D5891

1,1-Dimethyl-4-phenylpiperazinium iodide

≥98% (TLC or titration)

• Synonym(s): DMPP
• Empirical Formula (Hill Notation): C₁₂H₁₉IN₂
• CAS Number: 54-77-3
• Molecular Weight: 318.20
• Beilstein/REAXYS Number: 3746109
• EC Number: 200-213-0
• MDL number: MFCD00011976
• UNSPSC Code: 12352200
• PubChem Substance ID: 24277832
• NACRES: NA.77

Properties

• Quality Level: 200
• 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: human ... CHRNA1(1134), CHRNA10(57053), CHRNA2(1135), CHRNA3(1136), CHRNA4(1137), CHRNA5(1138), CHRNA6(8973), CHRNA7(1139), CHRNA9(55584), CHRNB1(1140), CHRNB2(1141), CHRNB3(1142), CHRNB4(1143) ; rat ... Chrna2(170945), Chrna3(25101), Chrna4(25590), Chrnb2(54239), Chrnb4(25103)

Description

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.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: dust mask type N95 (US), Eyeshields, Gloves