Details
Stereochemistry | RACEMIC |
Molecular Formula | C22H25N3O3 |
Molecular Weight | 379.4522 |
Optical Activity | ( + / - ) |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
O=C1NCN(C2=CC=CC=C2)C13CCN(CC4COC5=C(O4)C=CC=C5)CC3
InChI
InChIKey=JVGBTTIJPBFLTE-UHFFFAOYSA-N
InChI=1S/C22H25N3O3/c26-21-22(25(16-23-21)17-6-2-1-3-7-17)10-12-24(13-11-22)14-18-15-27-19-8-4-5-9-20(19)28-18/h1-9,18H,10-16H2,(H,23,26)
Molecular Formula | C22H25N3O3 |
Molecular Weight | 379.4522 |
Charge | 0 |
Count |
|
Stereochemistry | RACEMIC |
Additional Stereochemistry | No |
Defined Stereocenters | 0 / 1 |
E/Z Centers | 0 |
Optical Activity | ( + / - ) |
DescriptionSources: https://www.ncbi.nlm.nih.gov/pubmed/1352025Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/8105762 | https://www.ncbi.nlm.nih.gov/pubmed/11053209 | https://www.ncbi.nlm.nih.gov/pubmed/2569265 | https://www.ncbi.nlm.nih.gov/pubmed/27318322
Sources: https://www.ncbi.nlm.nih.gov/pubmed/1352025
Curator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/pubmed/8105762 | https://www.ncbi.nlm.nih.gov/pubmed/11053209 | https://www.ncbi.nlm.nih.gov/pubmed/2569265 | https://www.ncbi.nlm.nih.gov/pubmed/27318322
Spiroxatrine is a drug which acts as a selective antagonist at both the 5-HT1A receptor and the α2 adrenergic receptor. Spiroxatrine was identified as a moderately potent but non-selective agonist at the human nociceptin/orphanin FQ receptor, ORL1
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
---|---|---|---|
Target ID: CHEMBL214 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19754201 |
2.5 nM [Kd] | ||
Target ID: CHEMBL217 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2902227 |
1.45 nM [Ki] | ||
Target ID: CHEMBL2094251 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2902227 |
149.0 nM [Ki] | ||
Target ID: CHEMBL2095158 Sources: https://www.ncbi.nlm.nih.gov/pubmed/8105762 |
|||
Target ID: CHEMBL2014 Sources: https://www.ncbi.nlm.nih.gov/pubmed/11053209 |
118.0 nM [Ki] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
PubMed
Title | Date | PubMed |
---|---|---|
The novel alpha-2 adrenergic radioligand [3H]-MK912 is alpha-2C selective among human alpha-2A, alpha-2B and alpha-2C adrenoceptors. | 1994 Dec |
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Agonist and antagonist actions of antipsychotic agents at 5-HT1A receptors: a [35S]GTPgammaS binding study. | 1998 Aug 21 |
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[3H]Rauwolscine: an antagonist radioligand for the cloned human 5-hydroxytryptamine2b (5-HT2B) receptor. | 1998 Jan |
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Affinity of serotonin receptor antagonists and agonists to recombinant and native alpha1-adrenoceptor subtypes. | 2001 Jun |
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Involvement of 5-hydroxytryptamine(1A) receptors in the descending anti-nociceptive pathway from periaqueductal gray to the spinal dorsal horn in intact rats, rats with nerve injury and rats with inflammation. | 2002 |
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Investigation of neurotransmission in vas deferens from alpha(2A/D)-adrenoceptor knockout mice. | 2002 Jul |
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Pharmacological characterization of alpha 2-adrenoceptor-mediated responses in pig nasal mucosa. | 2003 Aug |
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All three alpha2-adrenoceptor types serve as autoreceptors in postganglionic sympathetic neurons. | 2003 Dec |
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Mechanisms intrinsic to 5-HT2B receptor-induced potentiation of NMDA receptor responses in frog motoneurones. | 2004 Oct |
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Facilitation of serotonergic activity and amnesia in rats caused by intravenous anesthetics. | 2005 Mar |
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Antidepressant-like effects of Trichilia catigua (Catuaba) extract: evidence for dopaminergic-mediated mechanisms. | 2005 Oct |
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Analgesic effect of electroacupuncture on inflammatory pain in the rat model of collagen-induced arthritis: mediation by cholinergic and serotonergic receptors. | 2005 Sep 28 |
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Alpha2-adrenoceptor subtypes involved in the regulation of catecholamine release from the adrenal medulla of mice. | 2006 Dec |
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Different roles of alpha2-adrenoceptor subtypes in non-pregnant and late-pregnant uterine contractility in vitro in the rat. | 2007 Oct |
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The roles of alpha2-adrenoceptor subtypes in the control of cervical resistance in the late-pregnant rat. | 2009 Aug 1 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/16139820
Single injection - 1 mg/kg
Route of Administration:
Intraperitoneal
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27318322
Using whole cells in suspension, the cell surface receptors were preincubated for 1h in 96-wells microtiter plates with a high (19xKi) concentration of an antagonist (Spiroxatrine) in order to obtain 95% saturation of antagonist binding to the receptors. The assay volume was 150 μl. Then, the microtiter plates were centrifuged at 3000 rpm (1110g) for 3min.This attached the HEK293 cells with antagonist-blocked receptors to the bottom surface. The microplate was then centrifuged upside-down at 600 rpm (44g) for 10 s to remove the liquid and unbound ligand while retaining cells, including bound ligand, attached to the bottom surface. Immediately, 300 μl of binding buffer (including about 2 nM [3H]-RX821002) was added rather forcefully to the cells. Thereby, most of the HEK293 cells became re-suspended, due to that cell attachment was weak since attachment of the cells had been achieved just by the previous centrifugation in the calcium-free buffer. This step also defines T0 in the on-reaction for the radioligand as well as T0 in the off-reaction for the antagonist. Thereafter, the assays were filtered at different time points. The first filtration was performed after the 30s, then after 2, 6, 15, 36 and 72 min.
Substance Class |
Chemical
Created
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admin
on
Edited
Fri Dec 15 16:11:16 UTC 2023
by
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on
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Record UNII |
DR0QR50ALL
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Record Status |
Validated (UNII)
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Record Version |
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NCI_THESAURUS |
C29713
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1054-88-2
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665322
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C018387
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DR0QR50ALL
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CHEMBL300555
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SPIROXATRINE
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DTXSID3045198
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C74108
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SUB10635MIG
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100000083830
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1655
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5268
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Related Record | Type | Details | ||
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