Irinotecan

cas: 97682-44-5 — see every product listed under this CAS number, including other names

Irinotecan (CAS 97682-44-5) is a chemical reagent available from Chemat. Available pack sizes: 100mg, 10mM (in 1ml dmso), 0,25g, 0,5g, 1g, 5g, 2g. Offered by: GLPBio, Biosynth.

brandGLPBio
catalog numberGC11473-100
cas97682-44-5
size100mg
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Available pack sizes

brand size price
GLPBio 100mg 583.00 Pln
GLPBio 10mM (in 1ml dmso) 601.72 Pln
Biosynth 0,25g price on request
Biosynth 0,5g price on request
Biosynth 1g price on request
Biosynth 5g price on request
Biosynth 2g price on request

properties

purityNo data
delivery timeTo be confirmed by Chemat
Structural formula: {0} (CAS {1})

Irinotecan is 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-dihydroxy-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 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. It has a role as an antineoplastic agent, a prodrug, an EC 5.99.1.2 (DNA topoisomerase) inhibitor and an apoptosis inducer. It is a delta-lactone, a carbamate ester, a tertiary alcohol, a ring assembly, a N-acylpiperidine, a pyranoindolizinoquinoline and a tertiary amino compound. It is functionally related to a SN-38. It is a conjugate base of an irinotecan(1+).

Source: ChEBI

Identity
Molecular formulaC33H38N4O6
Molecular weight586.7 g/mol
IUPAC name[(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
InChIKeyUWKQSNNFCGGAFS-XIFFEERXSA-N
SMILESCCC1=C2CN3C(=CC4=C(C3=O)COC(=O)[C@@]4(CC)O)C2=NC5=C1C=C(C=C5)OC(=O)N6CCC(CC6)N7CCCCC7

Computed by PubChem (NCBI)

Synonyms: irinotecan, (+)-Irinotecan, Irinophore C, Irinotecanum, Biotecan, Irinotecan lactone, Irinotecan mylan, camptothecin-11, (+)-7-ethyl-10-hydroxycamptothecine 10-(1,4'-bipiperidine)-1'-carboxylate, Irrinotecan
Related forms of this compound
[(19R)-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 C33H38N4O6
Isomers (same molecular formula)
3-[(2Z,5Z)-2-[[3-(2-carboxyethyl)-5-[(Z)-(3-ethyl-4-methyl-5-oxopyrrol-2-ylidene)methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid C33H38N4O6
[12-ethyl-8-(formyloxymethyl)-9-oxo-7-propanoyl-11H-indolizino[1,2-b]quinolin-2-yl] 4-piperidin-1-ylpiperidine-1-carboxylate C33H38N4O6
3-[(2Z,5E)-2-[[3-(2-carboxyethyl)-5-[(Z)-[(3E)-3-ethylidene-4-methyl-5-oxopyrrolidin-2-ylidene]methyl]-4-methyl-1H-pyrrol-2-yl]methylidene]-5-[(4-ethyl-3-methyl-5-oxopyrrol-2-yl)methylidene]-4-methylpyrrol-3-yl]propanoic acid C33H38N4O6

Also listed as

(+)-Irinotecan, >95% (HPLC) TRC CAS 97682-44-5
Irinotecan/ 99.92% (existing batch purity) TargetMol CAS 97682-44-5
Irinotecan 98% Ambeed CAS 97682-44-5
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, 98%, 98% Chemat CAS 97682-44-5
Irinotecan, 99.97% MedChemExpress CAS 97682-44-5
Irinotecan (Standard) MedChemExpress CAS 97682-44-5