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Merck

D5891

Sigma-Aldrich

1,1-Dimethyl-4-phenylpiperazinium iodide

≥98% (TLC or titration)

Sinónimos:

DMPP

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About This Item

Fórmula empírica (notación de Hill):
C12H19IN2
Número de CAS:
Peso molecular:
318.20
Beilstein/REAXYS Number:
3746109
EC Number:
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

assay

≥98% (TLC or titration)

form

powder

mp

234-238 °C (lit.)

solubility

H2O: 21 mg/mL

storage temp.

−20°C

SMILES string

[I-].C[N+]1(C)CCN(CC1)c2ccccc2

InChI

1S/C12H19N2.HI/c1-14(2)10-8-13(9-11-14)12-6-4-3-5-7-12;/h3-7H,8-11H2,1-2H3;1H/q+1;/p-1

Inchi Key

XFZJGFIKQCCLGK-UHFFFAOYSA-M

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Application

1,1-Dimethyl-4-phenylpiperazinium iodide (DMPP) has been used as a non-selective nicotinic acetylcholine receptor (nAchR) agonist:
  • to study the roles of α7 and α4β2 nAchRs in autonomic regulation of cardiovascular responses in urethane-anesthetized mice
  • to study the mechanism involved in improving glucose tolerance in diet-induced obese (DIO) mice treated with DMPP
  • to study its pharmacological effect on enteric viscerofugal neurons in the myenteric plexus of guinea-pig colon

Biochem/physiol Actions

1,1-Dimethyl-4-phenylpiperazinium iodide (DMPP) is a non-selective nicotinic acetylcholine receptor (nAchR) agonist. It acts as a stimulating agent for sympathetic ganglia. DMPP exhibits specific action on ganglia and adrenal medullary tissue hence, it finds its application in the diagnosis of pheochromocytoma.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Nicotinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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D Manetti et al.
Bioorganic & medicinal chemistry, 7(3), 457-465 (1999-04-29)
A series of piperazine derivatives, obtained by hybridization of N1-acetyl-N4-dimethyl-piperazinium iodide (1, ADMP) and N1-phenyl-N4-dimethyl-piperazinium iodide (3, DMPP) or of the corresponding tertiary bases (2, 4) with arecoline (5) and arecolone (6) or by isosteric substitution of the phenyl ring
T J Hibberd et al.
Neuroscience, 275, 272-284 (2014-05-13)
Enteric viscerofugal neurons are mechanosensory interneurons that form the afferent limb of intestino-intestinal reflexes involving prevertebral sympathetic neurons. Fast synaptic inputs to viscerofugal neurons arise from other enteric neurons, but their sources are unknown. We aimed to describe the origins
Cardiovascular action of 1,1-dimethyl-4-phenylpiperazinium iodide (DMPP); a ganglion stimulating agent useful in the diagnosis of pheochromocytoma.
I H PAGE et al.
The American journal of medicine, 15(5), 675-683 (1953-11-01)
E S Vizi et al.
Brain research. Brain research reviews, 30(3), 219-235 (1999-11-24)
Neuronal nicotinic acetylcholine receptors (nAChRs) belong to a family of ligand-gated channels closely related to but distinct from the muscle nAChRs. Recent progress in neurochemical and pharmacological methods supports the hypothesis of presynaptically located nAChRs on axon terminals and indicates
Lu Liu et al.
The Journal of pharmacology and experimental therapeutics, 329(1), 282-289 (2009-01-24)
Tachykinins are important neurotransmitters regulating intestinal motility. Slow transit constipation (STC) represents an extreme colonic dysmotility with unknown etiology that predominantly affects women. We examined whether the tachykinin system is involved in the pathogenesis of STC. Isolated sigmoid colon circular

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