CAS 174635-69-9|SB-222200
| Common Name | SB-222200 | ||
|---|---|---|---|
| CAS Number | 174635-69-9 | Molecular Weight | 380.48200 |
| Density | 1.142g/cm3 | Boiling Point | 553.5ºC at 760 mmHg |
| Molecular Formula | C26H24N2O | Melting Point | / |
| MSDS | USA | Flash Point | 288.6ºC |
Names
| Name | 3-methyl-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide |
|---|---|
| Synonym | More Synonyms |
SB-222200 BiologicalActivity
| Description | SB 222200 is a selective, reversible and competitive antagonist of human NK-3 receptor(Ki=4.4 nM) that effectively crosses the blood-brain barrier.IC50 Value: 4.4 nM ( Ki for hNK-3 receptor); 250 nM( Ki for hNK-2 receptor) [1]Target: NK3 Receptorin vitro: SB-222200 inhibited (125)I-[MePhe(7)]neurokinin B (NKB) binding to Chinese hamster ovary (CHO) cell membranes stably expressing the hNK-3 receptor (CHO-hNK-3R) with a K(i) = 4.4 nM and antagonized NKB-induced Ca(2+) mobilization in HEK 293 cells stably expressing the hNK-3 receptor (HEK 293-hNK-3R) with an IC(50) = 18.4 nM. SB-222200 was selective for hNK-3 receptors compared with hNK-1 (K(i) > 100,000 nM) and hNK-2 receptors (K(i) = 250 nM). n HEK 293 cells transiently expressing murine NK-3 receptors (HEK 293-mNK-3R), SB-222200 inhibited binding of (125)I-[MePhe(7)]NKB (K(i) = 174 nM) and antagonized NKB (1 nM)-induced calcium mobilization (IC(50) = 265 nM) [1].in vivo: In mice oral administration of SB-222200 produced dose-dependent inhibition of behavioral responses induced by i.p. or intracerebral ventricular administration of the NK-3 receptor-selective agonist, senktide, with ED(50) values of approximately 5 mg/kg. SB-222200effectively crossed the blood-brain barrier in the mouse and rat. The inhibitory effect of SB-222200 against senktide-induced behavioral responses in the mouse correlated significantly with brain, but not plasma, concentrations of the compound. Pharmacokinetic evaluation of SB-222200 in rat after oral administration (8 mg/kg) indicated sustained plasma concentrations (C(max) = about 400 ng/ml) and bioavailability of 46% [1]. |
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| Related Catalog | Signaling Pathways >>GPCR/G Protein >>Neurokinin ReceptorSignaling Pathways >>Neuronal Signaling >>Neurokinin ReceptorResearch Areas >>Neurological Disease |
| References | [1]. Sarau HM, et al. Nonpeptide tachykinin receptor antagonists. II. Pharmacological and pharmacokinetic profile of SB-222200, a central nervous system penetrant, potent and selective NK-3 receptor antagonist. J Pharmacol Exp Ther. 2000 Oct;295(1):373-81. |
Chemical & Physical Properties
| Density | 1.142g/cm3 |
|---|---|
| Boiling Point | 553.5ºC at 760 mmHg |
| Molecular Formula | C26H24N2O |
| Molecular Weight | 380.48200 |
| Flash Point | 288.6ºC |
| Exact Mass | 380.18900 |
| PSA | 41.99000 |
| LogP | 6.48220 |
| Vapour Pressure | 2.7E-12mmHg at 25°C |
| Index of Refraction | 1.633 |
| InChIKey | MQNYRKWJSMQECI-QFIPXVFZSA-N |
| SMILES | CCC(NC(=O)c1c(C)c(-c2ccccc2)nc2ccccc12)c1ccccc1 |
| Storage condition | 2-8℃ |
Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
|---|---|
| RIDADR | NONH for all modes of transport |
Articles3
More Articles| Nonpeptide tachykinin receptor antagonists. II. Pharmacological and pharmacokinetic profile of SB-222200, a central nervous system penetrant, potent and selective NK-3 receptor antagonist. J. Pharmacol. Exp. Ther. 295(1) , 373-81, (2000) The pharmacological and pharmacokinetic profile of SB-222200 [(S)-(-)-N-(alpha-ethylbenzyl)-3-methyl-2-phenylquinoline-4-car boxami de], a human NK-3 receptor (hNK-3R) antagonist, was determined. SB-2... | |
| In vitro and in vivo characterization of NK3 receptors in the rabbit eye by use of selective non-peptide NK3 receptor antagonists. Br. J. Pharmacol. 122 , 469-476, (1997) 1. Inhibition of NK3 receptor agonist-induced contraction in the rabbit isolated iris sphincter muscle was used to assess the in vitro functional activity of three 2-phenyl-4-quinolinecarboxamides, me... | |
| Expression of neurokinin B/NK3 receptor and kisspeptin/KISS1 receptor in human granulosa cells. Hum. Reprod. 29(12) , 2736-46, (2014) Are neurokinin B (NKB), NK3 receptor (NK3R), kisspeptin (KISS1) and kisspeptin receptor (KISS1R) expressed in human ovarian granulosa cells?The NKB/NK3R and kisspeptin/KISS1R systems are co-expressed ... |
Synonyms
| Lopac-S-5192 |
| Tocris-1393 |
| SB-222200 |
