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199944-24-6

199944-24-6 | Bipyrimidine

CAS No: 199944-24-6 Catalog No: AG002CH1 MDL No:

Product Description

Catalog Number:
AG002CH1
Chemical Name:
Bipyrimidine
CAS Number:
199944-24-6
Molecular Formula:
C8H6N4
Molecular Weight:
158.1600
IUPAC Name:
2-pyrimidin-2-ylpyrimidine
InChI:
InChI=1S/C8H6N4/c1-3-9-7(10-4-1)8-11-5-2-6-12-8/h1-6H
InChI Key:
HKOAFLAGUQUJQG-UHFFFAOYSA-N
SMILES:
c1cnc(nc1)c1ncccn1
EC Number:
252-137-2

Properties

Complexity:
111  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
158.059g/mol
Formal Charge:
0
Heavy Atom Count:
12  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
158.164g/mol
Monoisotopic Mass:
158.059g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
51.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
0.2  

Literature

Title Journal
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Electrochemical, spectroscopic, and photophysical properties of structurally diverse polyazine-bridged Ru(II),Pt(II) and Os(II),Ru(II),Pt(II) supramolecular motifs. Inorganic chemistry 20110919
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Chemical investigation of light induced DNA bipyrimidine damage and repair. Chemical Society reviews 20110801
cis-(Acetonitrile-κN)aqua-bis-(2,2'-bipyrimidine-κN,N)manganese(II) cis-diaqua-bis-(2,2'-bipyrimidine-κN,N)manganese(II) tetrakis(perchlorate) dihydrate. Acta crystallographica. Section E, Structure reports online 20110601
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Rhenium(IV) compounds inducing apoptosis in cancer cells. Chemical communications (Cambridge, England) 20110514
Delayed c-Fos activation in human cells triggers XPF induction and an adaptive response to UVC-induced DNA damage and cytotoxicity. Cellular and molecular life sciences : CMLS 20110501
cis-Bis(2,2'-bipyrimidine-κN,N)dibromidomanganese(II) nitro-methane monosolvate. Acta crystallographica. Section E, Structure reports online 20110401
Hypersensitivity in the luminescence and 4f-4f absorption properties of mono- and dinuclear EuIII and ErIII complexes based on fluorinated β-diketone and diimine/ bis-diimine ligands. Journal of fluorescence 20110101
Biological sensors for solar ultraviolet radiation. Sensors (Basel, Switzerland) 20110101
Europium(II) compounds: simple synthesis of a molecular complex in water and coordination polymers with 2,2'-bipyrimidine-mediated ferromagnetic interactions. Chemical communications (Cambridge, England) 20101228
Dimensionality switching through a thermally induced reversible single-crystal-to-single-crystal phase transition in a cyanide complex. Inorganic chemistry 20101206
Theoretical study of excited states of pyrazolate- and pyridinethiolate-bridged dinuclear platinum(II) complexes: relationship between geometries of excited states and phosphorescence spectra. Inorganic chemistry 20101004
Effects of ultraviolet A on the activity of two metabolic enzymes, DNA damage and lipid peroxidation during early developmental stages of the African catfish, Clarias gariepinus (Burchell, 1822). Fish physiology and biochemistry 20100901
Formic acid acting as an efficient oxygen scavenger in four-electron reduction of oxygen catalyzed by a heterodinuclear iridium-ruthenium complex in water. Journal of the American Chemical Society 20100901
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Magnetic properties versus network dimensionality of cerium(III) octacyanotungstate(V) compounds. Inorganic chemistry 20100503
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Unusually large tunneling effect on highly efficient generation of hydrogen and hydrogen isotopes in pH-selective decomposition of formic acid catalyzed by a heterodinuclear iridium-ruthenium complex in water. Journal of the American Chemical Society 20100210
Poly[[(μ-2,2'-bipyrimidine-κN,N:N,N)(μ-sulfato-κO:O')zinc(II)] monohydrate]. Acta crystallographica. Section E, Structure reports online 20100201
Thermal stability and inactivation of hepatitis C virus grown in cell culture. Virology journal 20100101
Molecular mechanisms of ultraviolet radiation-induced DNA damage and repair. Journal of nucleic acids 20100101
trans-(2,2'-Bipyrimidine)diiodido(isopropoxido)oxidorhenium(V). Acta crystallographica. Section E, Structure reports online 20100101
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Versatile binding behaviour of 4,6-dimethyl-1,2,3-triazolo[4,5-d]-pyrimidin-5,7-dionato in the presence of bipyrimidine. Supramolecular H-bond architectures. Dalton transactions (Cambridge, England : 2003) 20091214
Metal-ligand coordination-induced self-assembly of bolaamphiphiles bearing bipyrimidine. Langmuir : the ACS journal of surfaces and colloids 20091201
Photocontrolled nucleobase binding to an organometallic Ru(II) arene complex. Chemical communications (Cambridge, England) 20091121
Single-site, catalytic water oxidation on oxide surfaces. Journal of the American Chemical Society 20091104
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Construction of metal-organic oxides from molybdophosphonate clusters and copper-bipyrimidine building blocks. Inorganic chemistry 20090921
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DNA bipyrimidine photoproduct repair and transcriptional response of UV-C irradiated Bacillus subtilis. Archives of microbiology 20071001
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Cell surface expression of melanocortin-1 receptor on HaCaT keratinocytes and alpha-melanocortin stimulation do not affect the formation and repair of UVB-induced DNA photoproducts. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20070501
Probing the excited states of d6 metal complexes containing the 2,2'-bipyrimidine ligand using time-resolved infrared spectroscopy. 1. Mononuclear and homodinuclear systems. Inorganic chemistry 20070430
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Synthesis of Pd complexes combined with photosensitizing of a ruthenium(II) polypyridyl moiety through a series of substituted bipyrimidine bridges. Substituent effect of the bridging ligand on the photocatalytic dimerization of alpha-methylstyrene. Inorganic chemistry 20070402
Analysis of skin cancer risk factors in immunosuppressed renal transplant patients shows high levels of UV-specific tandem CC to TT mutations of the p53 gene. Carcinogenesis 20070301
UV-radiation-induced formation of DNA bipyrimidine photoproducts in Bacillus subtilis endospores and their repair during germination. International microbiology : the official journal of the Spanish Society for Microbiology 20070301
A novel series of rhenium-bipyrimidine complexes: synthesis, crystal structure and electrochemical properties. Dalton transactions (Cambridge, England : 2003) 20070214
Pi-pi stacking assisted binding of aromatic amino acids by copper(II)-aromatic diimine complexes. Effects of ring substituents on ternary complex stability. Dalton transactions (Cambridge, England : 2003) 20070121
Interplay between covalent and aurophilic interactions in a series of isostructural 3D Hoffman-like frameworks containing bipyrimidine and dicyanoaurate bridges. X-Ray structure and magnetic properties of {(mu-Au(CN)(2)](2)[(M(NH(3))(2))(2)(mu-bpym)]}[Au(CN)(2)](2) (M = Ni(II), Co(II) and Cu(II)). Dalton transactions (Cambridge, England : 2003) 20070114
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Naturally occurring and stress induced tubular structures from mammalian cells, a survival mechanism. BMC cell biology 20070101
Paradoxical DNA repair and peroxide resistance gene conservation in Bacillus pumilus SAFR-032. PloS one 20070101
Selectivity at a three-base bulge site in the DNA binding of DeltaDelta-[{Ru(phen)2} 2(mu-dppm)]4+ [dppm is 4,6-bis(2-pyridyl)pyrimidine; phen is 1,10-phenanthroline]. Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20061001
meso-[{Ru(phen)2}2(mu-HAT)]4+: a high-affinity DNA hairpin probe {HAT = 1,4,5,8,9,12-hexaazatriphenylene; phen = 1,10-phenanthroline}. Dalton transactions (Cambridge, England : 2003) 20060714
Structural and photophysical properties of coordination networks combining [Ru(Bpym)(CN)4]2- or [[Ru(CN)4]2(mu-bpym)]4- anions (bpym = 2,2'-bipyrimidine) with lanthanide(III) cations: sensitized near-infrared luminescence from Yb(III), Nd(III), and Er(III) following Ru-to-lanthanide energy transfer. Inorganic chemistry 20060515
Dimers of delocalized Ru3O clusters linked by ortho-metallated 2,2'-bipyrimidine in mu4-eta1(C),eta1(C),eta2(N,N),eta2(N,N) mode. Chemical communications (Cambridge, England) 20060514
The twinned crystal structure of mu-2,2'-bipyrimidine-1kappa2N1,N1':2kappa2N3,N3'-bis{tris[4,4,4-trifluoro-1-(2-thienyl)butane-1,3-dionato-kappa2O,O']terbium(III)} ethyl acetate solvate. Acta crystallographica. Section C, Crystal structure communications 20060501
[Fe(bpym)(CN)4]-: a new building block for designing single-chain magnets. Journal of the American Chemical Society 20060412
New members of the [Ru(diimine)(CN)(4)](2-) family: structural, electrochemical and photophysical properties. Dalton transactions (Cambridge, England : 2003) 20060107
Photophysical properties of binuclear ruthenium(ii) bis(2,2':6',2''-terpyridine) complexes built around a central 2,2'-bipyrimidine receptor. Dalton transactions (Cambridge, England : 2003) 20050907
Repair of the three main types of bipyrimidine DNA photoproducts in human keratinocytes exposed to UVB and UVA radiations. DNA repair 20050712
Geometrical and electronic structures of dinuclear complex ions {(mu-bpym)[Cu(EAr3)2]2}2+ with intramolecular 'organic sandwich' formation (E = P or As; Ar = Aryl; bpym = 2,2'-bipyrimidine). Inorganic chemistry 20050627
New magnetic copper(II) coordination polymers with the polynitrile ligand (C[C(CN)2]3)2- and N-donor co-ligands. Inorganic chemistry 20050530
New oxorhenium(V) compound for catalyzed oxygen atom transfer from picoline N-oxide to triarylphosphines. Inorganic chemistry 20050404
Ultraviolet radiation-mediated damage to cellular DNA. Mutation research 20050401
The role of UV induced lesions in skin carcinogenesis: an overview of oncogene and tumor suppressor gene modifications in xeroderma pigmentosum skin tumors. Mutation research 20050401
Syntheses and crystal structures of dinuclear complexes containing d-block and f-block luminophores. Sensitization of NIR luminescence from Yb(III), Nd(III), and Er(III) centers by energy transfer from Re(I)- and Pt(II)-bipyrimidine metal centers. Inorganic chemistry 20050110
Reduced and excited states of the intermediates (alpha-diimine)(C5R5)Rh in hydride transfer catalysis schemes: EPR and resonance Raman spectroscopy, and comparative DFT calculations of Co, Rh and Ir analogues. Dalton transactions (Cambridge, England : 2003) 20041121
Designing dinuclear iron(II) spin crossover complexes. Structure and magnetism of dinitrile-, dicyanamido-, tricyanomethanide-, bipyrimidine- and tetrazine-bridged compounds. Dalton transactions (Cambridge, England : 2003) 20041021
Multinuclear NMR study of some organoplatinum complexes containing multifunctional azines as chelating ligands. Magnetic resonance in chemistry : MRC 20040901
Characterization of UVC-induced DNA damage in bloodstains: forensic implications. Analytical and bioanalytical chemistry 20040901
cis-[Ru(2,2':6',2' '-terpyridine)(DMSO)Cl(2)]: useful precursor for the synthesis of heteroleptic terpyridine complexes under mild conditions. Inorganic chemistry 20040712
Total enantioselectivity in the DNA binding of the dinuclear ruthenium(II) complex [[Ru(Me2bpy)2]2(mu-bpm)]4+ [bpm = 2,2'-bipyrimidine; Me2bpy = 4,4'-dimethyl-2,2'-bipyridine]. Dalton transactions (Cambridge, England : 2003) 20040507
Convenient and efficient synthesis of functionalized oligopyridine ligands bearing accessory pyrromethene-BF2 fluorophores. The Journal of organic chemistry 20040319
CD spectra of polynuclear complexes of diimine ligands: theoretical and experimental evidence for the importance of internuclear exciton coupling. Journal of the American Chemical Society 20040211
Unrepaired cyclobutane pyrimidine dimers do not prevent proliferation of UV-B-irradiated cultured human fibroblasts. Photochemistry and photobiology 20040201
Ab initio calculations and normal coordinate analysis of ruthenium tris-alpha-diimine complexes. Inorganic chemistry 20040112
Bipyrimidine photoproducts rather than oxidative lesions are the main type of DNA damage involved in the genotoxic effect of solar UVA radiation. Biochemistry 20030805
Hydrothermal syntheses, crystal structures, and properties of two-dimensional homo- and heterometallic cyanide-bridged complexes: [Cu2(CN)2(bpym)] and [Fe(bipy)2(CN)4Cu2] (bpym = 2,2'-bipyrimidine, bipy = 2,2'-bipyridine). Inorganic chemistry 20030630
Formation of the spore photoproduct and other dimeric lesions between adjacent pyrimidines in UVC-irradiated dry DNA. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20030401
Polymeric diaqua(mu(2)-2,2'-bipyrimidinyl-kappa4N1,N1':N3,N3')-di-mu(3)-hydroxy-bis(mu(5)-benzene-1,3,5-tricarboxylato-kappa5O1:O2:O3:O3:O5)tetracobalt(II) dihydrate. Acta crystallographica. Section C, Crystal structure communications 20021001
Improved synthesis of 2,2'-bipyrimidine. The Journal of organic chemistry 20020906
Reduced and excited states of (bpym)[PtCl(2)](n)() (bpym = 2,2'-bipyrimidine; n = 1, 2): experiments and DFT calculations. Inorganic chemistry 20020812
Synthesis and structure of trigonal and tetragonal connectors for a 'Tinkertoy' construction set. The Journal of organic chemistry 20020809
Formation of 2'-deoxyuridine hydrates upon exposure of nucleosides to gamma radiation and UVC-irradiation of isolated and cellular DNA. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20020801
Photochemistry of 2-chloropyrimidine. Photochemical & photobiological sciences : Official journal of the European Photochemistry Association and the European Society for Photobiology 20020801
Density functional theory calculations of selected Ru(II) two ring diimine complex dications. Inorganic chemistry 20020603
Octahedral bipyridine and bipyrimidine dioxomolybdenum(VI) complexes: characterization, application in catalytic epoxidation, and density functional mechanistic study. Chemistry (Weinheim an der Bergstrasse, Germany) 20020517
Mixed-metal supramolecular complexes coupling phosphine-containing Ru(II) light absorbers to a reactive Pt(II) through polyazine bridging ligands. Inorganic chemistry 20020506
Ru(II) electron transfer systems containing S-donor ligands. Inorganic chemistry 20020422
Preparation of 5-brominated and 5,5'-dibrominated 2,2'-bipyridines and 2,2'-bipyrimidines. The Journal of organic chemistry 20020125
Stability of nucleic acid under the effect of UV radiation. Advances in space research : the official journal of the Committee on Space Research (COSPAR) 20020101
Structural analysis and magnetic properties of the 1D and 3D compounds [Mn(dca)2nbipym] (M = Mn, Cu; dca = dicyanamide; bipym = bipyrimidine; n = 1,2). Inorganic chemistry 20010716
Evaluation of diimine ligand exchange on Cu(I). Inorganic chemistry 20010521
Association between DNA repair-deficiency and high level of p53 mutations in melanoma of Xeroderma pigmentosum. Cancer research 20010315
Individual determination of the yield of the main UV-induced dimeric pyrimidine photoproducts in DNA suggests a high mutagenicity of CC photolesions. Biochemistry 20010227
Syntheses, crystal structures, and magnetic properties of the oxalato-bridged mixed-valence complexes (FeII(bpm)3]2[FeIII2(ox)5].8H2O and FeII(bpm)3Na(H2O)2Fe(ox)(3).4H2O (bpm = 2,2'-bipyrimidine). Inorganic chemistry 20010212

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