SB-415286
SB 415286
基本情報
- CAS
264218-23-7- 標準SMILES
O=C1NC(=O)C(c2ccccc2[N+](=O)[O-])=C1Nc1ccc(O)c(Cl)c1- InChIKey
PQCXVIPXISBFPN-UHFFFAOYSA-N- 分子式
- C16H10ClN3O5
- 平均分子量
- 359.72 g/mol
- 単同位体質量
- 359.0308981
概要
SB 415286 is a member of the class of maleimides carrying 3-chloro-4-hydroxyphenylamino and 2-nitrophenyl substituents at positions 3 and 4 respectively. It has a role as an antioxidant, a neuroprotective agent, an apoptosis inducer and an EC 2.7.11.26 (tau-protein kinase) inhibitor. It is a member of phenols, a C-nitro compound, a substituted aniline, a secondary amino compound, a member of maleimides and a member of monochlorobenzenes.
名称と識別子
- 優先名称
- SB 415286
- IUPAC
- 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione
- 現地名
- SB-415286
- 英語名
- SB 415286
- 分子式
- C16H10ClN3O5
- 分子量
- 359.72
名称と別名
264218-23-7SB 415286SB-415286SB4152863-(3-chloro-4-hydroxyphenylamino)-4-(4-nitrophenyl)-1H-pyrrole-2,5-dione3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dioneCHEBI:91107DTXSID301810183-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)pyrrole-2,5-dione3-((3-chloro-4-hydroxyphenyl)amino)-4-(2-nitrophenyl)pyrrole-2,5-dioneRefChem:884638DTXCID40103509
名称をさらに表示
[2-[2,5-ジヒドロ-4-[(3-クロロ-4-ヒドロキシフェニル)アミノ]-2,5-ジオキソ-1H-ピロール-3-イル]フェニル]オキシラトオキソイミニウム2-(3-クロロ-4-ヒドロキシフェニルアミノ)-3-(2-ニトロフェニル)マレインイミド3-[(3-クロロ-4-ヒドロキシフェニル)アミノ]-4-(2-ニトロフェニル)-2,5-ジヒドロ-1H-ピロール-2,5-ジオンCS-228SB-41528SB 415286 USP/EP/BPSB 415286, 10 mM in DMSOSB 415286, GSK3 inhibitor7-L-Alanine-cyclosporin A3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-phenyl)-1H-pyridine-2,5-dione3-[(3-CHLORO-4-HYDROXYPHENYL)AMINO]-4-(2-NITROPHENYL)-1H-PYRROL-2,5-DIONE
636-771-03-(3-chloro-4-hydroxyphenylamino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione3-((3-chloro-4-hydroxyphenyl)amino)-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1H-pyrrole-2,5-dioneMFCD04039789KBioSS_0002361H-Pyrrole-2,5-dione, 3-[(3-chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-CHEMBL322970
物性
構造計算による物性
- XLogP
- 2.8
- 極性表面積
- 124 Ų
- 水素結合供与体数
- 3
- 水素結合受容体数
- 6
- 回転可能結合数
- 3
- 重原子数
- 25
- 形式電荷
- 0
- 複雑度
- 617
物理化学的性質
- 沸点
- 595.8 · 595.8±50.0 °C(Predicted)
- 比重(密度)
- 1.647 · 1.647
- 貯蔵温度
- -20 °C · -20°C
- 溶解性
- 16 mg/mL · DMSO: 16 mg/mL
- 外見
- 黄色の固体。
- 酸解離定数(Pka)
- 6.81 · 6.81±0.60(Predicted)
- 色
- 黄色からオレンジ
- InChI
- 1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23)
- InChIKey
- PQCXVIPXISBFPN-UHFFFAOYSA-N
- SMILES
- Oc1ccc(NC2=C(C(=O)NC2=O)c3ccccc3[N+]([O-])=O)cc1Cl
安全と法規制
安全情報は参考情報です。供給元の安全データシート（SDS）、適用法令、専門家による評価に代わるものではありません。
GHS分類
GHS Classification
Warning
H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, 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. Each notification may be associated with multiple companies.
危険有害性情報
Hazard Classes and CategoriesSkin Irrit. 2 (100%)
安全データ
- wgk
- 3
- risk_code
- 36/37/38
- hazard_code
- Xi
- safety_code
- 26-36
- ストレージクラス
- 11 - Combustible Solids
化学と産業
応用分野
説明Glycogen synthase kinase 3 (GSK3) is a serine/threonine protein kinase that is inhibited by an assortment of extracellular stimuli such as insulin, growth factors, cell specification factors, and cell adhesion. Its activity regulates many cell functions including the control of cell division, apoptosis, and inflammation. SB-415286 is a potent and selective cell-permeable, ATP-competitive inhibitor of GSK3α with an IC50 value of 78 nM (similar potency for GSK3β) and a Ki value of 31 nM. As a result of GSK3 inhibition, SB-415286 stimulates glycogen synthesis in the Chang human liver cell line with an EC50 value of 2.9 μM. SB-415286 also protects primary neurons from death induced by the PI3-kinase pathway.
使用SB 415286 was used to treat neuroblastoma cells and study the effect of GSK-3 inhibition on cell proliferation.
補足説明
定義ChEBI: A member of the class of maleimides carrying 3-chloro-4-hydroxyphenylamino and 2-nitrophenyl substituents at positions 3 and 4 respectively.
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