A 5-HT1A receptor mixed antagonist and partial agonist
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NAN-190

Item No. 29314

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-[4-[4-(2-methoxyphenyl)-1-piperazinyl]butyl]-1H-isoindole-1,3(2H)-dione, monohydrobromide
CAS Number
115338-32-4
Molecular Formula
C23H27N3O3 • HBr
Formula Weight
474.4
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/mlEthanol: 1 mg/ml
λmax
214, 219, 233, 241 nm
SMILES
O=C1N(CCCCN2CCN(C3=CC=CC=C3OC)CC2)C(C4=CC=CC=C41)=O.Br
InChi Code
InChI=1S/C23H27N3O3.BrH/c1-29-21-11-5-4-10-20(21)25-16-14-24(15-17-25)12-6-7-13-26-22(27)18-8-2-3-9-19(18)23(26)28;/h2-5,8-11H,6-7,12-17H2,1H3;1H
InChi Key
AXRUEPFPTQYHQD-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $49

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    50 mg

    $93

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    Product Description

    NAN-190 is a mixed antagonist and partial agonist of the serotonin (5-HT) receptor subtype 5-HT1A.1 It inhibits radioligand binding to 5-HT1A sites in rat hippocampal membranes (Ki = 2 nM). NAN-190 decreases 5-carboxamidotryptamine-mediated inhibition of forskolin-induced adenylyl cyclase activity in guinea pig hippocampal membranes in a concentration-dependent manner, indicating partial agonist activity. NAN-190 also antagonizes α1-adrenergic receptors (α1-ARs; pA2s = 9.47, 9.02, and 9.99 in isolated rat tail artery, rabbit aorta, and rat aorta, respectively).2 In vivo, NAN-190 (1-300 μg/kg) decreases blood pressure, without modifying heart rate, in anesthetized rats. It inhibits phenylephrine-induced pressor responses in pithed rats. NAN-190 (5 mg/kg, i.p.) potentiates the circadian response to light in dark-adapted and entrained hamsters.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Rydelek-Fitzgerald, L., Teitler, M., Fletcher, P.W., et al. NAN-190: Agonist and antagonist interactions with brain 5-HT1A receptors. Brain Res. 532(1-2), 191-196 (1990).

    2. Villalobos-Molina, R., Gallardo-Ortíz, I.A., López-Guerrero, J.J., et al. Evidence that NAN-190-induced hypotension involves vascular α1-adrenoceptor antagonism in the rat. Eur. J. Pharmacol. 455(1), 59-64 (2002).

    3. Kessler, E.J., Sprouse, J., and Harrington, M.E. NAN-190 potentiates the circadian response to light and speeds re-entrainment to advanced light cycles. Neuroscience 154(4), 1187-1194 (2008).