ZORUBICIN HYDROCHLORIDE

Possibly Marketed Outside US

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C34H35N3O10.ClH
Molecular Weight	682.117
Optical Activity	UNSPECIFIED
Defined Stereocenters	6 / 6
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.COC1=CC=CC2=C1C(=O)C3=C(O)C4=C(C[C@](O)(C[C@@H]4O[C@H]5C[C@H](N)[C@H](O)[C@H](C)O5)C(C)=NNC(=O)C6=CC=CC=C6)C(O)=C3C2=O

InChI

InChIKey=NKFHKYQGZDAKMX-QMFNWPJUSA-N

InChI=1S/C34H35N3O10.ClH/c1-15-28(38)20(35)12-23(46-15)47-22-14-34(44,16(2)36-37-33(43)17-8-5-4-6-9-17)13-19-25(22)32(42)27-26(30(19)40)29(39)18-10-7-11-21(45-3)24(18)31(27)41;/h4-11,15,20,22-23,28,38,40,42,44H,12-14,35H2,1-3H3,(H,37,43);1H/t15-,20-,22-,23-,28+,34-;/m0./s1

HIDE SMILES / InChI

Molecular Formula	C34H35N3O10
Molecular Weight	645.6558
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	6 / 6
E/Z Centers	1
Optical Activity	UNSPECIFIED

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/9065646 | https://www.ncbi.nlm.nih.gov/pubmed/9332680 | https://www.ncbi.nlm.nih.gov/pubmed/8759894 | https://www.ncbi.nlm.nih.gov/pubmed/8807544

Zorubicin is a benzoylhydrazone derivative of the anthracycline antineoplastic antibiotic daunorubicin, but it introduces lower cardiomyopathy and bone marrow toxicity. Zorubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair as well as RNA and protein synthesis. The cytotoxic effect results from intercalation between DNA pairs. To minimize toxicity, individualized dose regimens are given preferentially over prolonged periods of time by carefully inspecting i.v. administration to prevent extravasation.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Cytochrome P450 2J2 4 Target ID: CHEMBL3491 Sources: https://www.ncbi.nlm.nih.gov/pubmed/29200270	Inhibitor 8504		6.46 µM [IC50]

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:01:57 GMT 2025` Edited by `admin` on `Mon Mar 31 18:01:57 GMT 2025`
Record UNII	WXM8D9M6DE
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

RUBIDAZONE

Preferred Name

English

ZORUBICIN HYDROCHLORIDE

Official Name

English

ZORUBICIN HCL

Common Name

English

DAUNORUBICIN BENZOYLHYDRAZONE HYDROCHLORIDE

Common Name

English

NSC-164011

Code

English

BENZOIC ACID, 2-(1-((2S,4S)-4-((3-AMINO-2,3,6-TRIDEOXY-.ALPHA.-L-LYXO-HEXOPYRANOSYL)OXY)-1,2,3,4,6,11-HEXAHYDRO-2,5,12-TRIHYDROXY-7-METHOXY-6,11-DIOXO-2-NAPHTHACENYL)ETHYLIDENE)HYDRAZIDE, HYDROCHLORIDE (1:1)

Systematic Name

English

ZORUBICIN HYDROCHLORIDE [MI]

Common Name

English

ZORUBICIN HYDROCHLORIDE [MART.]

Common Name

English

RP 22,050 HYDROCHLORIDE

Code

English

Zorubicin hydrochloride [WHO-DD]

Common Name

English

RP-22050 HYDROCHLORIDE

Code

English

ZORUBICIN HYDROCHLORIDE [USAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1594