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D5891

1,1-Dimethyl-4-phenylpiperaziniumjodid

≥98% (TLC or titration)

Synonym(e):

DMPP

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Über diesen Artikel

Empirische Formel (Hill-System):
C12H19IN2
CAS-Nummer:
Molekulargewicht:
318.20
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-213-0
Beilstein/REAXYS Number:
3746109
MDL number:
Assay:
≥98% (TLC or titration)
Form:
powder


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

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[1]
  • to study the mechanism involved in improving glucose tolerance in diet-induced obese (DIO) mice treated with DMPP[2]
  • to study its pharmacological effect on enteric viscerofugal neurons in the myenteric plexus of guinea-pig colon[3]

Biochem/physiol Actions

1,1-Dimethyl-4-phenylpiperazinium iodide (DMPP) is a non-selective nicotinic acetylcholine receptor (nAchR) agonist.[1] 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.[4]

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.


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Lagerklasse

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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
J P P Foong et al.
Neurogastroenterology and motility : the official journal of the European Gastrointestinal Motility Society, 22(11), 1209-1216 (2010-07-16)
Vasoactive intestinal peptide (VIP) submucosal neurons, the main regulators of gut secretion, display inhibitory postsynaptic potentials mediated by somatostatin (SOM) acting on SST(1) and SST(2) receptors (SSTR(1), SSTR(2)) in the guinea-pig small intestine. We investigated the implications of this for



Global Trade Item Number

SKUGTIN
D5891-1G04061825982212
D5891-10G04061832090528

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