National Cancer Institute Thesaurus

Last uploaded: February 23, 2024
Preferred Name

Valrubicin

Synonyms

N-Trifluoroacetyladriamycin-14-valerate

AD 32

AD-32

VALRUBICIN

Valrubicin

Valstar

Valtaxin

valrubicin

Definitions

A semisynthetic derivative of the antineoplastic anthracycline antibiotic doxorubicin. With a mechanism of action that appears to differ from doxorubicin, valrubicin is converted intracytoplasmically into N-trifluoroacetyladriamycin, which interacts with topoisomerase II, stabilizing the complex between the enzyme and DNA; consequently, DNA replication and repair and RNA and protein synthesis are inhibited and the cell cycle is arrested in the G2 phase. In addition, this agent accumulates in the cell cytoplasm where it inhibits protein kinase C (PKC). Valrubicin is less cardiotoxic than doxorubicin when administered systemically; applied topically, this agent shows excellent tissue penetration. Structurally, the trifluoro-acetyl moiety on the amino group of the glycoside and the valerate moiety appear to result in a lipophilicity that is greater than of doxorubicin, resulting in increased intracytoplasmic concentrations.

ID

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1340

ALT_DEFINITION

A drug used to treat bladder cancer that does not respond to BCG (Bacillus Calmette Guerin). It is an anthracycline and is a type of antitumor antibiotic.

CAS_Registry

56124-62-0

Chemical_Formula

C34H36F3NO13

code

C1340

Concept_In_Subset

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C176424

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157711

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C157712

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C116978

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C201600

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C116977

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C128784

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C63923

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C177537

Contributing_Source

CTRP

FDA

GDC

HemOnc

DEFINITION

A semisynthetic derivative of the antineoplastic anthracycline antibiotic doxorubicin. With a mechanism of action that appears to differ from doxorubicin, valrubicin is converted intracytoplasmically into N-trifluoroacetyladriamycin, which interacts with topoisomerase II, stabilizing the complex between the enzyme and DNA; consequently, DNA replication and repair and RNA and protein synthesis are inhibited and the cell cycle is arrested in the G2 phase. In addition, this agent accumulates in the cell cytoplasm where it inhibits protein kinase C (PKC). Valrubicin is less cardiotoxic than doxorubicin when administered systemically; applied topically, this agent shows excellent tissue penetration. Structurally, the trifluoro-acetyl moiety on the amino group of the glycoside and the valerate moiety appear to result in a lipophilicity that is greater than of doxorubicin, resulting in increased intracytoplasmic concentrations.

Display_Name

Valrubicin

FDA_UNII_Code

2C6NUM6878

FULL_SYN

N-Trifluoroacetyladriamycin-14-valerate

AD 32

AD-32

VALRUBICIN

Valrubicin

Valstar

Valtaxin

valrubicin

Is_Value_For_GDC_Property

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1909

label

Valrubicin

Legacy Concept Name

Valrubicin

Maps_To

Valrubicin

NCI_Drug_Dictionary_ID

39135

NSC Number

246131

PDQ_Closed_Trial_Search_ID

39135

PDQ_Open_Trial_Search_ID

39135

Preferred_Name

Valrubicin

prefixIRI

Thesaurus:C1340

Semantic_Type

Organic Chemical

Pharmacologic Substance

Antibiotic

UMLS_CUI

C0068314

subClassOf

http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1594

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