CAS 98206-10-1|(R)-Flesinoxan

Introduction:Basic information about CAS 98206-10-1|(R)-Flesinoxan, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(R)-Flesinoxan
CAS Number98206-10-1Molecular Weight415.45800
Density1.271g/cm3Boiling Point635.8ºC at 760mmHg
Molecular FormulaC22H26FN3O4Melting Point/
MSDS/Flash Point338.3ºC

Names

Name4-fluoro-N-[2-[4-[(2S)-2-(hydroxymethyl)-2,3-dihydro-1,4-benzodioxin-5-yl]piperazin-1-yl]ethyl]benzamide
SynonymMore Synonyms

(R)-Flesinoxan BiologicalActivity

DescriptionFlesinoxan is a hypotensive agent and a potent, high affinity and selective 5-hydroxytryptamine1A (5-HT1A) receptor agonist with an EC50 value of 24 nM. Flesinoxan also has effective anxiolytic/antidepressant effects[1][2][3].
Target

5-HT1A Receptor:24 nM (EC50)

In VivoFlesinoxan acts as a partial agonist at postsynaptic and as a full agonist at presynaptic 5-HT1A receptors. The capacity of Flesinoxan to antagonize the effect of 5-HT on CA3 pyramidal neurons was similar to that of 8-hydroxy-2-(di-n-propylamino)-tetralin (8-OH-DPAT)[1]. The intravenous administration of Flesinoxan suppresses the firing activity of both CA3 pyramidal neurons and dorsal raphe 5-HT neurons. The acute brain penetration of [3H]Flesinoxan and [3H]8-OH-DPAT are determined. Nine minutes after intravenous administration, [3H]8-OH-DPAT reached significantly greater brain concentration than [3H]Flesinoxan[1]. Subcutaneous administration of Flesinoxan and 8-OH-DPAT produce a dose-dependent hypothermia. The Flesinoxan-induced hypothermia is significantly attenuated by prior administration of the non-selective 5-HT1A antagonist pindolol and the 5-HT1/2 antagonist methysergide. Similar degrees of hypothermia are achieved with 3 mg/kg of Flesinoxan and 0.5 mg/kg of 8-OH-DPAT. The maximal effect of Flesinoxan occurs 30 min later than that of 8-OH-DPAT and fades more slowly[1].
References

[1]. Hadrava V, et al. Characterization of 5-hydroxytryptamine1A properties of flesinoxan: in vivo electrophysiology and hypothermia study. Neuropharmacology. 1995 Oct;34(10):1311-26.

[2]. Schoeffter P, et al. Centrally acting hypotensive agents with affinity for 5-HT1A binding sites inhibit forskolin-stimulated adenylate cyclase activity in calf hippocampus. Br J Pharmacol. 1988 Nov;95(3):975-85.

[3]. Rodgers RJ, et al. Antianxiety and behavioral suppressant actions of the novel 5-HT1A receptor agonist, flesinoxan. Pharmacol Biochem Behav. 1994 Aug;48(4):959-63.

Chemical & Physical Properties

Density1.271g/cm3
Boiling Point635.8ºC at 760mmHg
Molecular FormulaC22H26FN3O4
Molecular Weight415.45800
Flash Point338.3ºC
Exact Mass415.19100
PSA74.27000
LogP1.90360
Index of Refraction1.585
InChIKeyNYSDRDDQELAVKP-SFHVURJKSA-N
SMILESO=C(NCCN1CCN(c2cccc3c2OCC(CO)O3)CC1)c1ccc(F)cc1

Synonyms

unii-8hv9s83fny
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