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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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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
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
Mojtaba Mohseni et al.
Veterinary research forum : an international quarterly journal, 8(2), 115-120 (2017-08-09)
Displacement of the abomasum is a common disease of the gastrointestinal tract in dairy cattle. Abomasal displacement has been associated with abomasal hypomotility. Therefore, it is necessary to identify effective therapeutic agents that stimulate abomasal motility in cattle. Yarrow (
Mei Hong Zhu et al.
The Journal of physiology, 589(Pt 18), 4565-4582 (2011-07-20)
Interstitial cells of Cajal (ICC) provide pacemaker activity and functional bridges between enteric motor nerve terminals and gastrointestinal smooth muscle cells. The ionic conductance(s) in ICC that are activated by excitatory neural inputs are unknown. Transgenic mice (Kit(copGFP/+)) with constitutive
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