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Merck
CN

SML3005

NMDAR/TRPM4 interface inhibitor C19 dihydrochloride

≥98% (HPLC)

Synonym(s):

2-(3-(Aminomethyl)pyrrolidin-1-yl)-N-(2,4,5-trichlorophenyl)acetamide dihydrochloride, C19 dihydrochloride, Compound 19 dihydrochloride, N-(2,4,5-Trichlorophenyl)-3-aminomethyl-1-pyrrolidineacetamide dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C13H16Cl3N3O·2HCl
CAS Number:
2241128-93-6
Molecular Weight:
409.57
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD31666003

Key Documents

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Product Name

NMDAR/TRPM4 interface inhibitor C19 dihydrochloride, ≥98% (HPLC)

InChI

1S/C13H16Cl3N3O.2ClH/c14-9-3-11(16)12(4-10(9)15)18-13(20)7-19-2-1-8(5-17)6-19;;/h3-4,8H,1-2,5-7,17H2,(H,18,20);2*1H

InChI key

KKZAEWKBOQYGHO-UHFFFAOYSA-N

SMILES string

O=C(CN1CC(CC1)CN)NC2=CC(Cl)=C(C=C2Cl)Cl.Cl.Cl

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

H2O: 2 mg/mL, clear

storage temp.

−20°C

Quality Level

100

Biochem/physiol Actions

Compound 19 (C19) is a small molecule that directly targets TRPM4 TwinF domain and blocks its interaction with GluN2A/GluN2B (NR2A/NR2B) I4 domain. C19 prevents NMDAR/TRPM4 interaction-dependent excitotoxicity (death protection EC50 = 1.1 μM 24 h post 10-min exposure of primary murine hippocampal neurons to 20 μM NMDA) without affecting, and even enhancing, NMDAR-mediated essential functions.
TRPM4 TwinF domain-targeting NMDAR/TRPM4 interaction blocker that protects against TRPM4-mediated excitotoxicity.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000122710
0000122709
0000117624

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Jing Yan et al.
Science (New York, N.Y.), 370(6513) (2020-10-10)
Excitotoxicity induced by NMDA receptors (NMDARs) is thought to be intimately linked to high intracellular calcium load. Unexpectedly, NMDAR-mediated toxicity can be eliminated without affecting NMDAR-induced calcium signals. Instead, excitotoxicity requires physical coupling of NMDARs to TRPM4. This interaction is

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