Preferred Name

dexverapamil

Synonyms

(+)-verapamil

(R)-verapamil

dexverapamilo

(2R)-(+)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

(+)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

(+)-3-(3,4-dimethoxyphenyl)-6-((5,6-dimethoxyphenethyl)methylamino)hexane-3-carbonitrile

dexverapamil

(+)-(R)-verapamil

(+)-(2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

dexverapamilum

(R)-(+)-verapamil

(+)-(R)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile

(2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

Definitions

A 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile that has R configuration. It competitively inhibits the multidrug resistance efflux pump P-glycoprotein (MDR-1, EC 3.6.3.44), thereby potentially increasing the effectiveness of a wide range of antineoplastic drugs which are inactivated by MDR-1 mechanisms. Dexverapamil exhibits lower calcium antagonistic activity and toxicity than racemic verapamil.

ID

http://purl.obolibrary.org/obo/CHEBI_77734

charge

0

database_cross_reference

PMID:8698736

PMID:8698739

PMID:8698740

CAS:38321-02-7

PMID:8712693

PMID:8698738

PMID:7636539

Reaxys:3657914

definition

A 2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile that has R configuration. It competitively inhibits the multidrug resistance efflux pump P-glycoprotein (MDR-1, EC 3.6.3.44), thereby potentially increasing the effectiveness of a wide range of antineoplastic drugs which are inactivated by MDR-1 mechanisms. Dexverapamil exhibits lower calcium antagonistic activity and toxicity than racemic verapamil.

formula

C27H38N2O4

has role

http://purl.obolibrary.org/obo/CHEBI_77748

has_exact_synonym

(2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

has_obo_namespace

chebi_ontology

has_related_synonym

(+)-verapamil

(R)-verapamil

dexverapamilo

(2R)-(+)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

(+)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

(+)-3-(3,4-dimethoxyphenyl)-6-((5,6-dimethoxyphenethyl)methylamino)hexane-3-carbonitrile

dexverapamil

(+)-(R)-verapamil

(+)-(2R)-2-(3,4-dimethoxyphenyl)-5-{[2-(3,4-dimethoxyphenyl)ethyl](methyl)amino}-2-(propan-2-yl)pentanenitrile

dexverapamilum

(R)-(+)-verapamil

(+)-(R)-5-((3,4-dimethoxyphenethyl)methylamino)-2-(3,4-dimethoxyphenyl)-2-isopropylvaleronitrile

id

CHEBI:77734

in_subset

http://purl.obolibrary.org/obo/chebi#3_STAR

inchi

InChI=1S/C27H38N2O4/c1-20(2)27(19-28,22-10-12-24(31-5)26(18-22)33-7)14-8-15-29(3)16-13-21-9-11-23(30-4)25(17-21)32-6/h9-12,17-18,20H,8,13-16H2,1-7H3/t27-/m1/s1

inchikey

SGTNSNPWRIOYBX-HHHXNRCGSA-N

is conjugate base of

http://purl.obolibrary.org/obo/CHEBI_77737

is enantiomer of

http://purl.obolibrary.org/obo/CHEBI_77736

label

dexverapamil

mass

454.60160

monoisotopicmass

454.28316

notation

CHEBI:77734

prefLabel

dexverapamil

smiles

COc1ccc(CCN(C)CCC[C@@](C#N)(C(C)C)c2ccc(OC)c(OC)c2)cc1OC

subClassOf

http://purl.obolibrary.org/obo/CHEBI_77733

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http://purl.bioontology.org/ontology/PDQ/CDR0000041269 PDQ LOOM
http://purl.obolibrary.org/obo/CHEBI_77734 CHEBI LOOM
http://purl.obolibrary.org/obo/CHEBI_77734 CHEBI SAME_URI
http://ncicb.nci.nih.gov/xml/owl/EVS/Thesaurus.owl#C1563 NCIT LOOM