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SML3015

Sigma-Aldrich

Arimoclomol maleate

≥98% (HPLC)

Synonyme(s) :

(+)-(R)-N-[2-Hydroxy-3-(1-piperidinyl)propoxy]pyridine-1-oxide-3-carboximidoyl chloride, maleate salt, (R)-3-(Chloro(2-hydroxy-3-(piperidin-1-yl)propoxyimino)methyl)pyridine 1-oxide, maleate salt, Anti-neurodegeneration agent 1, BRX 220, BRX-220, BRX220, N-[(2R)-2-Hydroxy-3-(1-piperidinyl)propoxy]-3-pyridinecarboximidoyl chloride 1-oxide, maleate salt, maleate salt

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About This Item

Formule empirique (notation de Hill):
C14H20ClN3O3 · C4H4O4
Numéro CAS:
289893-26-1
Poids moléculaire :
429.85
Numéro MDL:
MFCD28143527
Code UNSPSC :
12352200
Nomenclature NACRES :
NA.77

Niveau de qualité

100

Pureté

≥98% (HPLC)

Forme

powder

Couleur

white to beige

Solubilité

H2O: 2 mg/mL, clear

Température de stockage

2-8°C

Chaîne SMILES 

Cl/C(C1=CC=C[N+]([O-])=C1)=N\OC[C@@H](CN2CCCCC2)O.O=C(O)/C=C\C(O)=O

InChI

1S/C14H20ClN3O3.C4H4O4/c15-14(12-5-4-8-18(20)9-12)16-21-11-13(19)10-17-6-2-1-3-7-17;5-3(6)1-2-4(7)8/h4-5,8-9,13,19H,1-3,6-7,10-11H2;1-2H,(H,5,6)(H,7,8)/b;2-1-/t13-;/m1./s1

Clé InChI

OHUSJUJCPWMZKR-FEGZNKODSA-N

Actions biochimiques/physiologiques

Arimoclomol is an orally available, CNS-penetrant coinducer of heat shock proteins (HSPs), notably HSP70, that exhibits in vivo efficay in disease models of diabetes, Gaucher disease (GD), sporadic inclusion body myositis (sIBM), and neurological disorders, including amyotrophic lateral sclerosis (ALS) and Niemann-Pick disease type C1 (NPC1). Note: arimoclomol maleate and citrate salt forms are known as BRX-220 and BRX-345, respectively.

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

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B Kalmar et al.
Experimental neurology, 176(1), 87-97 (2002-07-03)
Heat shock proteins (hsps) are induced in a variety of cells following periods of stress, where they promote cell survival. In this study, we examined the effect of upregulating hsp expression by treatment with BRX-220, a co-inducer of hsps, on
Dairin Kieran et al.
Nature medicine, 10(4), 402-405 (2004-03-23)
Amyotrophic lateral sclerosis (ALS) is a fatal neurodegenerative condition in which motoneurons of the spinal cord and motor cortex die, resulting in progressive paralysis. This condition has no cure and results in eventual death, usually within 1-5 years of diagnosis.
Zoltán Rakonczay et al.
Free radical biology & medicine, 32(12), 1283-1292 (2002-06-12)
Nontoxic heat shock protein (HSP) inducer compounds open up promising therapeutic possibilities by activating one of the natural and highly conserved defense mechanisms of the organism. In the present experiments, we examined the effects of a HSP coinducer drug-candidate, BRX-220
Bernadett Kalmar et al.
Journal of neurochemistry, 107(2), 339-350 (2008-08-05)
Amyotrophic lateral sclerosis (ALS) is a progressive neurodegenerative disorder characterized by motoneuron degeneration, resulting in muscle paralysis and death, typically within 1-5 years of diagnosis. Although the pathogenesis of ALS remains unclear, there is evidence for the involvement of proteasome
B Kalmar et al.
Experimental neurology, 184(2), 636-647 (2004-02-11)
In this study, we examined the effect BRX-220, a co-inducer of heat shock proteins, in injury-induced peripheral neuropathy. Following sciatic nerve injury in adult rats and treatment with BRX-220, the following features of the sensory system were studied: (a) expression
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