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Submit ReviewPirenzepine dihydrochloride
Description: Selective M1 antagonist
Chemical Name: 5,11-Dihydro-11-[(4-methyl-1-piperazinyl)acetyl]-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one dihydrochloride
Purity: ≥98% (HPLC)
Biological Activity for Pirenzepine dihydrochloride
Pirenzepine dihydrochloride is a M1 muscarinic receptor selective antagonist. Inverse agonist activity reported.
Technical Data for Pirenzepine dihydrochloride
| M. Wt | 424.33 |
| Formula | C19H21N5O2.2HCl |
| Storage | Store at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 29868-97-1 |
| PubChem ID | 71405 |
| InChI Key | FFNMBRCFFADNAO-UHFFFAOYSA-N |
| Smiles | O=C1C3=C(C=CC=C3)N(C(CN4CCN(CC4)C)=O)C2=C(C=CC=N2)N1.Cl.Cl |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for Pirenzepine dihydrochloride
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 100 |
Preparing Stock Solutions for Pirenzepine dihydrochloride
The following data is based on the product molecular weight 424.33. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.36 mL | 11.78 mL | 23.57 mL |
| 5 mM | 0.47 mL | 2.36 mL | 4.71 mL |
| 10 mM | 0.24 mL | 1.18 mL | 2.36 mL |
| 50 mM | 0.05 mL | 0.24 mL | 0.47 mL |
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Product Datasheets for Pirenzepine dihydrochloride
References for Pirenzepine dihydrochloride
References are publications that support the biological activity of the product.
Daeffler et al (1999) Inverse agonist activity of pirenzepine at M2 muscarinic acetylcholine receptors. Br.J.Pharmacol. 126 1246 PMID: 10205015
Doods et al (1994) Pharmacological profile of selective muscarinic receptor antagonists on guinea-pig ileal smooth muscle. Eur.J.Pharmacol. 253 275 PMID: 8200421
Eglen et al (1996) Muscarinic receptor subtypes and smooth muscle function. Pharmacol.Rev. 48 531 PMID: 8981565
Hammer et al (1980) Pirenzepine distinguishes between different subclasses of muscarinic receptors. Nature 283 90 PMID: 7350532
If you know of a relevant reference for Pirenzepine dihydrochloride, please let us know.
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Keywords: Pirenzepine dihydrochloride, Pirenzepine dihydrochloride supplier, Selective, M1, muscarinic, antagonists, Receptors, Acetylcholine, ACh, 1071, Tocris Bioscience
16 Citations for Pirenzepine dihydrochloride
Citations are publications that use Tocris products. Selected citations for Pirenzepine dihydrochloride include:
Thomson et al (2017) Cell-Type-Specific Translation Profiling Reveals a Novel Strategy for Treating Fragile X Syndrome. Neuron 95 550 PMID: 28772121
Tozzi et al (2015) Endogenous 17β-OE is required for activity-dependent long-term potentiation in the striatum: interaction with the DArgic system. Front Cell Neurosci 9 192 PMID: 26074768
Pacini et al (2014) M2muscarinic receptors inhibit cell proliferation and migration in urothelial bladder cancer cells. Cancer Biol Ther 15 1489 PMID: 25482946
Mans et al (2014) An acetylcholinesterase inhibitor, eserine, induces long-term depression at CA3-CA1 synapses in the hippocampus of adult rats. J Neurophysiol 112 2388 PMID: 25143547
Hulme et al (2012) Calcium-dependent but action potential-independent BCM-like metaplasticity in the hippocampus. J Neurosci 32 6785 PMID: 22593048
Garcia et al (2010) The interaction between tropomyosin-related kinase B receptors and presynaptic muscarinic receptors modulates transmitter release in adult rodent motor nerve terminals. J Neurosci 30 16514 PMID: 21147991
Zucca et al (2018) Pauses in cholinergic interneuron firing exert an inhibitory control on striatal output in vivo. Elife 7 PMID: 29578407
Martin et al (2015) Endocannabinoids Mediate Muscarinic Acetylcholine Receptor-Dependent Long-Term Depression in the Adult Medial Prefrontal Cortex. Proc Natl Acad Sci U S A 9 457 PMID: 26648844
Buchanan et al (2010) Facilitation of long-term potentiation by muscarinic M(1) receptors is mediated by inhibition of SK channels. Neuron 68 948 PMID: 21145007
Ahmed (2016) Effects of novel muscarinic M3 receptor ligand C1213 in pulmonary arterial hypertension models. Physiological Reports 4 e13069 PMID: 28039410
Pediani et al (2016) Dynamic regulation of quaternary organization of the M1 muscarinic receptor by subtype-selective antagonist drugs. J.Biol.Chem. 291 13132 PMID: 27080256
Tian et al (2016) STEP activation by Gαq coupled GPCRs opposes Src regulation of NMDA receptors containing the GluN2A subunit Scientific Reports 6 36684 PMID: 27857196
Ross et al (2019) Olfactory Bulb Muscarinic Acetylcholine Type 1 Receptors Are Required for Acquisition of Olfactory Fear Learning. Front Behav Neurosci 13 164 PMID: 31379534
Tozzi et al (2012) A2A adenosine receptor antagonism enhances synaptic and motor effects of cocaine via CB1 cannabinoid receptor activation. PLoS One 7 e38312 PMID: 22715379
Nadal et al (2017) Presynaptic Muscarinic Acetylcholine Receptors and TrkB Receptor Cooperate in the Elimination of Redundant Motor Nerve Terminals during Development. Front Aging Neurosci 9 24 PMID: 28228723
Nadal et al (2016) Presynaptic muscarinic acetylcholine autoreceptors (M1, M2 and M4 subtypes), adenosine receptors (A1 and A2A) and tropomyosin-related kinase B receptor (TrkB) modulate the developmental synapse elimination process at the neuromuscular junction. Front Cell Neurosci 9 67 PMID: 27339059
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