A positive allosteric modulator of AMPA receptors
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S18986

Item No. 14937

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,3,3aS,4-tetrahydro-1H-pyrrolo[2,1-c][1,2,4]benzothiadiazine, 5,5-dioxide
CAS Number
175340-20-2
Molecular Formula
C10H12N2O2S
Formula Weight
224.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:30): 0.03 mg/ml
λmax
211, 256, 323 nm
SMILES
O=S1(C2=CC=CC=C2N3[C@H](CCC3)N1)=O
InChi Code
InChI=1S/C10H12N2O2S/c13-15(14)9-5-2-1-4-8(9)12-7-3-6-10(12)11-15/h1-2,4-5,10-11H,3,6-7H2/t10-/m1/s1
InChi Key
MNTIJYGEITVWHU-SNVBAGLBSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $36

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    5 mg

    $153

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    10 mg

    $236

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    25 mg

    $502

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    Product Description

    S18986 is a positive allosteric modulator of α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA) receptors that potently enhances (S)-AMPA-mediated noradrenaline release in rat hippocampal and frontal cortex slices.1 S18986 is orally bioavailable and penetrates the blood-brain barrier in animals.2 Formulations containing S18986 improve episodic memory in rats.2 S18986 is used to elucidate the roles of AMPA receptor signaling in cells and in animals.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lockhart, B., Iop, F., Closier, M., et al. (S)-2,3-dihydro-[3,4]cyclopentano-1,2,4-benzothiadiazine-1,1-dioxide: (S18986-1) a positive modulator of AMPA receptors enhances (S)-AMPA-mediated [3H]noradrenaline release from rat hippocampal and frontal cortex slices. Eur. J. Pharmacol. 401(2), 145-153 (2000).

    2. Lebrun, C., Pillière, E., and Lestage, P. Effects of S 18986-1, a novel cognitive enhancer, on memory performances in an object recognition task in rats. Eur. J. Pharmacol. 401(2), 205-212 (2000).

    3. Vandesquille, M., Carrié, I., Louis, C.F., et al. Effects of positive modulators of α-amino-3-hydroxy-5-methyl-4-isoxazolepropionic acid (AMPA)-type glutamate receptors in a benzodiazepine-induced deficit of spatial discrimination in mice. J. Psychopharmacol. 26(6), 845-856 (2012).

    4. Yefimenko, N., Portero-Tresserra, M., Martí-Nicolovius, M., et al. The AMPA receptor modulator S18986 in the prelimbic cortex enhances acquisition and retention of an odor-reward association. Neurosci. Lett. 548, 105-109 (2013).