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SML1059

Sigma-Aldrich

MMB-4

≥98% (HPLC)

Synonym(s):

1,1′-Methylenebis[4-[(hydroxyimino)methyl]-pyridinium dibromide

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About This Item

Empirical Formula (Hill Notation):
C13H14N4O2 · 2Br
CAS Number:
2058-89-1
Molecular Weight:
418.08
UNSPSC Code:
12352200
PubChem Substance ID:
329825642
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

light yellow to light brown

solubility

H2O: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

O/N=C/C1=CC=[N+](C[N+]2=CC=C(/C=N\O)C=C2)C=C1.[Br-].[Br-]

InChI

1S/C13H12N4O2.2BrH/c18-14-9-12-1-5-16(6-2-12)11-17-7-3-13(4-8-17)10-15-19;;/h1-10H,11H2;2*1H

InChI key

ZKQNRRLCBJUEBC-UHFFFAOYSA-N

Biochem/physiol Actions

MMB-4 is also called as 1,1′-Methylenebis{4-[(hydroxyimino)methyl]pyridinium) dichloride. It serves as a promising antidote for organophosphate poisoning.
MMB-4 is an oxime that can reactivate cholinesterases that have been inactivated by exposure to organophosphates such as sarin or soman. Administration of MMB-4 and atropine normalizes many respiratory parameters in guinea pigs following soman inhalation.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Patrick Macauley et al.
Journal of pharmaceutical and biomedical analysis, 49(4), 889-894 (2009-02-17)
1,1'-Methylenebis{4-[(hydroxyimino)methyl]pyridinium) dichloride (MMB-4), a promising antidote for organophosphate poisoning, has been shown by chromatography and NMR to be a mixture of geometric isomers, predominantly the E/E form. The chromatographically separated isomers have been isolated, directly characterized by NMR to be

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