ケンパウロン

Kenpaullone

HCID 3820CAS 142273-20-9
部分構造検索類似構造を探す

基本情報

標準SMILES
O=C1Cc2c([nH]c3ccc(Br)cc23)-c2ccccc2N1
InChIKey
QQUXFYAWXPMDOE-UHFFFAOYSA-N
分子式
C16H11BrN2O
平均分子量
327.17 g/mol
単同位体質量
326.00547507

概要

Kenpaullone is an indolobenzazepine that is paullone in which the hydrogen at position 9 is replaced by a bromo substituent. It is an ATP-competitive inhibitor of cyclin-dependent kinases (CDKs) and glycogen synthase kinase 3beta (GSK3beta). It has a role as a geroprotector, a cardioprotective agent, an EC 2.7.11.22 (cyclin-dependent kinase) inhibitor and an EC 2.7.11.26 (tau-protein kinase) inhibitor. It is an indolobenzazepine, a lactam and an organobromine compound. It is functionally related to a paullone.

名称と識別子

優先名称
Kenpaullone
IUPAC
9-bromo-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one
現地名
ケンパウロン
英語名
KENPAULLONE
分子式
C16H11BrN2O
分子量
327.18

名称と別名

kenpaullone142273-20-99-Bromopaullone9-Bromo-7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-oneNSC-664704NSC 6647049-Bromo-7,12-dihydroindolo(3,2-d)(1)benzazepin-6(5H)-oneT72H2BL53PCHEBI:92658DTXSID1016199414-bromo-8,18-diazatetracyclo(9.7.0.0^(2,7).0^(12,17))octadeca-1(11),2,4,6,12,14,16-heptaen-9-one14-bromo-8,18-diazatetracyclo[9.7.0.0^{2,7}.0^{12,17}]octadeca-1(11),2,4,6,12,14,16-heptaen-9-one
名称をさらに表示
ケンパウロン9-ブロモ-7,12-ジヒドロインドロ[3,2-d][1]ベンゾアゼピン-6(5H)-オン7,8-ジヒドロ-9-ブロモインドロ[3,2-d][1]ベンゾアゼピン-6(5H)-オン14-ブロモ-8,18-ジアザテトラシクロ[9.7.0.02,7.012,17]オクタデカ-1(11),2,4,6,12,14,16-ヘプタエン-9-オン7,12-ジヒドロ-9-ブロモインドロ[3,2-d][1]ベンゾアゼピン-6(5H)-オン14-ブロモ-8,18-ジアザテトラシクロ[9.7.0.02,7.012,17]オクタデカ-1(18),2,4,6,11,14,16-ヘプタエン-9-オンKenpaullonCS-498KenpauLKenpaullone>9-BroMopaulloneNSC-664704(Kenpaullone)Kenpaullone Kenpaullone
RefChem:151101DTXCID50844859-bromo-5,12-dihydro-7H-benzo(2,3)azepino(4,5-b)indol-6-one634-310-89-bromo-7,12-dihydrobenzo[2,3]azepino[4,5-b]indol-6(5H)-oneIndolo[3,2-d][1]benzazepin-6(5H)-one, 9-bromo-7,12-dihydro-NSC6647049-bromo-7,12-dihydro-5H-indolo[3,2-d][1]benzazepin-6-one

データベース識別子

CAS
142273-20-9
PubChem CID
3820
DTXSID
DTXSID10161994
ChEMBL
CHEMBL296586
ChEBI
CHEBI:92658
UNII
T72H2BL53P
EC Number
634-310-8
Nikkaji
J485.726G

物性

構造計算による物性

XLogP
3.3
極性表面積
44.9 Ų
水素結合供与体数
2
水素結合受容体数
1
回転可能結合数
0
重原子数
20

物理化学的性質

融点
300 °C · >300°C (dec.)
沸点
613 · 613.0±45.0 °C(Predicted)
比重(密度)
1.596 · 1.596±0.06 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
18 mg/mL、透明、黄色 · DMSO: 18 mg/mL、透明、黄色
外見
黄褐色の固体

化学的性質

化学的特性Tan Solid

安全と法規制

GHS分類

GHS Classification · 4 件

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 39 reports by companies from 2 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
hs_code
2933.79.1500
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 · 1 件

一般的な説明A potent, cell-permeable, and reversible inhibitor of glycogen synthase kinase-3β (IC50 = 230 nM), Lck (IC50 = 470 nM), and cyclin-dependent kinases (Cdks). Inhibits Cdk1/cyclin B (IC50 = 400 nM), Cdk2/cyclin A (IC50 = 680 nM), Cdk2/cyclin E (IC50 = 7.5 μM), and Cdk5/p25 (IC50 = 850 nM). Also inhibits other kinases such as c-Src (IC50 = 15 μM), casein kinase II (IC50 = 20 μM), ERK1 (IC50 = 20 μM), and ERK2 (IC50 = 9 μM). Inhibition is competitive with respect to ATP binding.

上流・下流製品情報

サプライヤー50 社

梯希爱(上海)化成工业发展有限公司021-67121386 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海优宁维生物科技股份有限公司15921930842 15921930842 · [email protected]

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