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P0256

Sigma-Aldrich

Pyrithiamine hydrobromide

~95%, crystalline

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C14H18N4O · 2HBr
Numéro CAS:
534-64-5
Poids moléculaire :
420.14
Numéro CE :
208-604-8
Numéro MDL:
MFCD00058193
Code UNSPSC :
12352100
ID de substance PubChem :
57654495
Nomenclature NACRES :
NA.22

Pureté

~95%

Forme

crystalline

Couleur

off-white to yellow

Température de stockage

2-8°C

Chaîne SMILES 

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

Clé InChI

DMVBWVASDWGFNH-UHFFFAOYSA-M

Description générale

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.

Application

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

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302 + H312 + H332

Classification des risques

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

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

dust mask type N95 (US), Eyeshields, Gloves

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Certificats d'analyse (COA)

Lot/Batch Number
077F0730
077F0728

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Retrouvez la documentation relative aux produits que vous avez récemment achetés dans la Bibliothèque de documents.

Consulter la Bibliothèque de documents

Darren Navarro et al.
Journal of neurochemistry, 106(2), 603-612 (2008-04-16)
Thiamine deficiency provides an effective model of selective neuronal cell death. (1)H and (13)C-NMR was used to investigate the effects of thiamine deficiency on the synthesis of amino acids derived from [1-(13)C]glucose in vulnerable (medial thalamus; MT) compared to non-vulnerable
Joseph M Hall et al.
Frontiers in neuroscience, 12, 773-773 (2018-11-18)
Exercise has been shown to improve or rescue cognitive functioning in both humans and rodents, and the augmented actions of neurotrophins within the hippocampus and associated regions play a significant role in the improved neural plasticity. The septohippocampal circuit is
Qipeng Zhang et al.
Neurobiology of aging, 32(1), 42-53 (2009-02-24)
Thiamine pyrophosphate (TPP) and the activities of thiamine-dependent enzymes are reduced in Alzheimer's disease (AD) patients. In this study, we analyzed the relationship between thiamine deficiency (TD) and amyloid precursor protein (APP) processing in both cellular and animal models of
Jessica J Roland et al.
Neurobiology of learning and memory, 87(1), 123-132 (2006-09-19)
A rodent model of diencephalic amnesia, pyrithiamine-induced thiamine deficiency (PTD), was used to investigate the dynamic role of hippocampal and striatal acetylcholine (ACh) efflux across acquisition of a nonmatching-to-position (NMTP) T-maze task. Changes in ACh efflux were measured in rats
Zhiwei Huang et al.
PLoS genetics, 8(11), e1003083-e1003083 (2012-12-05)
Chloroquine (CQ) and other quinoline-containing antimalarials are important drugs with many therapeutic benefits as well as adverse effects. However, the molecular targets underlying most such effects are largely unknown. By taking a novel functional genomics strategy, which employs a unique
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