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SML0276

Sigma-Aldrich

BD 1063 dihydrochloride

≥98% (HPLC)

Synonym(s):

1-[2-(3,4-Dichlorophenyl)ethyl]-4-methylpiperazine dihydrochloride, BD1063 dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H18Cl2N2 · 2HCl
CAS Number:
Molecular Weight:
346.12
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

H2O: >15 mg/mL

storage temp.

room temp

SMILES string

Cl.Cl.CN1CCN(CC1)CCc2ccc(Cl)c(Cl)c2

InChI

1S/C13H18Cl2N2.2ClH/c1-16-6-8-17(9-7-16)5-4-11-2-3-12(14)13(15)10-11;;/h2-3,10H,4-9H2,1H3;2*1H

InChI key

NXFDBTLQOARIMH-UHFFFAOYSA-N

Application

BD 1063 dihydrochloride has been used as a sigma-1 receptor (S1R) antagonist:
  • to study the in vitro and in vivo protective action of S1R against ferroptosis in hepatocellular carcinoma cells
  • in a comparative evaluation of its anti-hyperalgesic action with that of the effects of N-(2-morpholin-4-yl-ethyl)-2-(1-naphthyloxy) acetamide (NMIN) in a chronic constriction injury model (CCI)
  • to study the contribution of sigma receptors inhibition to the neuroprotective effects of memantine against amyloid-beta (Aβ)-induced neurotoxicity in SH-SY5Y cells

Biochem/physiol Actions

BD 1063 is a potent sigma(1) receptor antagonist; approximately 50-fold selective for sigma-1 over sigma-2 and 100-fold or more selective over 9 other tested neurotransmitter receptors. BD 1063 has been shown to antagonize cocaine efffects.

Other Notes

air sensitive

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mojtaba Keshavarz et al.
Advanced pharmaceutical bulletin, 10(3), 452-457 (2020-07-16)
Purpose: Memantine is an approved drug for the treatment of Alzheimer's disease (AD). Autophagy, lysosome dysfunction, and sigma receptors
Josué Vidal Espinosa-Juárez et al.
European journal of pharmacology, 812, 1-8 (2017-06-27)
The most used therapeutic treatment to relieve neuropathic pain is that of neuromodulators such as anti-epileptics or anti-depressants; however, there are alternatives that may be potentially useful. The sigma-1 receptor is a therapeutic target that has shown favorable results at
Sándor Nardai et al.
Experimental neurology, 327, 113245-113245 (2020-02-19)
N,N-dimethyltryptamine (DMT) is an endogenous ligand of the Sigma 1 receptor (Sig-1R) with documented in vitro cytoprotective properties against hypoxia. Our aim was to demonstrate the in vivo neuroprotective effect of DMT following ischemia-reperfusion injury in the rat brain. Transient
Tao Bai et al.
Journal of cellular and molecular medicine, 23(11), 7349-7359 (2019-09-12)
Sigma-1 receptor (S1R) regulates reactive oxygen species (ROS) accumulation via nuclear factor erythroid 2-related factor 2 (NRF2), which plays a vital role in ferroptosis. Sorafenib is a strong inducer of ferroptosis but not of apoptosis. However, the mechanism of sorafenib-induced
Conor C Smith et al.
Molecular pharmacology, 86(4), 390-398 (2014-07-25)
Fast excitatory synaptic transmission that is contingent upon N-methyl d-aspartate receptor (NMDAR) function contributes to core information flow in the central nervous system and to the plasticity of neural circuits that underlie cognition. Hypoactivity of excitatory NMDAR-mediated neurotransmission is hypothesized

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