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Details

Stereochemistry ACHIRAL
Molecular Formula C21H25N5O4.2ClH
Molecular Weight 484.376
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TELOXANTRONE HYDROCHLORIDE ANHYDROUS

SMILES

Cl.Cl.CNCCNC1=CC=C2N(CCNCCO)N=C3C2=C1C(=O)C4=C3C(O)=CC=C4O

InChI

InChIKey=SZTBQTTVEIEAQV-UHFFFAOYSA-N
InChI=1S/C21H25N5O4.2ClH/c1-22-6-7-24-12-2-3-13-17-16(12)21(30)19-15(29)5-4-14(28)18(19)20(17)25-26(13)10-8-23-9-11-27;;/h2-5,22-24,27-29H,6-11H2,1H3;2*1H

HIDE SMILES / InChI

Molecular Formula C21H25N5O4
Molecular Weight 411.4543
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Teloxantrone (also known as DuP 937) was developed as an anthrapyrazole intercalator that inhibits DNA synthesis. Teloxantrone interacts with topoisomerase II, thereby inhibiting DNA replication and repair, as well as RNA and protein synthesis. The drug participated in phase II clinical trials in colorectal carcinoma, in non-small cell lung cancer, in metastatic malignant melanoma. However, these studied apparently were discontinued.

Approval Year

PubMed

PubMed

TitleDatePubMed
In vitro DNA strand scission and inhibition of nucleic acid synthesis in L1210 leukemia cells by a new class of DNA complexers, the anthra[1,9-cd]pyrazol-6(2H)-ones (anthrapyrazoles).
1985 Oct 1
Phase II study on DuP 937 (Teloxantrone) in colorectal carcinoma. A Canadian National Cancer Institute Clinical Trial Group study.
1993 May-Aug
Phase I pharmacokinetic study of DUP-937, a new anthrapyrazole.
1993 Nov
A phase II trial of DuP 937 (Teloxantrone) in non-small cell lung cancer. A study of the NCIC Clinical Trials Group.
1993 Sep
A phase II study of DuP 937 (Teloxantrone) in metastatic malignant melanoma: a study of the National Cancer Institute of Canada Clinical Trials Group (NCICCTG).
1993 Sep

Sample Use Guides

A phase I trial was conducted in which DUP-937 (TELOXANTRONE) was given in an intravenous bolus weekly for 3 weeks. Cycles were repeated every 5 weeks. Twenty men and 13 women with median ECOG performance status of 1 completed 74 cycles. The starting dose was 0.55 mg/m2/week and doses were escalated to 16 mg/m2/week
Route of Administration: Intravenous
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:24:27 GMT 2023
Edited
by admin
on Sat Dec 16 00:24:27 GMT 2023
Record UNII
28P0P66J6P
Record Status Validated (UNII)
Record Version
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Name Type Language
TELOXANTRONE HYDROCHLORIDE ANHYDROUS
Common Name English
7,10-DIHYDROXY-2-(2-((2-HYDROXYETHYL)AMINO)ETHYL)-5-((2-(METHYLAMINO)ETHYL)AMINO)ANTHRA(1,9-CD)PYRAZOL-6(2H)-ONE, DIHYDROCHLORIDE
Common Name English
DIBENZ(CD,G)INDAZOL-6(2H)-ONE, 7,10-DIHYDROXY-2-(2-((2-HYDROXYETHYL)AMINO)ETHYL)-5-((2-(METHYLAMINO)ETHYL)AMINO)-, HYDROCHLORIDE (1:2)
Systematic Name English
Code System Code Type Description
EPA CompTox
DTXSID40924610
Created by admin on Sat Dec 16 00:24:27 GMT 2023 , Edited by admin on Sat Dec 16 00:24:27 GMT 2023
PRIMARY
FDA UNII
28P0P66J6P
Created by admin on Sat Dec 16 00:24:27 GMT 2023 , Edited by admin on Sat Dec 16 00:24:27 GMT 2023
PRIMARY
CAS
123830-79-5
Created by admin on Sat Dec 16 00:24:27 GMT 2023 , Edited by admin on Sat Dec 16 00:24:27 GMT 2023
PRIMARY
PUBCHEM
5491733
Created by admin on Sat Dec 16 00:24:27 GMT 2023 , Edited by admin on Sat Dec 16 00:24:27 GMT 2023
PRIMARY
Related Record Type Details
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY