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7296-20-0

7296-20-0 | Neocuproine Hydrochloride Monohydrate,

CAS No: 7296-20-0 Catalog No: AG003SYA MDL No:MFCD00012645

Product Description

Catalog Number:
AG003SYA
Chemical Name:
Neocuproine Hydrochloride Monohydrate,
CAS Number:
7296-20-0
MDL Number:
MFCD00012645
IUPAC Name:
2,9-dimethyl-1,10-phenanthroline;hydrochloride
InChI:
InChI=1S/C14H12N2.ClH/c1-9-3-5-11-7-8-12-6-4-10(2)16-14(12)13(11)15-9;/h3-8H,1-2H3;1H
InChI Key:
QUGBNSJLQDNNPK-UHFFFAOYSA-N

Properties

Complexity:
227  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
244.077g/mol
Formal Charge:
0
Heavy Atom Count:
17  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
244.722g/mol
Monoisotopic Mass:
244.077g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
25.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0

Literature

Title Journal
Copper(I) (pseudo)halide complexes with neocuproine and aminomethylphosphines derived from morpholine and thiomorpholine - in vitro cytotoxic and antimicrobial activity and the interactions with DNA and serum albumins. Chemical biology & drug design 20131101
Production of LPS-induced inflammatory mediators in murine peritoneal macrophages: neocuproine as a broad inhibitor and ATP7A as a selective regulator. Biometals : an international journal on the role of metal ions in biology, biochemistry, and medicine 20130601
Reactions of the cationic zinc thiolate model complex [Zn(Tab)4](PF6)2 with N-donor ligands and cobalt dichloride. Inorganic chemistry 20121001
Differences in responsivity of original cupric reducing antioxidant capacity and cupric-bathocuproine sulfonate assays to antioxidant compounds. Analytical biochemistry 20120401
Neocuproine-KOtBu promoted intramolecular cross coupling to approach fused rings. Chemical communications (Cambridge, England) 20110921
Carnosine and neocuproine as neutralizing agents for copper overload-induced damages in cultured human cells. Chemico-biological interactions 20110715
DNA binding and gel electrophoresis studies of a new silver(I) complex containing 2,9-dimethyl-1,10-phenanthroline ligands. DNA and cell biology 20110301
Highly diastereoselective C(sp3)-C(sp) cross-coupling reactions between 1,3- and 1,4-substituted cyclohexylzinc reagents and bromoalkynes through remote stereocontrol. Angewandte Chemie (International ed. in English) 20110225
Synthesis of aryl ketones by palladium(II)-catalyzed decarboxylative addition of benzoic acids to nitriles. Angewandte Chemie (International ed. in English) 20101011
Determination of peroxide-based explosives with copper(II)-neocuproine assay combined with a molecular spectroscopic sensor. The Analyst 20100801
Determination of antioxidants by a novel on-line HPLC-cupric reducing antioxidant capacity (CUPRAC) assay with post-column detection. Analytica chimica acta 20100726
Development of a low-cost optical sensor for cupric reducing antioxidant capacity measurement of food extracts. Analytical chemistry 20100515
Plumbagin induces cell death through a copper-redox cycle mechanism in human cancer cells. Mutagenesis 20090901
Equilibrium and ab initio computational studies on the adduct formation of 1,3-diketonato-lithium(I), -sodium(I) and -potassium(I) with 1,10-phenanthroline and its 2,9-dimethyl derivatives. Talanta 20090615
Differential effect of neocuproine, a copper(I) chelator, on contractile activity in isolated ovariectomized non-pregnant rat, pregnant rat and pregnant human uterus. European journal of pharmacology 20090301
A selective resonance scattering assay for immunoglobulin G using Cu(II)-ascorbic acid-immunonanogold reaction. Analytical biochemistry 20080915
A strategy for direct identification of protein S-nitrosylation sites by quadrupole time-of-flight mass spectrometry. Journal of the American Society for Mass Spectrometry 20080901
Plant polyphenols mobilize nuclear copper in human peripheral lymphocytes leading to oxidatively generated DNA breakage: implications for an anticancer mechanism. Free radical research 20080801
The anthocyanidin delphinidin mobilizes endogenous copper ions from human lymphocytes leading to oxidative degradation of cellular DNA. Toxicology 20080710
Hydroxyl radical scavenging assay of phenolics and flavonoids with a modified cupric reducing antioxidant capacity (CUPRAC) method using catalase for hydrogen peroxide degradation. Analytica chimica acta 20080602
Apoptosis of cultured astrocytes induced by the copper and neocuproine complex through oxidative stress and JNK activation. Toxicological sciences : an official journal of the Society of Toxicology 20080301
DNA strand-scission by phloroglucinols and lignans from heartwood of Garcinia subelliptica Merr. and Justicia plants. Phytochemistry 20080101
Vitamin B12b increases the cytotoxicity of short-time exposure to ascorbic acid, inducing oxidative burst and iron-dependent DNA damage. European journal of pharmacology 20070702
Effect of copper on the cytotoxicity of phenanthrene and 9,10-phenanthrenequinone to the human placental cell line, JEG-3. Reproductive toxicology (Elmsford, N.Y.) 20070601
Simultaneous kinetic determination of levodopa and carbidopa by H-point standard addition method. Journal of pharmaceutical and biomedical analysis 20070509
Spectrophotometric determination of ascorbic acid by the modified CUPRAC method with extractive separation of flavonoids-La(III) complexes. Analytica chimica acta 20070404
Prooxidant DNA breakage induced by caffeic acid in human peripheral lymphocytes: involvement of endogenous copper and a putative mechanism for anticancer properties. Toxicology and applied pharmacology 20070201
Nucleic acid biosensor for detection of hepatitis B virus using 2,9-dimethyl-1,10-phenanthroline copper complex as electrochemical indicator. Analytica chimica acta 20070116
Dithiocarbamates have a common toxic effect on zebrafish body axis formation. Toxicology and applied pharmacology 20061001
Plant polyphenols mobilize endogenous copper in human peripheral lymphocytes leading to oxidative DNA breakage: a putative mechanism for anticancer properties. FEBS letters 20060123
Ascorbic acid mobilizes endogenous copper in human peripheral lymphocytes leading to oxidative DNA breakage: a putative mechanism for anticancer properties. The international journal of biochemistry & cell biology 20060101
The cupric ion reducing antioxidant capacity and polyphenolic content of some herbal teas. International journal of food sciences and nutrition 20060101
Neocuproine, a copper (I) chelator, potentiates purinergic component of vas deferens contractions elicited by electrical field stimulation. Pharmacology 20051001
Total antioxidant capacity assay of human serum using copper(II)-neocuproine as chromogenic oxidant: the CUPRAC method. Free radical research 20050901
Platinum(II) complexes with antitumoral/antiviral aromatic heterocycles: effect of glutathione upon in vitro cell growth inhibition. Journal of medicinal chemistry 20050505
Effect of neocuproine, a copper(i) chelator, on rat bladder function. The Journal of pharmacology and experimental therapeutics 20050301
Novel total antioxidant capacity index for dietary polyphenols and vitamins C and E, using their cupric ion reducing capability in the presence of neocuproine: CUPRAC method. Journal of agricultural and food chemistry 20041229
Aldehydic DNA lesions in calf thymus DNA and HeLa S3 cells produced by bacterial quinone metabolites of fluoranthene and pyrene. Carcinogenesis 20040901
Role of OGG1 and NTG2 in the repair of oxidative DNA damage and mutagenesis induced by hydrogen peroxide in Saccharomyces cerevisiae: relationships with transition metals iron and copper. Yeast (Chichester, England) 20040901
Nitric oxide and BCNU chemoresistance in C6 glioma cells: role of S-nitrosoglutathione. Free radical biology & medicine 20040515
General method for the synthesis of 8-arylsulfanyl adenine derivatives. The Journal of organic chemistry 20040430
Evidence that NiNi acetyl-CoA synthase is active and that the CuNi enzyme is not. Biochemistry 20040406
Sensitive indirect spectrophotometric determination of isoniazid. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20040301
Neocuproine inhibits the decomposition of endogenous S-nitrosothiol by ultraviolet irradiation in the mouse gastric fundus. European journal of pharmacology 20040206
Modulation of mitochondrial membrane potential and reactive oxygen species production by copper in astrocytes. Journal of neurochemistry 20031001
Intracellular metal ion chelators inhibit TNFalpha-induced SP-1 activation and adhesion molecule expression in human aortic endothelial cells. Free radical biology & medicine 20030315
Anti- and pro-oxidant effects of urate in copper-induced low-density lipoprotein oxidation. European journal of biochemistry 20021101
The oxidative effect of bacterial lipopolysaccharide on native and cross-linked human hemoglobin as a function of the structure of the lipopolysaccharide. European journal of biochemistry 20020901
Low-density lipoprotein modification by normal, myeloperoxidase-deficient and NADPH oxidase-deficient granulocytes and the impact of redox active transition metal ions. Redox report : communications in free radical research 20020101
Oxidative DNA damage by capsaicin and dihydrocapsaicin in the presence of Cu(II). Cancer letters 20010828
Nitric oxide initiates iron binding to neocuproine. Nitric oxide : biology and chemistry 20010401
Role of copper ions and cytochrome P450 in the vasodilator actions of the nitroxyl anion generator, Angeli's salt, on rat aorta. European journal of pharmacology 20010202
Evaluation of antioxidant activity of epigallocatechin gallate in biphasic model systems in vitro. Molecular and cellular biochemistry 20010201
Pre- and postjunctional protective effect of neocuproine on the nitrergic neurotransmitter in the mouse gastric fundus. British journal of pharmacology 20010101

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