CAMSIRUBICIN HYDROCHLORIDE

Investigational

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C27H32N2O9.ClH
Molecular Weight	565.012
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=C2C(=N)C3=C(O)C4=C(C[C@@](O)(CCO)C[C@@H]4O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)C(O)=C3C(=O)C2=CC=C1

InChI

InChIKey=QVPRMGHPBJJSRU-IGAJXZAQSA-N

InChI=1S/C27H32N2O9.ClH/c1-11-23(31)14(28)8-17(37-11)38-16-10-27(35,6-7-30)9-13-19(16)26(34)20-21(25(13)33)24(32)12-4-3-5-15(36-2)18(12)22(20)29;/h3-5,11,14,16-17,23,29-31,33-35H,6-10,28H2,1-2H3;1H/t11-,14-,16-,17-,23+,27-;/m0./s1

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/31016866 | https://www.ncbi.nlm.nih.gov/pubmed/25698442 | https://clinicaltrials.gov/ct2/show/study/NCT02267083 | https://www.cancer.gov/publications/dictionaries/cancer-drug/def/anthracycline-analogue-gpx-150

GPX-150 is an anthracycline compound that is being tested for treatment in patients with soft-tissue sarcomas. This doxorubicin (DOX) analog does not show the cumulative dose-dependent cardiotoxicity of DOX. It works by reducing the formation of reactive oxygen species and the cardiotoxic metabolite, doxorubiciniol, the two pathways that are linked to the irreversible cardiotoxicity seen with DOX. Phase 1 clinical trials showed no irreversible, cumulative dose-dependent cardiotoxicity. A phase 2 study investigating the safety and efficacy of GPX-150 in patients with soft tissue sarcoma has been completed. No patients developed any evidence of irreversible, cumulative dose-dependent chronic cardiotoxicity. Toxicities reported include grade 3 anemia, neutropenia, and grade 4 leukopenia.

Approval Year

Name

Type

Language

GPX-150 HYDROCHLORIDE

Preferred Name

English

CAMSIRUBICIN HYDROCHLORIDE

Common Name

English

5(8H)-NAPHTHACENONE, 10-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-7,9,10,12-TETRAHYDRO-6,8,11-TRIHYDROXY-8-(2-HYDROXYETHYL)-12-IMINO-1-METHOXY-, MONOHYDROCHLORIDE, (8R,10S)-

Systematic Name

English

Classification Tree Code System Code

FDA ORPHAN DRUG

490315