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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:
3746109
Número CE:
Número MDL:
Código UNSPSC:
12352200
ID de la sustancia en PubChem:
NACRES:
NA.77

Nivel de calidad

Ensayo

≥98% (TLC or titration)

Formulario

powder

mp

234-238 °C (lit.)

solubilidad

H2O: 21 mg/mL

temp. de almacenamiento

−20°C

cadena SMILES

[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

Clave InChI

XFZJGFIKQCCLGK-UHFFFAOYSA-M

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Categorías relacionadas

Aplicación

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

Acciones bioquímicas o fisiológicas

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.

Características y beneficios

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.

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°C)

Not applicable

Equipo de protección personal

dust mask type N95 (US), Eyeshields, Gloves


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Visite la Librería de documentos

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
J J Galligan
The Journal of pharmacology and experimental therapeutics, 291(1), 92-98 (1999-09-22)
Nicotinic acetylcholine receptors (nAChRs) localized to excitatory longitudinal muscle motoneurons were studied in segments of guinea pig ileum maintained in vitro. Longitudinal muscle contractions caused by the nAChRs agonists, dimethylphenylpiperazinium (DMPP), nicotine, and cytisine were measured using isometric strain gauge
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

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