A muscarinic acetylcholine receptor agonist
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Oxotremorine (sesquifumarate)

Item No. 35707

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1-[4-(1-pyrrolidinyl)-2-butyn-1-yl]-2-pyrrolidinone, 2E-butenedioate (2:3)
CAS Number
17360-35-9
Molecular Formula
C12H18N2O • 3/2C4H4O4
Formula Weight
380.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 16 mg/mlDMSO: 14 mg/mlEthanol: 10 mg/mlPBS (pH 7.2): 3 mg/ml
SMILES
O=C1N(CC#CCN2CCCC2)CCC1.O=C3N(CC#CCN4CCCC4)CCC3.O=C(O)/C=C/C(O)=O.O=C(O)/C=C/C(O)=O.O=C(O)/C=C/C(O)=O
InChi Code
InChI=1S/2C12H18N2O.3C4H4O4/c2*15-12-6-5-11-14(12)10-4-3-9-13-7-1-2-8-13;3*5-3(6)1-2-4(7)8/h2*1-2,5-11H2;3*1-2H,(H,5,6)(H,7,8)/b;;3*2-1+
InChi Key
WLYYOFJEBGHKEC-VQYXCCSOSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    100 mg

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    Product Description

    Oxotremorine is an agonist of muscarinic acetylcholine receptors (mAChRs).1 It binds to M1, M2, M3, and M4 mAChRs (Kis = 3.31, 9.33, 5.24, and 7.08 µM, respectively, for the human receptors). It inhibits acetylcholine (ACh; Item No. 23829) release in rat cerebral cortical slices when used at a concentration of 10 µM, an effect that can be reversed by the non-selective mAChR antagonist atropine (Item No. 12008).2 Oxotremorine induces tremors, salivation, and lacrimation in mice (ED50s = 0.11, 0.22, and 0.28 mg/kg).3 It induces analgesia in the hot plate test in mice when administered at a dose of 0.5 mg/kg.4 Oxotremorine has been used to induce parkinsonian symptoms as a model of Parkinson’s disease in mice.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jakubík, I., Bacáková, L., El-Fakahany, E.E., et al. Positive cooperativity of acetylcholine and other agonists with allosteric ligands on muscarinic acetylcholine receptors. Mol. Pharmacol. 52(1), 172-179 (1997).

    2. Szerb, J.C., and Somogyi, G.T. Depression of acetylcholine release from cerebral cortical slices by cholinesterase inhibition and by oxotremorine. Nat. New Biol. 241(108), 121-122 (1973).

    3. Moon, M.W., Chidester, C.G., Heier, R.F., et al. Cholinergic activity of acetylenic imidazoles and related compounds. J. Med. Chem. 34(8), 2314-2327 (1991).

    4. Pleuvry, B.J., and Tobias, M.A. Comparison of the antinociceptive activities of physostigmine, oxotremorine and morphine in the mouse. Br. J. Pharmacol. 43(4), 706-714 (1971).

    5. Castensson, S., Sievertsson, H., Lindeke, B., et al. Studies on the inhibition of oxotremorine induced tremor by a melanocyte-stimulating hormone release-inhibiting factor, thyrotropin releasing hormone and related peptides. FEBS Lett. 44(1), 101-105 (1974).