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SML0255

4-DAMP

≥98% (HPLC)

Synonym(s):

1,1-Dimethyl-4-diphenylacetoxypiperidinium iodide, 4-DAMP methiodide, 4-Diphenylacetoxy-N-methylpiperidine methiodide, 4-[(Diphenylacetyl)oxy]-1,1-dimethyl-piperidinium iodide

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About This Item

Empirical Formula (Hill Notation):
C21H26INO2
CAS Number:
1952-15-4
Molecular Weight:
451.34
NACRES:
NA.77
PubChem Substance ID:
329825263
UNSPSC Code:
12352200
MDL number:
MFCD00078564
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: ≥15 mg/mL

storage temp.

room temp

SMILES string

[I-].C[N+]1(C)CCC(CC1)OC(=O)C(c2ccccc2)c3ccccc3

InChI

1S/C21H26NO2.HI/c1-22(2)15-13-19(14-16-22)24-21(23)20(17-9-5-3-6-10-17)18-11-7-4-8-12-18;/h3-12,19-20H,13-16H2,1-2H3;1H/q+1;/p-1

InChI key

WWJHRSCUAQPFQO-UHFFFAOYSA-M

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Biochem/physiol Actions

4-DAMP is a M3 preferring cholinergic receptor antagonist.
4-DAMP is a muscarinic receptor antagonist; M3 preferring cholinergic receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000489704
0000489706
0000489704
0000489706
0000357494

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Qiang Liu et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 44(3), 907-919 (2017-11-28)
Overactive bladder associated with bladder outlet obstruction (BOO) is a highly prevalent condition, which is usually treated with antimuscarinics. However, the potential effects of antimuscarinics on the structure and function of bladder have not been investigated thus far. Sprague-Dawley(R) rats
Hyun Jung Kim et al.
Cellular physiology and biochemistry : international journal of experimental cellular physiology, biochemistry, and pharmacology, 43(5), 1790-1802 (2017-10-20)
Magnolia officinalis Rehder and EH Wilson (M. officinalis) are traditional Chinese medicines widely used for gastrointestinal (GI) tract motility disorder in Asian countries. We investigated the effects of an ethanol extract of M. officinalis (MOE) on the pacemaker potentials of
Shohei Yamaguchi et al.
Food chemistry, 276, 376-382 (2018-11-10)
Our previous results (Nakamura et al., 2013, 2016) indicated that acetylcholine (ACh) in orally administered foods exerts antihypertensive effects. Eggplants (Solanum melongena) contain abundant ACh (Horiuchi et al., 2003), and their food functionality was discovered, using spontaneously hypertensive rats, by
Run-Qing Xue et al.
Journal of cellular and molecular medicine, 21(1), 58-71 (2016-08-06)
Mitochondrial dynamics-fission and fusion-are associated with ischaemic heart disease (IHD). This study explored the protective effect of vagal nerve stimulation (VNS) against isoproterenol (ISO)-induced myocardial ischaemia in a rat model and tested whether VNS plays a role in preventing disorders
A Koarai et al.
The European respiratory journal, 39(3), 698-704 (2011-09-03)
Macrophages increase in number and are highly activated in chronic obstructive pulmonary disease (COPD). Muscarinic receptor antagonists inhibit acetylcholine-stimulated release of neutrophilic chemoattractants, suggesting that acetylcholine may regulate macrophage responses. Therefore, expression and function of components of the non-neuronal cholinergic
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Articles

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

DISCOVER Bioactive Small Molecules for Neuroscience

DISCOVER Bioactive Small Molecules for Neuroscience

Global Trade Item Number

SKUGTIN
SML0255-10MG04061832075327
SML0255-50MG04061832075334

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