COPPER(II) 4-OXOPENT-2-EN-2-OLATE

Details

Stereochemistry	ACHIRAL
Molecular Formula	2C5H7O2.Cu
Molecular Weight	261.762
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of COPPER(II) 4-OXOPENT-2-EN-2-OLATE

Structure Search

SMILES

[Cu++].CC(=O)[CH-]C(C)=O.CC(=O)[CH-]C(C)=O

InChI

InChIKey=KMOVDRADWUSGIH-UHFFFAOYSA-N

InChI=1S/2C5H7O2.Cu/c2*1-4(6)3-5(2)7;/h2*3H,1-2H3;/q2*-1;+2

HIDE SMILES / InChI

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/23413123
Curator's Comment: description was created based on several sources, including: http://repositorio.unicamp.br/bitstream/REPOSIP/93476/1/2-s2.0-27844469706.pdf | DOI: 10.1002/047084289X.rc204.pub2

COPPER(II) 4-OXOPENT-2-EN-2-OLATE (Copper(II) acetylacetonate [Cu(acac)2]) is a soluble copper catalyst that has been widely employed in many types of reactions. It is a powerful reagent in organic synthesis. Anticancer properties of Copper(II) acetylacetonate complex was found by treating different cancer cell lines. The TUNEL assay showed a strong positivity in the C6 cells treated with Cu(acac)2 and this indicates that the Cu compounds initiated cell death by DNA fragmentation.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
DNA 278 Target ID: CHEMBL2311221 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23413123	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cancer 592 Sources: https://www.ncbi.nlm.nih.gov/pubmed/23413123	Primary		Basic research	Unknown Approved Use Unknown

PubMed

Title	Date	PubMed
Chemical characterization of direct-acting airborne mutagens: the functional group.	1981 Nov	7027034
Catalytic nanomedicine technology: copper complexes loaded on titania nanomaterials as cytotoxic agents of cancer cell.	2013	23413123
An Insoluble Copper(II) Acetylacetonate-Chiral Bipyridine Complex that Catalyzes Asymmetric Silyl Conjugate Addition in Water.	2015 Dec 16	26646601
Direct Dry-Grinding Synthesis of Monodisperse Lipophilic CuS Nanoparticles.	2015 Jul 15	26339112
Surface chemistry of copper metal and copper oxide atomic layer deposition from copper(ii) acetylacetonate: a combined first-principles and reactive molecular dynamics study.	2015 Oct 28	26399423
Approach for 2-(arylthio)imidazoles and imidazo[2,1-b]thiazoles from imidazo[2,1-b][1,3,4]thiadiazoles by ring-opening and -reconstruction.	2016 Mar 14	26881829

Patents

Sample Use Guides

In Vivo Use Guide

Unknown

Route of Administration: Unknown

In Vitro Use Guide

Low doses of Copper(II) acetylacetonate alone were necessary to kill approximately 90% of cells of different cancer cell lines (C6, RG2, B16, and U373) (∼62.5 mg/mL).

Name

Type

Language

COPPER(II) 4-OXOPENT-2-EN-2-OLATE

Systematic Name

English

COPPER BIS(ACETYLACETONE)

Systematic Name

English

BIS(ACETYLACETONE)COPPER

Common Name

English

COPPER, BIS(2,4-PENTANEDIONATO-.KAPPA.O2,.KAPPA.O4)-, (SP-4-1)-

Systematic Name

English

COPPER BIS(2,4-PENTANEDIONATE)

Common Name

English

COPPER DIACETYLACETONATE

Common Name

English

COPPER, BIS(2,4-PENTANEDIONATO-O,O')-, (SP-4-1)-

Systematic Name

English

BIS(ACETYLACETONATO)COPPER

Common Name

English

CUPRIC ACETYLACETONATE [HSDB]

Common Name

English

COPPER(II) BIS(2,4-PENTANEDIONATE)

Common Name

English

COPPER, BIS(2,4-PENTANEDIONATO-.KAPPA.O,.KAPPA.O')-, (SP-4-1)-

Systematic Name

English

COPPER(II) ACETYLACETONATE

Common Name

English

COPPER BIS(ACETYLACETONATE)

Common Name

English

BIS(2,4-PENTANEDIONATO)COPPER

Common Name

English

COPPER(2+) BIS(ACETYLACETONATE)

Common Name

English

CUPRIC ACETYLACETONATE

Common Name

English

NACEM COPPER

Brand Name

English

COPPER, BIS(2,4-PENTANEDIONATO)-

Systematic Name

English

CUPRIC BIS(2,4-PENTANEDIONATE)

Common Name

English

Code System Code Type Description

CAS

13395-16-9