Home Imidazoles 582-60-5
582-60-5,MFCD00005603
Catalog No.:AA00343J

582-60-5 | 5,6-Dimethylbenzimidazole

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5g
98%(HPLC)
in stock  
$24.00   $17.00
- +
25g
98%(HPLC)
in stock  
$35.00   $25.00
- +
100g
98%
in stock  
$95.00   $67.00
- +
500g
98%
in stock  
$344.00   $241.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00343J
Chemical Name:
5,6-Dimethylbenzimidazole
CAS Number:
582-60-5
Molecular Formula:
C9H10N2
Molecular Weight:
146.1891
MDL Number:
MFCD00005603
SMILES:
Cc1cc2[nH]cnc2cc1C
NSC Number:
68316
Properties
Properties
 
BP:
376.8°C at 760 mmHg  
Form:
Solid  
MP:
202-205 °C(lit.)  
Refractive Index:
1.5600 (estimate)  
Solubility:
Soluble in ethanol (50 mg/ml).  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
147  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
11  
Hydrogen Bond Acceptor Count:
1  
Hydrogen Bond Donor Count:
1  
XLogP3:
2.4  

Literature

Title: Anaerobic biosynthesis of the lower ligand of vitamin B12.

Journal: Proceedings of the National Academy of Sciences of the United States of America 20150825

Title: Electronic spectroscopy and computational studies of glutathionylco(III)balamin.

Journal: The journal of physical chemistry. A 20120628

Title: Active site residues critical for flavin binding and 5,6-dimethylbenzimidazole biosynthesis in the flavin destructase enzyme BluB.

Journal: Protein science : a publication of the Protein Society 20120601

Title: Tris(5,6-dimethyl-1H-benzimidazole-κN(3))(pyridine-2,6-dicarboxyl-ato-κ(3)O(2),N,O(6))nickel(II).

Journal: Acta crystallographica. Section E, Structure reports online 20120601

Title: Improvement of adenosylcobalamin production by metabolic control strategy in Propionibacterium freudenreichii.

Journal: Applied biochemistry and biotechnology 20120501

Title: Synthesis and biological evaluation of benzo[d]imidazole derivatives as potential anti-cancer agents.

Journal: Bioorganic & medicinal chemistry letters 20120201

Title: Immobilised vitamin B12 as a biomimetic model for base-off/histidine-on coordination.

Journal: Chemical communications (Cambridge, England) 20111028

Title: Intermediate-assisted multifunctional catalysis in the conversion of flavin to 5,6-dimethylbenzimidazole by BluB: a density functional theory study.

Journal: Journal of the American Chemical Society 20110323

Title: Navigating the human metabolome for biomarker identification and design of pharmaceutical molecules.

Journal: Journal of biomedicine & biotechnology 20110101

Title: Novel benzyl-substituted N-heterocyclic carbene-silver acetate complexes: synthesis, cytotoxicity and antibacterial studies.

Journal: Metallomics : integrated biometal science 20110101

Title: A nuclear magnetic resonance based approach to accurate functional annotation of putative enzymes in the methanogen Methanosarcina acetivorans.

Journal: BMC genomics 20110101

Title: Redetermination of the X-ray structure of nitroxylcobalamin: base-on nitroxylcobalamin exhibits a remarkably long Co-N(dimethylbenzimidazole) bond distance.

Journal: Dalton transactions (Cambridge, England : 2003) 20101128

Title: Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.

Journal: Bioorganic & medicinal chemistry letters 20101101

Title: Genetic disorders of vitamin B₁₂ metabolism: eight complementation groups--eight genes.

Journal: Expert reviews in molecular medicine 20101101

Title: Sirtuin chemical mechanisms.

Journal: Biochimica et biophysica acta 20100801

Title: Thermolability of mutant MMACHC protein in the vitamin B12-responsive cblC disorder.

Journal: Molecular genetics and metabolism 20100501

Title: (E)-1,2-Bis(1-propyl-5,6-dimethyl-1H-benzimidazol-2-yl)ethene.

Journal: Acta crystallographica. Section E, Structure reports online 20100301

Title: Purification and some properties of wild-type and N-terminal-truncated ethanolamine ammonia-lyase of Escherichia coli.

Journal: Journal of biochemistry 20100101

Title: Toxicology and drug delivery by cucurbit[n]uril type molecular containers.

Journal: PloS one 20100101

Title: The cobinamide amidohydrolase (cobyric acid-forming) CbiZ enzyme: a critical activity of the cobamide remodelling system of Rhodobacter sphaeroides.

Journal: Molecular microbiology 20091201

Title: Structure-based mechanism of ADP-ribosylation by sirtuins.

Journal: The Journal of biological chemistry 20091127

Title: Apparent ruminal synthesis and intestinal disappearance of vitamin B12 and its analogs in dairy cows.

Journal: Journal of dairy science 20090901

Title: (N-n-Butyl-pyridine-4-carbothio-amide-κN)chloridobis(dimethyl-glyoximato-κN,N')cobalt(III) hemihydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20090701

Title: Stabilization of the base-off forms of vitamin B(12) and coenzyme B(12) by encapsulation of the alpha-axial 5,6-dimethylbenzimidazole ligand with cucurbit[7]uril.

Journal: Dalton transactions (Cambridge, England : 2003) 20090514

Title: Residue Phe112 of the human-type corrinoid adenosyltransferase (PduO) enzyme of Lactobacillus reuteri is critical to the formation of the four-coordinate Co(II) corrinoid substrate and to the activity of the enzyme.

Journal: Biochemistry 20090414

Title: NMR spectroscopy and molecular modelling studies of nitrosylcobalamin: further evidence that the deprotonated, base-off form is important for nitrosylcobalamin in solution.

Journal: Dalton transactions (Cambridge, England : 2003) 20090121

Title: [Effect of a corrinoid on Methanosarcina barkeri DNA synthesis].

Journal: Mikrobiologiia 20090101

Title: Ag4L2 nanocage as a building unit toward the construction of silver metal strings.

Journal: Inorganic chemistry 20081117

Title: Quantitative structure-activity relationship and complex network approach to monoamine oxidase A and B inhibitors.

Journal: Journal of medicinal chemistry 20081113

Title: Metabolism of halophilic archaea.

Journal: Extremophiles : life under extreme conditions 20080301

Title: Identification of metabolites with anticancer properties by computational metabolomics.

Journal: Molecular cancer 20080101

Title: Medical implications of benzimidazole derivatives as drugs designed for targeting DNA and DNA associated processes.

Journal: Current medicinal chemistry 20080101

Title: Analysis of vibrational spectra of 5,6-dimethyl benzimidazole based on density functional theory calculations.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20071101

Title: Pseudovitamin B(12) is the corrinoid produced by Lactobacillus reuteri CRL1098 under anaerobic conditions.

Journal: FEBS letters 20071016

Title: The screening and characterization of 6-aminopurine-based xanthine oxidase inhibitors.

Journal: Bioorganic & medicinal chemistry 20070515

Title: X-ray structural characterization of imidazolylcobalamin and histidinylcobalamin: cobalamin models for aquacobalamin bound to the B12 transporter protein transcobalamin.

Journal: Inorganic chemistry 20070430

Title: Biochemistry: molecular cannibalism.

Journal: Nature 20070322

Title: BluB cannibalizes flavin to form the lower ligand of vitamin B12.

Journal: Nature 20070322

Title: The enzymatic activation of coenzyme B12.

Journal: Dalton transactions (Cambridge, England : 2003) 20060307

Title: Differentiation of ionised benzimidazole from its isomeric alpha-distonic ion by collision-induced dissociation and neutralisation-reionisation mass spectrometry.

Journal: European journal of mass spectrometry (Chichester, England) 20050101

Title: Solution structure and thermolysis of Cobeta-5'-deoxyadenosylimidazolylcobamide, a coenzyme B12 analogue with an imidazole axial nucleoside.

Journal: Inorganic chemistry 20041213

Title: Spectroscopic and computational studies on the adenosylcobalamin-dependent methylmalonyl-CoA mutase: evaluation of enzymatic contributions to Co-C bond activation in the Co3+ ground state.

Journal: Journal of the American Chemical Society 20040707

Title: Cobalamin-dependent methionine synthase: probing the role of the axial base in catalysis of methyl transfer between methyltetrahydrofolate and exogenous cob(I)alamin or cob(I)inamide.

Journal: Biochemistry 20031216

Title: Reactions of nitric oxide with vitamin B12 and its precursor, cobinamide.

Journal: Biochemistry 20030729

Title: Formation of the dimethylbenzimidazole ligand of coenzyme B(12) under physiological conditions by a facile oxidative cascade.

Journal: Organic letters 20030626

Title: Spectroscopic and computational studies of Co3+-corrinoids: spectral and electronic properties of the B12 cofactors and biologically relevant precursors.

Journal: Journal of the American Chemical Society 20030514

Title: Alpha-5,6-dimethylbenzimidazole adenine dinucleotide (alpha-DAD), a putative new intermediate of coenzyme B12 biosynthesis in Salmonella typhimurium.

Journal: Microbiology (Reading, England) 20030401

Title: The crystal structure of coenzyme B12-dependent glycerol dehydratase in complex with cobalamin and propane-1,2-diol.

Journal: European journal of biochemistry 20020901

Title: Synthesis of adenosylcobinamide 2-chlorophenyl phosphate, a zwitterionic cobinamide phosphate analog of adenosylcobalamin en route to crystallizable cobinamides.

Journal: Journal of inorganic biochemistry 20020815

Title: Enzymatic activity of coenzyme B(12) derivatives with altered axial nucleotides: probing the mechanochemical triggering hypothesis in ribonucleotide reductase.

Journal: Inorganic chemistry 20011105

Title: Equilibrium and kinetic studies on the reactions of alkylcobalamins with cyanide.

Journal: Inorganic chemistry 20011008

Title: Structural investigation of the biosynthesis of alternative lower ligands for cobamides by nicotinate mononucleotide: 5,6-dimethylbenzimidazole phosphoribosyltransferase from Salmonella enterica.

Journal: The Journal of biological chemistry 20011005

Title: Renal interstitial cGMP mediates natriuresis by direct tubule mechanism.

Journal: Hypertension (Dallas, Tex. : 1979) 20010901

Title: Assessment of the existence of hyper-long axial Co(II)-N bonds in cobinamide B(12) models by using electron paramagnetic resonance spectroscopy.

Journal: Journal of the American Chemical Society 20010411

Title: Thermodynamic and kinetic studies on the reaction between the vitamin B12 derivative beta-(N-methylimidazolyl)cobalamin and N-methylimidazole: ligand displacement at the alpha axial site of cobalamins.

Journal: Inorganic chemistry 20010326

Title: Molecular modeling of the mechanochemical triggering mechanism for catalysis of carbon-cobalt bond homolysis in coenzyme B12.

Journal: Journal of inorganic biochemistry 20010115

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Tags:582-60-5 Molecular Formula|582-60-5 MDL|582-60-5 SMILES|582-60-5 5,6-Dimethylbenzimidazole |Heterocyclic_Building_Blocks |Organic_Building_Blocks