ChemicalBook--->CAS DataBase List--->3854-04-4

3854-04-4

3854-04-4 Structure

3854-04-4 Structure
IdentificationBack Directory
[Name]

trimethyl-[4-(2-oxopyrrolidin-1-yl)but-2-ynyl]azanium:iodide
[CAS]

3854-04-4
[Synonyms]

CPD3509
Oxotremorine M (iodide)
trimethyl-[4-(2-oxopyrrolidin-1-yl)but-2-ynyl]azanium:iodide
[Molecular Formula]

C11H19IN2O
[MDL Number]

MFCD00055133
[MOL File]

3854-04-4.mol
[Molecular Weight]

322.186
Chemical PropertiesBack Directory
[storage temp. ]

Desiccate at -20°C
[solubility ]

DMSO : 125 mg/mL (387.97 mM; Need ultrasonic)
[form ]

Powder
[color ]

Light yellow to yellow
[Water Solubility ]

Soluble to 100 mM in water
Hazard InformationBack Directory
[Description]

Oxotremorine M is a non-selective muscarinic (M) acetylcholine receptor agonist that induces phosphoinositide hydrolysis in mouse ileum isolated from wild-type, M2, M3, and M2/M3 knockout mice (EC50s = 0.36, 0.52, 1.62, and 1.48 μM, respectively). It also increases M4-induced inhibition of calcium currents in NG108-15 mouse neuroblastoma X rat glioma hybrid cells (EC50 = 0.14 μM). Oxotremorine M inhibits KCNQ2/3 potassium currents in Xenopus oocytes expressing M1 receptors and KCNQ2/3 potassium channels (IC50 = 1.1 μM). It also directly inhibits KCNQ2/3 potassium channels, decreasing KCNQ2/3 potassium currents in Xenopus oocytes lacking muscarinic receptors in a dose-dependent manner.
[Uses]

Oxotremorine M is a muscarinic receptor agonist.
[in vivo]

Oxotremorine M iodide (0.5 mg/kg; s.c.) increases Ddopamine (DA) release in the medial prefrontal cortex (mPFC) and has no effect in the nucleus accumbens (NAC) in male sprague-dawley albino rats weighing 250-350 g[4].

[storage]

Desiccate at -20°C
[References]

[1] JOHN A TRAN F J E Minoru Matsui. Differential coupling of muscarinic M1, M2, and M3 receptors to phosphoinositide hydrolysis in urinary bladder and longitudinal muscle of the ileum of the mouse.[J]. Journal of Pharmacology and Experimental Therapeutics, 2006, 318 2: 649-656. DOI: 10.1124/jpet.106.103093
[2] M.P. CAULFIELD  D. A B. Pharmacology of the putative M4 muscarinic receptor mediating Ca-current inhibition in neuroblastoma × glioma hybrid (NG 108–15) cells[J]. British Journal of Pharmacology, 1991, 104 1: 39-44. DOI: 10.1111/j.1476-5381.1991.tb12381.x
[3] RUUD ZWART. A novel muscarinic receptor-independent mechanism of KCNQ2/3 potassium channel blockade by Oxotremorine-M[J]. European journal of pharmacology, 2016, 791: Pages 221-228. DOI: 10.1016/j.ejphar.2016.08.037
Spectrum DetailBack Directory
[Spectrum Detail]

trimethyl-[4-(2-oxopyrrolidin-1-yl)but-2-ynyl]azanium:iodide(3854-04-4)1HNMR
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