D5891
1,1-Dimethyl-4-phenylpiperazinium iodide
≥98% (TLC or titration)
Synonym(s):
DMPP
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About This Item
Empirical Formula (Hill Notation):
C12H19IN2
CAS Number:
Molecular Weight:
318.20
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
EC Number:
200-213-0
Beilstein/REAXYS Number:
3746109
MDL number:
Quality Level
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
Gene Information
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.
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Storage Class
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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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
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