Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C24H31N3O3 |
| Molecular Weight | 409.5212 |
| Optical Activity | ( - ) |
| Defined Stereocenters | 1 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CNC(=O)C1=CC=C2[C@H](CCN3CCN(CC3)C4=CC=C(OC)C=C4)OCCC2=C1
InChI
InChIKey=UDLSEQDYARNKTL-QHCPKHFHSA-N
InChI=1S/C24H31N3O3/c1-25-24(28)19-3-8-22-18(17-19)10-16-30-23(22)9-11-26-12-14-27(15-13-26)20-4-6-21(29-2)7-5-20/h3-8,17,23H,9-16H2,1-2H3,(H,25,28)/t23-/m0/s1
Originator
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Effects of PNU-109,291, a selective 5-HT1D receptor agonist, on electrically induced dural plasma extravasation and capsaicin-evoked c-fos immunoreactivity within trigeminal nucleus caudalis. | 1999-07 |
|
| Isochroman-6-carboxamides as highly selective 5-HT1D agonists: potential new treatment for migraine without cardiovascular side effects. | 1998-06-18 |
Patents
Sample Use Guides
In guinea pig model of migraine PNU-109291 was administered intravenously at 1.0 ug/kg. In another study, subcutaneous injection of PNU-109291 in male guinea pigs dose-dependently reduced dural extravasation of [125I]-labeled bovine serum albumin evoked by trigeminal ganglion stimulation with an IC50 of 4.2 nmol kg(-1).
Route of Administration:
Other
Ki for 5HTD1 was determined using membranes prepared from cloned gorilla receptors expressed in cultured HEK 293 cells. [3H]Serotonin was used as a radioligand. PNU-109291 displaced radioligand with Ki of 0.9 nM. Agonist properties for PNU-109291 were also demonstrated using the GTPgama35S binding assay with cloned gorilla receptors.
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9909448
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DTXSID00442608
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187665-60-7
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ACTIVE MOIETY
