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151038-96-9

151038-96-9 Structure

151038-96-9 Structure
IdentificationBack Directory
[Name]

doxorubicin(6-maleimidocaproyl)hydrazone
[CAS]

151038-96-9
[Synonyms]

INNO-206
DOXO-EMCH
MC-DOXHZN
Doxorubicin-EMCH
INNO-206 (Aldoxorubicin)
Doxorubicin-hydrazone-caproyl-maleimide
doxorubicin(6-maleimidocaproyl)hydrazone
DOXO-EMCH; DOXORUBICIN-EMCH; INNO206;INNO 206;ALDOXORUBICIN
N'-[(1E)-1-{4-[(3-Amino-2,3,6-trideoxyhexopyranosyl)oxy]-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydro-2-tetracenyl}-2-hydroxyethylidene]-6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexane hydrazide
1H-Pyrrole-1-hexanoicacid, 2,5-dihydro-2,5-dioxo-, [1-[(2S,4S)-4-[(3-amino-2,3,6-trideoxy-a-L-lyxo-hexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-2-naphthacenyl]-2-hydroxyethylidene]hydrazide
1H-Pyrrole-1-hexanoic acid, 2,5-dihydro-2,5-dioxo-, 2-[1-[(2S,4S)-4-[(3-amino-2,3,6-trideoxy-α-L-lyxo-hexopyranosyl)oxy]-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-2-naphthacenyl]-2-hydroxyethylidene]hydrazide
(E)-N'-(1-((2R,4R)-4-((2S,4R,5R,6R)-4-aMino-5-hydroxy-6-Methyltetrahydro-2H-pyran-2-yloxy)-2,5,12-trihydroxy-7-Methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-2-yl)-2-hydroxyethylidene)-6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide
[EINECS(EC#)]

200-258-5
[Molecular Formula]

C37H42N4O13
[MDL Number]

MFCD15146982
[MOL File]

151038-96-9.mol
[Molecular Weight]

750.75
Chemical PropertiesBack Directory
[density ]

1.60
[solubility ]

Soluble in DMSO
[pka]

7.38±0.60(Predicted)
Safety DataBack Directory
[Safety Statements ]

23-24/25
Hazard InformationBack Directory
[Uses]

Doxorubicin-hydrazone-caproyl-maleimide is an albumin-binding prodrug of doxorubicin and a promising clinical candidate for the treatment of a broad range of solid tumors
[Biological Activity]

the (6-maleimidocaproyl) hydrazone derivative of doxorubicin (inno-206), formerly known as doxo-emch, is a prodrug of the anticancer agent doxorubicin which selectively binds to the cys34 of circulating albumin and accumulates in solid tumors due to passive targeting[1]. inno-206 shows significantly superior antitumor efficacy over free doxorubicin in a spectrum of preclinical tumor models [2].
[in vivo]

in a murine renal cell carcinoma model and in breast carcinoma xenograft models, inno-206 has shown superior activity over doxorubicin. inno-206 has shown more potent antitumor efficacy than free doxorubicin in the tumor models and is thus a promising clinical candidate for treating a broad range of solid tumors [2].
[IC 50]

Topoisomerase II; Daunorubicins/Doxorubicins
[References]

[1]. kratz f. doxo-emch (inno-206): the first albumin-binding prodrug of doxorubicin to enter
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