Details
Stereochemistry | ACHIRAL |
Molecular Formula | C21H24N4O.2CH4O3S |
Molecular Weight | 540.653 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CS(O)(=O)=O.CS(O)(=O)=O.CN(C)CCCNC1=NC=C(C)C2=C1C3=C(N2)C=CC4=C3C=CC(O)=C4
InChI
InChIKey=JAUYMMJDKJISLX-UHFFFAOYSA-N
InChI=1S/C21H24N4O.2CH4O3S/c1-13-12-23-21(22-9-4-10-25(2)3)19-18-16-7-6-15(26)11-14(16)5-8-17(18)24-20(13)19;2*1-5(2,3)4/h5-8,11-12,24,26H,4,9-10H2,1-3H3,(H,22,23);2*1H3,(H,2,3,4)
Molecular Formula | CH4O3S |
Molecular Weight | 96.106 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Molecular Formula | C21H24N4O |
Molecular Weight | 348.4415 |
Charge | 0 |
Count |
|
Stereochemistry | ACHIRAL |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Optical Activity | NONE |
Intoplicine is a pyrido[4,3-b]indole derivative patented by Rhone-Poulenc Sante as an antitumor agent. Intoplicine acts via inhibiting DNA nicking and closing reactions by stabilizing the cleavable complex, a transient intermediate in the religation reaction involving topoisomerase I and II and DNA. Intoplicine was active in a range of solid tumors in mice, including colon adenocarcinoma 51, MA16/C, MA14/A, MA13/C, early-stage pancreatic ductal adenocarcinoma 03, Glasgow osteogenic sarcoma and B16 melanoma. In Phase I clinical studies using a 24-h infusion, the maximum tolerated dose was established as 270 mg/m2 every 3 weeks, with hepatotoxicity rather than myelosuppression being dose-limiting, although cardiac toxicity was also seen. Preclinical cytotoxic concentrations were not achieved at the dose levels studied and clinical development was discontinued.
Approval Year
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 15:59:29 UTC 2023
by
admin
on
Fri Dec 15 15:59:29 UTC 2023
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Record UNII |
23069NKP6M
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Record Status |
Validated (UNII)
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Record Version |
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3086634
Created by
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DTXSID00158338
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133711-99-6
Created by
admin on Fri Dec 15 15:59:29 UTC 2023 , Edited by admin on Fri Dec 15 15:59:29 UTC 2023
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23069NKP6M
Created by
admin on Fri Dec 15 15:59:29 UTC 2023 , Edited by admin on Fri Dec 15 15:59:29 UTC 2023
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PRIMARY |
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ACTIVE MOIETY |