Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | 2C2H3O2.Cu.2H3N |
| Molecular Weight | 215.695 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
N.N.[Cu++].CC([O-])=O.CC([O-])=O
InChI
InChIKey=JSUZYLYNGQWNMA-UHFFFAOYSA-L
InChI=1S/2C2H4O2.Cu.2H3N/c2*1-2(3)4;;;/h2*1H3,(H,3,4);;2*1H3/q;;+2;;/p-2
DescriptionSources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a84d61a4-8e7f-4be1-aba6-f633b334aafc | http://www.sciencedirect.com/science/article/pii/S0167488912000158https://www.ncbi.nlm.nih.gov/pubmed/16971307DOI: 10.1107/s0567740869001725 Retrived from http://scripts.iucr.org/cgi-bin/paper?S0567740869001725https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=522.518 | http://www.worldofchemicals.com/chemicals/chemical-properties/cupric-glycinate.htmlhttps://www.ncbi.nlm.nih.gov/pubmed/8556785 | https://www.ncbi.nlm.nih.gov/pubmed/2135524https://www.ncbi.nlm.nih.gov/pubmed/15704330 | https://www.ncbi.nlm.nih.gov/pubmed/12425037 | https://www.ncbi.nlm.nih.gov/pubmed/1599240 | http://www.certisusa.com/pdf-labels/Kocide3000_label.pdf | http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC33524http://www.emdmillipore.com/US/en/product/Copper-di-ammonium-Titriplex-solution,MDA_CHEM-105217http://www.drugfuture.com/chemdata/tetraamminecopper-sulfate.html | https://cameochemicals.noaa.gov/chemical/3026https://www3.epa.gov/pesticides/chem_search/ppls/019713-00509-20110705.pdfhttp://fs1.agrian.com/pdfs/CORE_7.5_Copper_EDTA_Label.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/6526221http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013010.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/24106015 | https://www.ncbi.nlm.nih.gov/pubmed/20942456http://www.drugfuture.com/chemdata/schweizer-s-reagent.html | http://pubs.acs.org/doi/abs/10.1021/ed062p878?journalCode=jceda8 | http://pubs.acs.org/doi/abs/10.1021/ed019p356Curator's Comment: description was created based on several sources, including
https://www.copper.org/resources/properties/compounds/other_compounds.html | http://www.vitamins-supplements.org/dietary-minerals/copper.php | https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=bea888b4-9cc6-49da-89e6-5c273b974ed1
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a84d61a4-8e7f-4be1-aba6-f633b334aafc | http://www.sciencedirect.com/science/article/pii/S0167488912000158https://www.ncbi.nlm.nih.gov/pubmed/16971307DOI: 10.1107/s0567740869001725 Retrived from http://scripts.iucr.org/cgi-bin/paper?S0567740869001725https://www.accessdata.fda.gov/scripts/cdrh/cfdocs/cfcfr/CFRSearch.cfm?fr=522.518 | http://www.worldofchemicals.com/chemicals/chemical-properties/cupric-glycinate.htmlhttps://www.ncbi.nlm.nih.gov/pubmed/8556785 | https://www.ncbi.nlm.nih.gov/pubmed/2135524https://www.ncbi.nlm.nih.gov/pubmed/15704330 | https://www.ncbi.nlm.nih.gov/pubmed/12425037 | https://www.ncbi.nlm.nih.gov/pubmed/1599240 | http://www.certisusa.com/pdf-labels/Kocide3000_label.pdf | http://www.pesticideinfo.org/Detail_Chemical.jsp?Rec_Id=PC33524http://www.emdmillipore.com/US/en/product/Copper-di-ammonium-Titriplex-solution,MDA_CHEM-105217http://www.drugfuture.com/chemdata/tetraamminecopper-sulfate.html | https://cameochemicals.noaa.gov/chemical/3026https://www3.epa.gov/pesticides/chem_search/ppls/019713-00509-20110705.pdfhttp://fs1.agrian.com/pdfs/CORE_7.5_Copper_EDTA_Label.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/6526221http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500013010.pdfhttps://www.ncbi.nlm.nih.gov/pubmed/24106015 | https://www.ncbi.nlm.nih.gov/pubmed/20942456http://www.drugfuture.com/chemdata/schweizer-s-reagent.html | http://pubs.acs.org/doi/abs/10.1021/ed062p878?journalCode=jceda8 | http://pubs.acs.org/doi/abs/10.1021/ed019p356
Curator's Comment: description was created based on several sources, including
https://www.copper.org/resources/properties/compounds/other_compounds.html | http://www.vitamins-supplements.org/dietary-minerals/copper.php | https://dailymed.nlm.nih.gov/dailymed/fda/fdaDrugXsl.cfm?setid=bea888b4-9cc6-49da-89e6-5c273b974ed1
Tetraamminecopper dihydroxide also known as Schweizer's Reagent dissolves cellulose; used in rayon production.
Originator
Sources: http://pubs.acs.org/doi/abs/10.1021/ja01512a012Schweizer, J. Prakt. Chem. 72, 109, 344 (1857).
Curator's Comment: http://www.drugfuture.com/chemdata/schweizer-s-reagent.html
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL1075246 |
3.42 µM [Ki] | ||
Target ID: P00450 Gene ID: 1356.0 Gene Symbol: CP Target Organism: Homo sapiens (Human) |
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Target ID: Glutathione S-transferase, rat, liver |
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Target ID: GO:0072593 |
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Target ID: CHEMBL354 |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
| Preventing | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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| Preventing | Cupric glycinate Approved UseIndications for use. For beef calves and beef cattle for the prevention of copper deficiency, or when labeled for veterinary prescription use, for the prevention and/or treatment of copper deficiency alone or in association with molybdenum toxicity. |
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| Primary | COPPER•MAX Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Preventing | Unknown Approved UseUnknown |
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| Primary | Unknown Approved UseUnknown |
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| Diagnostic | Unknown Approved UseUnknown |
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| Preventing | COPPER Approved UseCopper 0.4 mg/mL (Cupric Chloride Injection, USP) is indicated for use as a supplement to intravenous solutions given for total parenteral nutrition (TPN). Administration helps to maintain copper serum levels and to prevent depletion of endogenous stores and subsequent deficiency symptoms. |
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| Preventing | COPINOX Approved UseCopinox 4g is indicated for the prevention and treatment of copper deficiency in cattle and sheep. |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Determination of protein by the biuret reaction using cupric hydroxide suspension reagent. | 1960 |
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| Efficacy of burning, tillage, and biocides in controlling bacteria released at field sites and effects on indigenous bacteria and fungi. | 1992 Apr |
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| The effect of various fluoride compounds on the development of experimental root surface caries in hamsters. | 1995 Dec |
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| The genetics of tasting in mice. VII. Glycine revisited, and the chromosomal location of Sac and Soa. | 1995 Oct |
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| Copper Fluoride Luminescence during UV Photofragmentation of Bis(1,1,1,5,5,5-hexafluoro-2,4-pentanedionato)copper(II) in the Gas Phase. | 1996 Aug 14 |
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| Cardiopulmonary events during hemodialysis: effects of dialysis membranes and dialysate buffers. | 2000 Jul |
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| The effectiveness of ecologically acceptable ways of protection of field-grown tomato (Lycopersicon lycopersicum (L.) Karsten) from tomato late blight (Phytophthora infestans (Mont.) de Bary) in extreme weather conditions. | 2001 |
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| Direct catalytic aldol-type reactions using RCH2CN. | 2003 Aug 21 |
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| Antioxidant activity of olive pulp and olive oil phenolic compounds of the arbequina cultivar. | 2005 Mar 23 |
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| Cu(II) acetate- and Mn(III) acetate-mediated radical reactions of [60]fullerene with ketonic compounds. | 2005 Mar 7 |
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| X-ray absorption spectroscopy study of a copper-containing material after thermal treatment. | 2006 Apr 17 |
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| Acute copper toxicity following copper glycinate injection. | 2006 Nov |
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| A spectroscopic and thermoanalytical study of the mineral hoganite. | 2007 May |
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| Enhanced copper release from pipes by alternating stagnation and flow events. | 2007 Nov 1 |
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| Bioavailability of copper from copper glycinate in steers fed high dietary sulfur and molybdenum. | 2008 Jan |
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| Synthesis and structural investigation of mono- and polynuclear copper complexes of 4-ethyl-1-(pyridin-2-yl) thiosemicarbazide. | 2008 Nov 1 |
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| Copper(II) acetate-catalyzed addition of arylboronic acids to aromatic aldehydes. | 2009 Jan 16 |
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| Copper oxide nanoparticles induce oxidative stress and cytotoxicity in airway epithelial cells. | 2009 Oct |
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| Generation of oxidant response to copper and iron nanoparticles and salts: Stimulation by ascorbate. | 2009 Oct 30 |
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| Insight in the transport behavior of copper glycinate complexes through the porcine gastrointestinal membrane using an Ussing chamber assisted by mass spectrometry analysis. | 2010 Apr |
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| Copper-promoted coupling of vinyl boronates and alcohols: a mild synthesis of allyl vinyl ethers. | 2010 Feb 3 |
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| Regulation of plasminogen activator inhibitor-1 expression in endothelial cells with exposure to metal nanoparticles. | 2010 May 19 |
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| Zinc prevents the copper-induced damage of cultured astrocytes. | 2010 Oct |
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| Anti-ovulatory activity of H2 receptor blockers in albino rabbits--a preliminary study. | 2011 Apr |
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| Molecular responses of human lung epithelial cells to the toxicity of copper oxide nanoparticles inferred from whole genome expression analysis. | 2011 Dec 27 |
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| Rapid free chlorine decay in the presence of Cu(OH)2: chemistry and practical implications. | 2011 Oct 15 |
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| Expeditious synthesis of phenanthrenes via CuBr2-catalyzed coupling of terminal alkynes and N-tosylhydrazones derived from o-formyl biphenyls. | 2011 Oct 7 |
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| Zeta potential and solubility to toxic ions as mechanisms of lung inflammation caused by metal/metal oxide nanoparticles. | 2012 Apr |
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| Protective effect of sulphoraphane against oxidative stress mediated toxicity induced by CuO nanoparticles in mouse embryonic fibroblasts BALB 3T3. | 2012 Feb |
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| CuBr2--a new multiferroic material with high critical temperature. | 2012 May 8 |
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| Evaluation of topically applied copper(II) oxide nanoparticle cytotoxicity in human skin organ culture. | 2013 Feb |
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| Probing the chemical nature of dihydrogen complexation to transition metals, a gas phase case study: H2-CuF. | 2013 Jan 18 |
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| Design, synthesis, antioxidant, and anti-breast cancer activities of novel diethyl(alkyl/aryl/heteroarylamino)(4-(pyridin-2-yl)phenyl)methylphosphonates. | 2013 May |
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| Molecular responses of mouse macrophages to copper and copper oxide nanoparticles inferred from proteomic analyses. | 2013 Nov |
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| Cytotoxicity in the age of nano: the role of fourth period transition metal oxide nanoparticle physicochemical properties. | 2013 Nov 25 |
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| The modality of cell-particle interactions drives the toxicity of nanosized CuO and TiO₂ in human alveolar epithelial cells. | 2013 Oct 24 |
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| SILAC-based quantitative proteomic analysis of human lung cell response to copper oxide nanoparticles. | 2014 |
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| Activation of Erk and p53 regulates copper oxide nanoparticle-induced cytotoxicity in keratinocytes and fibroblasts. | 2014 |
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| Interference of CuO nanoparticles with metal homeostasis in hepatocytes under sub-toxic conditions. | 2014 |
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| Effects of different sources of copper on Ctr1, ATP7A, ATP7B, MT and DMT1 protein and gene expression in Caco-2 cells. | 2014 Jul |
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| Electron induced surface reactions of organometallic metal(hfac)₂ precursors and deposit purification. | 2014 Jun 11 |
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| CuO nanoparticles induce apoptosis by impairing the antioxidant defense and detoxification systems in the mouse hippocampal HT22 cell line: protective effect of crocetin. | 2015 Jun |
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| A Facile Strategy for Catalyst Separation and Recycling Suitable for ATRP of Hydrophilic Monomers Using a Macroligand. | 2016 Jan |
|
| Dissecting copper homeostasis in diabetes mellitus. | 2017 Apr |
|
| Unusual 4-arsonoanilinium cationic species in the hydrochloride salt of (4-aminophenyl)arsonic acid and formed in the reaction of the acid with copper(II) sulfate, copper(II) chloride and cadmium chloride. | 2017 Apr 1 |
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| Roles of Copper-Binding Proteins in Breast Cancer. | 2017 Apr 20 |
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| Supplementation with copper edetate in control of Haemonchus contortus of sheep, and its effect on cholinesterase's and superoxide dismutase activities. | 2017 Feb |
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| Ultrasonic energy enhanced the efficiency of advance extraction methodology for enrichment of trace level of copper in serum samples of patients having neurological disorders. | 2017 Jul |
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| Amino acid-mediated 'turn-off/turn-on' nanozyme activity of gold nanoclusters for sensitive and selective detection of copper ions and histidine. | 2017 Jun 15 |
|
| Effects of Excess Copper Ions on Decidualization of Human Endometrial Stromal Cells. | 2017 May |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=a84d61a4-8e7f-4be1-aba6-f633b334aafc
Curator's Comment: Veterinary drug
Copper 0.4 mg/mL (Cupric Chloride Injection) contains 0.4 mg copper/mL and is administered intravenously only after dilution. The additive should be diluted in a volume of fluid not less than 100 mL. For the adult receiving total parenteral nutrition, the suggested additive dosage is 0.5 to 1.5 mg copper/day (1.25 to 3.75 mL/day). For pediatric patients, the suggested additive dosage is 20 mcg copper/kg/day (0.05 mL/kg/day). Infants weighing less than 1500 gm may have increased requirements because of their low body reserves and increased requirements for growth.
Route of Administration:
Intravenous
Human Endometrial Stromal Cells were treated with non-toxic concentrations of copper ions (0-250 uM). mRNA expressions of insulin-like growth factor binding protein (IGFBP-1), prolactin (PRL), Mn-SOD, and FOXO1 were down-regulated during decidualization following the treatments with 100 or 250 uM copper ions. Meanwhile, the amount of malonaldehyde in the supernatant of cells was increased.
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SUBSTANCE RECORD
