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SML0276

Sigma-Aldrich

BD 1063 dihydrochloride

≥98% (HPLC)

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Synonym(s):
1-[2-(3,4-Dichlorophenyl)ethyl]-4-methylpiperazine dihydrochloride, BD1063 dihydrochloride
Empirical Formula (Hill Notation):
C13H18Cl2N2 · 2HCl
CAS Number:
206996-13-6
Molecular Weight:
346.12
MDL number:
MFCD00792740
UNSPSC Code:
12352200
PubChem Substance ID:
329825284
NACRES:
NA.77

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H319

Hazard Classifications

Eye Irrit. 2

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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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
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
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
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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Sigma Receptors

Sigma receptors may constitute favorable targets for drug design in conditions such as psychiatric and movement disorders, amnesia, depression, cancer, inflammation and cocaine addiction.

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