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515108

Sigma-Aldrich

5-Methoxybenzimidazole

97%

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About This Item

Empirical Formula (Hill Notation):
C8H8N2O
CAS Number:
4887-80-3
Molecular Weight:
148.16
EC Number:
225-502-9
MDL number:
MFCD00272526
UNSPSC Code:
12352100
eCl@ss:
32151902
PubChem Substance ID:
24873794
NACRES:
NA.22

Assay

97%

mp

121-126 °C (lit.)

SMILES string

COc1ccc2[nH]cnc2c1

InChI

1S/C8H8N2O/c1-11-6-2-3-7-8(4-6)10-5-9-7/h2-5H,1H3,(H,9,10)

InChI key

ILMHAGCURJPNRZ-UHFFFAOYSA-N

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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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Certificates of Analysis (COA)

Lot/Batch Number
BCCB8832
BCBT7952
BCBS5489V
BCBQ4394V
BCBN8573V

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On the Biosynthesis of 5-Methoxybenzimidazole.
Wurm R, et al.
European Journal of Biochemistry, 56(2), 427-432 (1975)
Structural investigation of the biosynthesis of alternative lower ligands for cobamides by nicotinate mononucleotide: 5, 6-dimethylbenzimidazole phosphoribosyltransferase from Salmonella enterica.
Cheong C, et al.
The Journal of Biological Chemistry, 276(40), 37612-37620 (2001)
Computational determination of aqueous p K a values of protonated benzimidazoles (Part 2).
Brown TN and Mora-Diez N.
The Journal of Physical Chemistry B, 110(41), 20546-20554 (2006)
Kristi Kincaid et al.
Nucleic acids research, 33(8), 2620-2628 (2005-05-10)
In order to further understand how DNA polymerases discriminate against incorrect dNTPs, we synthesized two sets of dNTP analogues and tested them as substrates for DNA polymerase alpha (pol alpha) and Klenow fragment (exo-) of DNA polymerase I (Escherichia coli).
An exceptionally mild catalytic thioester aldol reaction inspired by polyketide biosynthesis.
Lalic G, et al.
Journal of the American Chemical Society, 125(10), 2852-2853 (2003)

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