Pirenzepine dihydrochloride

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Cat.No. 1071 - Pirenzepine dihydrochloride | C19H21N5O2.2HCl | CAS No. 29868-97-1
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)
Datasheet
Citations (16)
Reviews
Literature (5)

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.

Select a batch to recalculate based on the batch molecular weight:
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

Certificate of Analysis / Product Datasheet
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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


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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:

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

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

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

Thomson et al (2017) Cell-Type-Specific Translation Profiling Reveals a Novel Strategy for Treating Fragile X Syndrome. Neuron 95 550 PMID: 28772121

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

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

Ahmed (2016) Effects of novel muscarinic M3 receptor ligand C1213 in pulmonary arterial hypertension models. Physiological Reports 4 e13069 PMID: 28039410

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

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

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

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

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

Zucca et al (2018) Pauses in cholinergic interneuron firing exert an inhibitory control on striatal output in vivo. Elife 7 PMID: 29578407


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