レベルシン

Reversine

HCID 210332CAS 656820-32-5
部分構造検索類似構造を探す

基本情報

標準SMILES
c1nc2nc(Nc3ccc(N4CCOCC4)cc3)nc(NC3CCCCC3)c2[nH]1
InChIKey
ZFLJHSQHILSNCM-UHFFFAOYSA-N
分子式
C21H27N7O
平均分子量
393.5 g/mol
単同位体質量
393.22770851

名称と識別子

優先名称
Reversine
IUPAC
6-N-cyclohexyl-2-N-(4-morpholin-4-ylphenyl)-7H-purine-2,6-diamine
現地名
レベルシン
英語名
REVERSINE
分子式
C21H27N7O
分子量
393.49

名称と別名

Reversine656820-32-52-(4-Morpholinoanilino)-6-cyclohexylaminopurineCHEBI:70723Z499CLJ023DTXSID8041113N(6)-cyclohexyl-N(2)-[4-(morpholin-4-yl)phenyl]-9H-purine-2,6-diamineN(6)-cyclohexyl-N(2)-(4-(morpholin-4-yl)phenyl)-9H-purine-2,6-diamineRefChem:179034DTXCID6021113636-256-0C21H27N7O
名称をさらに表示
レベルシンN-(4-モルホリノフェニル)-N′-シクロヘキシル-9H-プリン-2,6-ジアミンリバーシンN6-シクロヘキシル-N2-[4-(モルホリン-4-イル)フェニル]-9H-プリン-2,6-ジアミンCS-870Reversine, >96%Reversine, >=98%REVERSINE USP/EP/BPPicropodophyllin (PPP)Reversine, 10 mM in DMSOReversine, Cell-permeable A3 receptor antagonist
N6-cyclohexyl-N2-(4-morpholinophenyl)-7H-purine-2,6-diamineCHEMBL188343N6-cyclohexyl-N2-(4-morpholinophenyl)-9H-purine-2,6-diamineMFCD07784513N~6~-Cyclohexyl-N~2~-(4-Morpholin-4-Ylphenyl)-9h-Purine-2,6-Diamine2vgoUNII-Z499CLJ023Reversine?

データベース識別子

CAS
656820-32-5
PubChem CID
210332
DTXSID
DTXSID8041113
ChEMBL
CHEMBL188343
ChEBI
CHEBI:70723
UNII
Z499CLJ023
EC Number
636-256-0
Nikkaji
J2.006.667I

物性

構造計算による物性

XLogP
3.9
極性表面積
91 Ų
水素結合供与体数
3
水素結合受容体数
7
回転可能結合数
5
重原子数
29

物理化学的性質

融点
305 ℃ · 305℃ (decomposition)
沸点
736.4 · 736.4±70.0 °C(Predicted)
比重(密度)
1.343 · 1.343±0.06 g/cm3(Predicted)
貯蔵温度
2 · 2-8°C
溶解性
7 mg/mL、可溶 · DMSO: 7 mg/mL、可溶
外見
個体

安全と法規制

GHS分類

GHS Classification · 5 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P301+P317, P330, 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.；Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 4 (100%)

安全データ

wgk
3
risk_code
22
hazard_code
Xn
ストレージクラス
11 - Combustible Solids

化学と産業

応用分野 · 2 件

説明Reversine is a 2,6-disubstituted purine derivative that was originally found to induce dedifferentiation of C2C12 culture myoblast cells into stem cell progenitors when used at a concentration of 5 μM for four days. Depending on cell type, reversine promotes either differentiation or dedifferentiation. For example, in NT2 neuronal and HL-60 human promyelocytic leukemia cells, it induces differentiation. It inhibits the Aurora A, B, and C kinases with IC50 values of 98-876 nM and acts as an antagonist at the adenosine A3 receptor with a Ki value of 0.66 μM. Reversine is also used for studies of chromosome segregation. It inhibits the mitotic spindle checkpoint enzyme MPS1 with IC50 values of 6 and 2.8 nM for its kinase domain and full-length version, respectively). Reversine induces autophagy in WRO human follicular thyroid cancer cells and decreases Akt/mTOR signaling.

使用Reversine acts as a potent human A3 adenosine receptor antagonist and pan-aurora A/B/C kinase inhibitor. Used for stem cell differentiation.

サプライヤー50 社

陕西缔都医药有限责任公司029-81124775 17791530730 · [email protected]
阿诺西（上海）生物技术有限公司400-1107768 15058188853 · [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]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]

補足説明

定義ChEBI: A member of the class of purines that is 9H-purine in which the hydrogens at positions 2 and 6 are replaced by a [4-(morpholin-4-yl)phenyl]nitrilo group and a cyclohexylamino group, respectively.

関連反応

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