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P0256

Sigma-Aldrich

Pyrithiamine hydrobromide

~95%, crystalline

Sinónimos:

1-([4-Amino-2-methyl]-5-pyrimidylmethyl)-2-methyl-3-(β-hydroxyethyl)pyridinium bromide, Neopyrithiamine

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About This Item

Fórmula empírica (notación de Hill):
C14H18N4O · 2HBr
Número de CAS:
534-64-5
Peso molecular:
420.14
EC Number:
208-604-8
MDL number:
MFCD00058193
UNSPSC Code:
12352100
PubChem Substance ID:
57654495
NACRES:
NA.22
En este momento no podemos mostrarle ni los precios ni la disponibilidad

assay

~95%

Quality Level

200

form

crystalline

color

off-white to yellow

storage temp.

2-8°C

SMILES string

Br.[Br-].Cc1ncc(C[n+]2cccc(CCO)c2C)c(N)n1

InChI

1S/C14H19N4O.2BrH/c1-10-12(5-7-19)4-3-6-18(10)9-13-8-16-11(2)17-14(13)15;;/h3-4,6,8,19H,5,7,9H2,1-2H3,(H2,15,16,17);2*1H/q+1;;/p-1

InChI key

DMVBWVASDWGFNH-UHFFFAOYSA-M

General description

Pyrithiamine hydrobromide is a heterocyclic building block that is used as a valuable tool in organic synthesis and medicinal chemistry due to its ability to mimic thiamine deficiency and its potential for the development of new compounds with useful pharmacological properties. [1] [2]

Application

Pyrithiamine hydrobromide can be used as a precursor for the synthesis pyrithiamine pyrophosphate. [2]

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Acute Tox. 4 Dermal - Acute Tox. 4 Inhalation - Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificados de análisis (COA)

Lot/Batch Number
077F0730
077F0728

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Xiaohua He et al.
Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology, 32(10), 2207-2216 (2007-02-15)
The relative roles of alcohol and thiamine deficiency in causing brain damage remain controversial in alcoholics without the Wernicke-Korsakoff syndrome. Experimental control over alcohol consumption and diet are impossible in humans but can be accomplished in animal models. This experiment
Stéphane Thore et al.
Science (New York, N.Y.), 312(5777), 1208-1211 (2006-05-06)
Riboswitches are untranslated regions of messenger RNA, which adopt alternate structures depending on the binding of specific metabolites. Such conformational switching regulates the expression of proteins involved in the biosynthesis of riboswitch substrates. Here, we present the 2.9 angstrom-resolution crystal
Identification of vitamin B1 metabolism as a tumor-specific radiosensitizing pathway using a high-throughput colony formation screen
Tiwana, et al.
Oncotarget, 6, 5978-5978 (2015)
Steven Anzalone et al.
The European journal of neuroscience, 32(5), 847-858 (2010-08-24)
Although the key neuropathology associated with diencephalic amnesia is lesions to the thalamus and/or mammillary bodies, functional deactivation of the hippocampus and associated cortical regions also appear to contribute to the memory dysfunction. For example, there is loss of forebrain
Thiamine pyrophosphate riboswitches are targets for the antimicrobial compound pyrithiamine
Sudarsan, et al.
Chemistry & Biology, 12, 1325-1335 (2005)
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