SB-223412

Talnetant

HCID 5311424CAS 174636-32-9

基本情報

標準SMILES: CC[C@H](NC(=O)c1c(O)c(-c2ccccc2)nc2ccccc12)c1ccccc1
InChIKey: BIAVGWDGIJKWRM-FQEVSTJZSA-N
分子式: C25H22N2O2
平均分子量: 382.5 g/mol
単同位体質量: 382.16812794

概要

Talnetant (SB-223,412) is a neurokinin 3 receptor antagonist developed by GlaxoSmithKline, which is being researched for several different functions, primarily for irritable bowel syndrome and as a potential antipsychotic drug for the treatment of schizophrenia.

名称と識別子

優先名称: Talnetant
IUPAC: 3-hydroxy-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamide
現地名: SB-223412
英語名: SB 223412
分子式: C25H22N2O2
分子量: 382.45

名称と別名

Talnetant174636-32-9SB 223412SB-2234123-hydroxy-2-phenyl-N-[(1S)-1-phenylpropyl]quinoline-4-carboxamideCZ3T9T146KDTXSID00870124talnetantum3-hydroxy-2-phenyl-N-((1S)-1-phenylpropyl)quinoline-4-carboxamideRefChem:187318DTXCID701509648Talnetant [INN]

名称をさらに表示

N-[(S)-1-フェニルプロピル]-2-フェニル-3-ヒドロキシキノリン-4-カルボアミド3-ヒドロキシ-2-フェニル-N-[(1S)-1-フェニルプロピル]キノリン-4-カルボキサミドタルネタント3-ヒドロキシ-N-[(αS)-α-エチルベンジル]-2-フェニルキノリン-4-カルボアミドCS-1123Talnetant (SB 223412)Talnetant, 10 mM in DMSO3-hydroxy-2-phenyl-N-(1-phenylpropyl)quinoline-4-carboxamide(S)-N-(1-Phenylpropyl)-3-hydroxy-2-phenylquinoline-4-carboxamide(S)-3-Hydroxy-2-phenyl-N-(1-phenylpropyl)quinoline-4-carboxamide

4-Quinolinecarboxamide, 3-hydroxy-2-phenyl-N-[(1S)-1-phenylpropyl]-3-hydroxy-2-phenyl-n-[(1S)-1-phenylpropyl]-4-quinolinecarboxamideUNII-CZ3T9T146KMFCD00944075CHEMBL10188GTPL2132CS-1638SB223412

データベース識別子

CAS: 174636-32-9
PubChem CID: 5311424
DTXSID: DTXSID00870124
ChEMBL: CHEMBL10188
UNII: CZ3T9T146K
EC Number: 808-582-5
Nikkaji: J750.057B

物性

構造計算による物性

XLogP: 5.7
極性表面積: 62.2 Å²
水素結合供与体数: 2
水素結合受容体数: 3
回転可能結合数: 5
重原子数: 29
形式電荷: 0
複雑度: 527

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

LogP3.91

物理化学的性質

融点: 125.1 · 125.1-126.2℃
沸点: 580.4 · 580.4±50.0 °C(Predicted)
比重(密度): 1.212 · 1.212±0.06 g/cm3(Predicted)
貯蔵温度: 2 · Sealed in dry,2-8°C
溶解性: 25 mg/mL、透明 · DMSO：可溶25mg/mL、透明
酸解離定数(Pka): 6.7 · 6.70±0.50(Predicted)
外見: 粉
色: 白からベージュ
InChI: 1S/C25H22N2O2/c1-2-20(17-11-5-3-6-12-17)27-25(29)22-19-15-9-10-16-21(19)26-23(24(22)28)18-13-7-4-8-14-18/h3-16,20,28H,2H2,1H3,(H,27,29)/t20-/m0/s1
InChIKey: BIAVGWDGIJKWRM-FQEVSTJZSA-N
SMILES: OC(C(C(N[C@H](C1=CC=CC=C1)CC)=O)=C(C=CC=C2)C2=N3)=C3C4=CC=CC=C4

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 3 (100%)

安全データ

wgk: WGK 3
ridadr: UN 2811 6.1 / PGIII
risk_code: 25
hazard_code: T
safety_code: 45
Hazard Classifications: Acute Tox. 3 Oral
ストレージクラス: 6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects

化学と産業

応用分野 · 1 件

説明Talnetant is an antagonist of the neurokinin-3 (NK3) receptor (Ki = 1 nM). It is selective for NK3 over NK1 and NK2 receptors (Kis = 144 and >100,000 nM, respectively, in CHO cells expressing recombinant human receptors). Talnetant inhibits calcium mobilization induced by neurokinin B in HEK293 cells expressing human NK3 receptors (IC50 = 16.6 nM). It inhibits contractions induced by the NK3 receptor agonist senktide in isolated rabbit iris sphincter muscle (pD2 = 9.1). Talnetant (5-20 mg/kg) reduces senktide-induced head shakes and tail whips in mice. It also inhibits senktide-induced wet-dog shakes, increases extracellular dopamine and norepinephrine in the medial prefrontal cortex, and attenuates haloperidol-induced increases in nucleus accumbens dopamine levels in guinea pigs.