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S5192

SB 222200

Name: SB 222200
Brand: SIGMA

≥98% (HPLC), solid

Synonym(s):

(S)-3-Methyl-2-phenyl-N-(1-phenylpropyl)-4-quinolinecarboxamide

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About This Item

Empirical Formula (Hill Notation):

C₂₆H₂₄N₂O

CAS Number:

174635-69-9

Molecular Weight:

380.48

NACRES:

NA.77

PubChem Substance ID:

24278254

UNSPSC Code:

12352200

MDL number:

MFCD00944072

Assay:

≥98% (HPLC)

Form:

solid

Quality level:

100

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Quality Level

100

assay

≥98% (HPLC)

form

solid

color

light yellow

solubility

DMSO: soluble ~28 mg/mL, H₂O: insoluble

originator

GlaxoSmithKline

storage temp.

2-8°C

SMILES string

CC[C@H](NC(=O)c1c(C)c(nc2ccccc12)-c3ccccc3)c4ccccc4

InChI

1S/C26H24N2O/c1-3-22(19-12-6-4-7-13-19)28-26(29)24-18(2)25(20-14-8-5-9-15-20)27-23-17-11-10-16-21(23)24/h4-17,22H,3H2,1-2H3,(H,28,29)/t22-/m0/s1

InChI key

MQNYRKWJSMQECI-QFIPXVFZSA-N

Gene Information

human ... TACR2(6865), TACR3(6870)

Application

The pharmacodynamics profile of SB 222200 enables its use as a tool to study physiological and pathophysiological roles of NK-3 receptor in CNS-modulated behaviors.

Biochem/physiol Actions

Non-peptide NK₃ tachykinin receptor antagonist.

SB 222200 is a 2-phenyl-4-quinolinecarboxamides and a selective, reversible and competitive antagonist of human NK-3 receptor that effectively crosses the blood-brain barrier. It inhibits the NK-3 receptor-induced miosis or pupil constriction in conscious rabbits.^1,2

Features and Benefits

This compound was developed by GlaxoSmithKline. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Legal Information

Sold for research purposes under agreement from GlaxoSmithKline

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Regulatory Information

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In vitro and in vivo characterization of NK3 receptors in the rabbit eye by use of selective non-peptide NK3 receptor antagonists.

A D Medhurst et al.

British journal of pharmacology, 122(3), 469-476 (1997-11-14)

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, members of a novel class of potent and selective non-peptide NK3 receptor antagonists. In

Nonpeptide tachykinin receptor antagonists. II. Pharmacological and pharmacokinetic profile of SB-222200, a central nervous system penetrant, potent and selective NK-3 receptor antagonist.

H M Sarau et al.

The Journal of pharmacology and experimental therapeutics, 295(1), 373-381 (2000-09-19)

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-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)

Expression of neurokinin B/NK3 receptor and kisspeptin/KISS1 receptor in human granulosa cells.

J García-Ortega et al.

Human reproduction (Oxford, England), 29(12), 2736-2746 (2014-10-16)

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 and functionally active in ovarian granulosa cells. The NKB/NK3R and KISS1/KISS1R systems are essential

Highly redundant neuropeptide volume co-transmission underlying episodic activation of the GnRH neuron dendron.

Xinhuai Liu et al.

eLife, 10 (2021-01-20)

The necessity and functional significance of neurotransmitter co-transmission remains unclear. The glutamatergic 'KNDy' neurons co-express kisspeptin, neurokinin B (NKB), and dynorphin and exhibit a highly stereotyped synchronized behavior that reads out to the gonadotropin-releasing hormone (GnRH) neuron dendrons to drive

Global Trade Item Number

SKU	GTIN
S5192-50MG	04061832899480
S5192-10MG	04061832899473

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