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D147206

Sigma-Aldrich

5,6-Dimethylbenzimidazole

≥99%

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About This Item

Empirical Formula (Hill Notation):
C9H10N2
CAS Number:
582-60-5
Molecular Weight:
146.19
Beilstein:
116595
EC Number:
209-488-1
MDL number:
MFCD00005603
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
24893451
NACRES:
NA.22

Quality Level

200

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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Related Categories

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

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

D147206-100G:
D147206-10KG:
D147206-BULK:
D147206-1KG:
D147206-25G:
D147206-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
BCCF2019
BCCC8663
BCBZ5137
BCBV6281
1378703

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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
Pseudo-B12 joins the cofactor family.
Michiko E Taga et al.
Journal of bacteriology, 190(4), 1157-1159 (2007-12-18)
Michiko E Taga et al.
Nature, 446(7134), 449-453 (2007-03-23)
Vitamin B12 (cobalamin) is among the largest known non-polymeric natural products, and the only vitamin synthesized exclusively by microorganisms. The biosynthesis of the lower ligand of vitamin B(12), 5,6-dimethylbenzimidazole (DMB), is poorly understood. Recently, we discovered that a Sinorhizobium meliloti
Finding the final pieces of the vitamin B12 biosynthetic jigsaw.
Martin J Warren
Proceedings of the National Academy of Sciences of the United States of America, 103(13), 4799-4800 (2006-03-29)
Christine Männel-Croisé et al.
Chemical communications (Cambridge, England), 47(40), 11249-11251 (2011-09-20)
Immobilisation of vitamin B12 allows synthesising a biomimetic base-off/histidine-on complex that resembles structural features of cobalamin dependent enzyme active sites.
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