A muscarinic acetylcholine receptor agonist
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Labeled Version(s)
29078(+)-Pilocarpine-d3 (hydrochloride)
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(+)-Pilocarpine (hydrochloride)

Item No. 14487

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3S,4R)-3-ethyldihydro-4-[(1-methyl-1H-imidazol-5-yl)methyl]-2(3H)-furanone, monohydrochloride
CAS Number
54-71-7
Synonyms
  • NSC 5746
Molecular Formula
C11H16N2O2 • HCl
Formula Weight
244.7
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 2 mg/mlDMSO: 2 mg/mlEthanol: 2 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
215 nm
SMILES
CC[C@H]1[C@@H](CC2=CN=CN2C)COC1=O.Cl
InChi Code
InChI=1S/C11H16N2O2.ClH/c1-3-10-8(6-15-11(10)14)4-9-5-12-7-13(9)2;/h5,7-8,10H,3-4,6H2,1-2H3;1H/t8-,10-;/m0./s1
InChi Key
RNAICSBVACLLGM-GNAZCLTHSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 mg

    $41

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    1 g

    $53

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    5 g

    $239

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    10 g

    $436

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    Product Description

    (+)-Pilocarpine is a muscarinic acetylcholine receptor agonist that binds to human hippocampal, pons, and submandibular gland membranes, which are endogenously enriched in the M1, M2, and M3 receptor subtypes, respectively (apparent Kis = 6, 8.2, and 6.9 μM, respectively).1 It induces salivary secretion in rats when administered intraperitoneally at a dose of 1 mg/kg.2 Topical administration of (+)-pilocarpine inhibits methylcellulose-induced increases in intraocular pressure in rabbits in a dose-dependent manner.3 (+)-Pilocarpine is a chemoconvulsant that has been used in the generation of temporal lobe epilepsy animal models.4,5,6 Formulations containing (+)-pilocarpine have been used in the treatment of elevated intraocular pressure and dry mouth.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Vanderheyden, P., Gies, J.-P., Ebinger, G., et al. Human M1-, M2- and M3-muscarinic cholinergic receptors: Binding characteristics of agonists and antagonists. J. Neurol. Sci. 97(1), 67-80 (1990).

    2. Renzi, A., Colombari, E., Mattos Filho, T.R., et al. Involvement of the central nervous system in the salivary secretion induced by pilocarpine in rats. J. Dent. Res. 72(11), 1481-1484 (1993).

    3. Lorenzetti, O.J. The influence of epinephrine and pilocarpine upon intraocular pressure following single and combination installation. Ophthal. Res. 2(6), 328-336 (1971).

    4. Kokate, T.G., Cohen, A.L., Karp, E., et al. Neuroactive steroids protect against pilocarpine- and kainic acid-induced limbic seizures and status epilepticus in mice. Neuropharmacology 35(8), 1049-1056 (1996).

    5. Ma, L., Wang, L., Yang, F., et al. Disease-modifying effects of RHC80267 and JZL184 in a pilocarpine mouse model of temporal lobe epilepsy. CNS Neurosci. Ther. 20(10), 905-915 (2014).

    6. Smolders, I., Khan, G.M., Manil, H., et al. NMDA receptor-mediated pilocarpine-induced seizures: Characterization in freely moving rats by microdialysis. Br. J. Pharmacol. 121(6), 1171-1179 (1997).

    Product Citations

    Lewis, V., Bonniwell, E.M., Lanham, J.K., et al. A non-hallucinogenic LSD analog with therapeutic potential for mood disorders. Cell Rep. 42(3), 112203 (2023).