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1,1-Dimethyl-4-phenylpiperazinium iodide - 98%, high purity , CAS No.54-77-3

    Grade & Purity:
  • ≥98%
  • Cas Number:  54-77-3
  • Molecular Weight:  318.2
  • Beilstein Registry Number:   3746110
  • PubChem CID: 5911
In stock
Item Number
D276556
Grouped product items
SKU Size
Availability
Price Qty
D276556-250mg
250mg
3
$49.90
D276556-1g
1g
1
$119.90
D276556-5g
5g
1
$393.90
D276556-10g
10g
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$629.90

nAChR agonist

Basic Description

Synonyms C07488 | 1,1-Dimethyl-4-phenylpiperaziniumiodide(DMPP) | CHEBI:4290 | 1-Methyl-4-phenylpiperazinium 1-Methiodide | SR-01000002980 | DMPP iodide | HMS3261O21 | 1,1-dimethyl-4-phenylpiperazin-1-ium;iodide | EINECS 200-213-0 | NCGC00093827-01 | D 5891 | SCHE
Specifications & Purity ≥98%
Biochemical and Physiological Mechanisms 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 fi
Storage Temp Protected from light,Store at -20°C,Desiccated
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Note Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.
Product Description

1,1-Dimethyl-4-phenylpiperazinium iodide (DMPP) has been used as a non-selective nicotinic acetylcholine receptor (nAchR) agonist:1.to study the roles of α7 and α4β2 nAchRs in autonomic regulation of cardiovascular responses in urethane-anesthetized mice;2.to study the mechanism involved in improving glucose tolerance in diet-induced obese (DIO) mice treated with DMPP;3.to study its pharmacological effect on enteric viscerofugal neurons in the myenteric plexus of guinea-pig colon.

Taxonomic Classification

Taxonomy Tree

Kingdom Organic compounds
Superclass Organoheterocyclic compounds
Class Diazinanes
Subclass Piperazines
Intermediate Tree Nodes Not available
Direct Parent Phenylpiperazines
Alternative Parents N-arylpiperazines  Dialkylarylamines  Aniline and substituted anilines  N-methylpiperazines  Tetraalkylammonium salts  Azacyclic compounds  Organopnictogen compounds  Organic iodide salts  Hydrocarbon derivatives  
Molecular Framework Aromatic heteromonocyclic compounds
Substituents Phenylpiperazine - N-arylpiperazine - Tertiary aliphatic/aromatic amine - Aniline or substituted anilines - Dialkylarylamine - N-methylpiperazine - N-alkylpiperazine - Monocyclic benzene moiety - Benzenoid - Quaternary ammonium salt - Tetraalkylammonium salt - Tertiary amine - Azacycle - Hydrocarbon derivative - Amine - Organopnictogen compound - Organonitrogen compound - Organic nitrogen compound - Organic iodide salt - Organic salt - Aromatic heteromonocyclic compound
Description This compound belongs to the class of organic compounds known as phenylpiperazines. These are compounds containing a phenylpiperazine skeleton, which consists of a piperazine bound to a phenyl group.
External Descriptors quaternary ammonium salt - organic iodide salt - N-arylpiperazine - piperazinium salt

Associated Targets(Human)

POLB Tchem DNA polymerase beta (23632 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
HIF1A Tchem Hypoxia-inducible factor 1 alpha (6027 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
KDM4A Tchem Lysine-specific demethylase 4A (52245 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
EHMT2 Tchem Histone-lysine N-methyltransferase, H3 lysine-9 specific 3 (93046 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
SMN1 Tchem Survival motor neuron protein (34246 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
BLM Tchem Bloom syndrome protein (4248 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
GMNN Tbio Geminin (128009 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
PMP22 Tbio Peripheral myelin protein 22 (699 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APOBEC3A Tchem Probable DNA dC->dU-editing enzyme APOBEC-3A (890 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MPHOSPH8 Tbio M-phase phosphoprotein 8 (656 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
APOBEC3G Tchem DNA dC->dU-editing enzyme APOBEC-3G (12481 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CHRNB2 Tclin Neuronal acetylcholine receptor; alpha4/beta2 (3972 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
CHRNB4 Tclin Neuronal acetylcholine receptor; alpha4/beta4 (276 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
IDH1 Tclin Isocitrate dehydrogenase [NADP] cytoplasmic (40980 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
MEN1 Tchem Menin/Histone-lysine N-methyltransferase MLL (48157 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Associated Targets(non-human)

Pseudomonas aeruginosa (123386 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Klebsiella pneumoniae (43867 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Staphylococcus aureus (210822 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Acinetobacter baumannii (41033 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Escherichia coli (133304 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Plasmodium falciparum (966862 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Cryptococcus neoformans (21258 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Candida albicans (78123 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
nfo Endonuclease 4 (425 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Chrna3 Neuronal acetylcholine receptor; alpha3/beta2 (421 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Chrna2 Neuronal acetylcholine receptor; alpha2/beta2 (198 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID
Chrna3 Neuronal acetylcholine receptor; alpha3/beta4 (1368 Activities)
Activity Type Relation Activity value Units Action Type Journal PubMed Id doi Assay Aladdin ID

Mechanisms of Action

Mechanism of Action Action Type target ID Target Name Target Type Target Organism Binding Site Name References

Names and Identifiers

IUPAC Name 1,1-dimethyl-4-phenylpiperazin-1-ium;iodide
INCHI 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
InChIKey XFZJGFIKQCCLGK-UHFFFAOYSA-M
Smiles C[N+]1(CCN(CC1)C2=CC=CC=C2)C.[I-]
Isomeric SMILES C[N+]1(CCN(CC1)C2=CC=CC=C2)C.[I-]
WGK Germany 3
RTECS TM3385000
PubChem CID 5911
Molecular Weight 318.2
Beilstein 3746110
Reaxy-Rn 3746109

Certificates(CoA,COO,BSE/TSE and Analysis Chart)

C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

Find and download the COA for your product by matching the lot number on the packaging.

7 results found

Lot Number Certificate Type Date Item
A2408466 Certificate of Analysis Dec 25, 2023 D276556
A2408467 Certificate of Analysis Dec 25, 2023 D276556
A2408468 Certificate of Analysis Dec 25, 2023 D276556
A2408469 Certificate of Analysis Dec 25, 2023 D276556
A2408470 Certificate of Analysis Dec 25, 2023 D276556
A2408495 Certificate of Analysis Dec 25, 2023 D276556
A2408496 Certificate of Analysis Dec 25, 2023 D276556

Chemical and Physical Properties

Solubility Soluble in water to 50 mM
Sensitivity Light sensitive
Melt Point(°C) 234-238 °C
Molecular Weight 318.200 g/mol
XLogP3
Hydrogen Bond Donor Count 0
Hydrogen Bond Acceptor Count 2
Rotatable Bond Count 1
Exact Mass 318.059 Da
Monoisotopic Mass 318.059 Da
Topological Polar Surface Area 3.200 Ų
Heavy Atom Count 15
Formal Charge 0
Complexity 173.000
Isotope Atom Count 0
Defined Atom Stereocenter Count 0
Undefined Atom Stereocenter Count 0
Defined Bond Stereocenter Count 0
Undefined Bond Stereocenter Count 0
The total count of all stereochemical bonds 0
Covalently-Bonded Unit Count 2

Solution Calculators

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