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:
InChI key
XFZJGFIKQCCLGK-UHFFFAOYSA-M
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
SMILES string
[I-].C[N+]1(C)CCN(CC1)c2ccccc2
assay
≥98% (TLC or titration)
form
powder
mp
234-238 °C (lit.)
solubility
H2O: 21 mg/mL
storage temp.
−20°C
Quality Level
Gene Information
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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
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
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
C Morel et al.
Molecular psychiatry, 19(8), 930-936 (2013-12-04)
Smoking is the most important preventable cause of morbidity and mortality worldwide. Recent genome-wide association studies highlighted a human haplotype on chromosome 15 underlying the risk for tobacco dependence and lung cancer. Several polymorphisms in the CHRNA3-CHRNA5-CHRNB4 cluster coding for
Malin Jonsson Fagerlund et al.
Anesthesiology, 110(6), 1244-1252 (2009-05-07)
Nondepolarizing neuromuscular blocking agents (NMBAs) are classic competitive-inhibitors at the muscle nicotinic acetylcholine receptor (nAChR). Although the fetal subtype muscle nAChR has been extensively studied at a molecular level, less is known about the interaction between nondepolarizing NMBAs and the
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