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Merck
CN

D147206

Sigma-Aldrich

5,6-Dimethylbenzimidazole

≥99%

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
Molecular Weight:
146.19
Beilstein:
116595
EC Number:
MDL number:
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
NACRES:
NA.22
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Quality Level

Assay

≥99%

form

powder

mp

202-205 °C (lit.)

SMILES string

Cc1cc2nc[nH]c2cc1C

InChI

1S/C9H10N2/c1-6-3-8-9(4-7(6)2)11-5-10-8/h3-5H,1-2H3,(H,10,11)

InChI key

LJUQGASMPRMWIW-UHFFFAOYSA-N

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Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Hanaa A Hassanin et al.
Dalton transactions (Cambridge, England : 2003), 39(44), 10626-10630 (2010-10-05)
The X-ray structures of three new crystals of nitroxylcobalamin (NOCbl) have been determined. Unlike our earlier reported structure in which NOCbl was partially oxidized (L. Hannibal, C. A. Smith, D. W. Jacobsen and N. E. Brasch, Angew. Chem., Int. Ed.
Ruibing Wang et al.
Dalton transactions (Cambridge, England : 2003), (18)(18), 3584-3589 (2009-04-22)
Cucurbit[7]uril (CB[7]) forms very stable complexes with the alpha-axial 5,6-dimethylbenzimidazole (alpha-DMB) nucleotide base when dissociated from the Co(III) center in vitamin B(12) (CNCbl, K(CB[7]) = (7.5 +/- 0.5) x 10(4) dm(3) mol(-1)) and coenzyme B(12) (AdoCbl, K(CB[7]) = (3.02 +/-
Xiao-Lei Wang et al.
Journal of the American Chemical Society, 133(11), 4079-4091 (2011-02-25)
BluB is a distinct flavin destructase that catalyzes a complex oxygen-dependent conversion of reduced flavin mononucleotide (FMNH(2)) to form 5,6-dimethylbenzimidazole (DMB), the lower ligand of vitamin B(12). The catalyzed mechanism remains a challenge due to the discrepancy between the complexity
Peter J Anderson et al.
Journal of bacteriology, 190(4), 1160-1171 (2007-11-06)
Corrinoid (vitamin B12-like) cofactors contain various alpha-axial ligands, including 5,6-dimethylbenzimidazole (DMB) or adenine. The bacterium Salmonella enterica produces the corrin ring only under anaerobic conditions, but it can form "complete" corrinoids aerobically by importing an "incomplete" corrinoid, such as cobinamide
Michael J Gray et al.
Proceedings of the National Academy of Sciences of the United States of America, 104(8), 2921-2926 (2007-02-16)
The synthesis of 5,6-dimethylbenzimidazole (DMB), the lower ligand of coenzyme B(12), has remained elusive. We report in vitro and in vivo evidence that the BluB protein of the photosynthetic bacterium Rhodospirillum rubrum is necessary and sufficient for catalysis of the

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