NNC 05-2090 hydrochloride

• CAT Number: I010622
• CAS Number: 184845-18-9
• Molecular Formula: C27H31ClN2O2
• Molecular Weight: 451.00
• Purity: ≥95%
• Synonyms: 1-(3-carbazol-9-ylpropyl)-4-(2-methoxyphenyl)piperidin-4-ol;hydrochloride
• InChI: InChI=1S/C27H30N2O2.ClH/c1-31-26-14-7-4-11-23(26)27(30)15-19-28(20-16-27)17-8-18-29-24-12-5-2-9-21(24)22-10-3-6-13-25(22)29;/h2-7,9-14,30H,8,15-20H2,1H3;1H
• InChIKey: WDFXPKKFSNMGOO-UHFFFAOYSA-N
• SMILES: COC1=CC=CC=C1C2(CCN(CC2)CCCN3C4=CC=CC=C4C5=CC=CC=C53)O.Cl

NNC 05-2090 hydrochloride is a GABA uptake inhibitor and inhibitor of the β-GABA transporter (BGT-1) (IC50< /sub>: 10.6 μM). NNC 05-2090 hydrochloride also inhibits mGAT2 with a Ki value of 1.4 μM. NNC 05-2090 has anticonvulsant activity and can be used in the study of epilepsy and neurological diseases[1][2][3].
NNC 05-2090 hydrochloride shows IC50 values for binding with prazosin and spiperone of 266 and 1632 nM, respectively[1].
NNC 05-2090 hydrochloride (0.1-100 μM) inhibits [3H]GABA uptake in synaptosomes from rat cortex with an IC50 value of 4.4 μM[1].
NNC 05-2090 hydrochloride (0.1-100 μM) inhibits [3H]GABA uptake in synaptosomes prepared from inferior colliculus with an IC50 value of 2.5 μM[1].
NNC 05-2090 hydrochloride inhibits serotonin, noradrenaline, dopamine transporters and BGT-1 with IC50 values of 5.29, 7.91, 4.08 and 10.6 μM, respectively[1].
NNC 05-2090 hydrochloride inhibits GAT-1, GAT-2 and GAT-3 with IC50 values of 29.62, 45.29 and 22.51 μM, respectively[1].NNC 05-2090 dose-dependently inhibited sound-induced tonic and clonic convulsions in DBA/2 mice with an ED50 value 19 μmol/kg[2].
NNC 05-2090 dose-dependently antagonized tonic hindlimb extension in the maximal electroshock (MES) test with an ED50 values of 73 mmol/kg[2].
NNC 05-2090 significantly (PB0.05) reduces generalized seizure severity (seizure grade 3-5) at highest doses (72-242 mmol/kg) and NNC 05-2090 also significantly reduced afterdischarge duration at these doses (P<0.05)[2].
NNC 05-2090 hydrochloride (intraperitoneal injection) dose-dependently protects against maximal electroshock (MES) in mice with an ED50 values of 73 μmol/kg, and shows ED50 values against tonic and clonic convulsions in DBA/2 mice of 19 and 26 μmol /kg, respectively[1].
NNC 05-2090 hydrochloride (0.01, 0.1 and 0.3 mg/kg; i.p. or i.,t., once) reverses mechanical allodynia in (partial sciatic nerve ligation) PSL model mice[3].

Reference

[1]. Dalby NO, et al. Anticonvulsant properties of two GABA uptake inhibitors NNC 05-2045 and NNC 05-2090, not acting preferentially on GAT-1. Epilepsy Res. 1997 Jul;28(1):51-61.
 [Content Brief]

[2]. Jinzenji A, et al. Antiallodynic action of 1-(3-(9H-Carbazol-9-yl)-1-propyl)-4-(2-methyoxyphenyl)-4-piperidinol (NNC05-2090), a betaine/GABA transporter inhibitor. J Pharmacol Sci. 2014;125(2):217-26.
 [Content Brief]