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Lurtotecan

Lurtotecan structure

CAS No:
149882-10-0
Formula:
C28H30N4O6
Chemical Name:
Lurtotecan
Synonyms:
11H-1,4-Dioxino[2,3-g]pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-9,12(8H,14H)-dione,8-ethyl-2,3-dihydro-8-hydroxy-15-[(4-methyl-1-piperazinyl)methyl]-,(8S)-;11H-1,4-Dioxino[2,3-g]pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-9,12(8H,14H)-dione,8-ethyl-2,3-dihydro-8-hydroxy-15-[(4-methyl-1-piperazinyl)methyl]-,(S)-;(8S)-8-Ethyl-2,3-dihydro-8-hydroxy-15-[(4-methyl-1-piperazinyl)methyl]-11H-1,4-dioxino[2,3-g]pyrano[3′,4′:6,7]indolizino[1,2-b]quinoline-9,12(8H,14H)-dione;GI 147211;Lurtotecan;GG 211;NX 211;OSI 211
Categories:
Pharmaceutical Intermediates > Bulk Drug Intermediates

Description

Lurtotecan is under investigation in clinical trial NCT00022594 (Liposomal Lurtotecan in Treating Patients With Metastatic or Locally Recurrent Head and Neck Cancer).|Lurtotecan is a semisynthetic analogue of camptothecin with antineoplastic activity. Lurtotecan selectively stabilizes the topoisomerase I-DNA covalent complex and forms an enzyme-drug-DNA ternary complex. As a consequence of the formation of this complex, both the initial cleavage reaction and religation steps are inhibited and subsequent collision of the replication fork with the cleaved strand of DNA results in inhibition of DNA replication, double strand DNA breakage and triggering of apoptosis. Independent from DNA replication inhibition, lurtotecan also inhibits RNA synthesis, multi-ubiquitination and degradation of topoisomerase I and chromatin reorganization.

Lurtotecan Basic Attributes

Molecular Weight：

518.6 g/mol

Exact Mass：

518.56

UNII：

4J1L80T08I

DSSTox ID：

DTXSID30164422

NCI Thesaurus Code：

C1610

Characteristics

PSA：

105 Å²

Drug Information

MeSH：

Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

MeSH Entry Terms：

7-(4-methylpiperazinomethylene)-10,11-ethylenedioxy-20(S)-camptothecin

Computed Properties

Molecular Weight:518.6
XLogP3:0.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:9
Rotatable Bond Count:3
Exact Mass:518.21653469
Monoisotopic Mass:518.21653469
Topological Polar Surface Area:105
Heavy Atom Count:38
Complexity:1070
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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CAS No.: 149882-10-0

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