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SML0255

Sigma-Aldrich

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
MDL number:
MFCD00078564
UNSPSC Code:
12352200
PubChem Substance ID:
329825263
NACRES:
NA.77

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

Biochem/physiol Actions

4-DAMP is a 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 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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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
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
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
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
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Muscarinic Acetylcholine Receptors

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

Muscarinic Acetylcholine Receptors

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Muscarinic Acetylcholine Receptors

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