2,4(9),5,7,10,15(20)-heptaen-7-yl 4-(piperidin-1-yl)piperidine-1-carboxylate
  • [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, (S)-
  • 1H-Pyrano[3',4':6,7]indolizino[1,2-b]quinoline, [1,4'-bipiperidine]-1'-carboxylic acid deriv.
  • Irinotecan base
  • Irinotecanum
  • Irinotecan Monomer
  • Irinotecan EP Impurity L
  • (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
  • (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
  • Irinotecan Labeled d10
  • (S)-4,11-Diethyl-4-hydroxy-3,14-dioxo-3,4,12,14-tetrahydro-1H-pyrano[3',4':6,7]indolizino[1,2-
  • TOPOTECIN HYDROCHLORIDE
  • [1,4'-BIPIPERIDINE]-1'-CARBOXYLIC ACID
  • CPT-11
  • IRINOTECAN
  • IRINOTECAN HCL
  • CAMPTOSAR
  • CAMPTOTHECIN 11 HYDROCHLORIDE
  • CAMPTOTHECIN 11 HYDROCHLORIDE,TOPOTECIN
  • Irinotecan(Cpt-11)
  • (1,4'-Bipiperidine)-1'-carboxylicacid(S)-4,11-di]
  • Irinotecane
  • [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
  • IRINOTECAN HCL(P)
  • [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 (9CI)
  • (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
  • Irinotecan USP/EP/BP
  • IrinotecanQ: What is Irinotecan Q: What is the CAS Number of Irinotecan Q: What is the storage condition of Irinotecan Q: What are the applications of Irinotecan
  • Propanamide,N-(3-bromophenyl)-8-chloro-
  • Irinotecan, 10 mM in DMSO
  • 97682-44-5
  • 97682-44-8
  • C33H38N4O6
  • Camptothecin series
  • APIs
  • Natural Anti-cancer Medical Materials and It's Derivatives
  • API's
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • API
  • Anti cancer
  • Inhibitors
  • Camptosar, Campto
  • Anti-cancer&immunity