Δ2,3'(2'H,3H)-ビ[1H-インドール]-2',3-ジオン

2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-

HCID 10177

基本情報

CAS
397242-72-7
標準SMILES
O=C1C(c2c(O)[nH]c3ccccc23)=Nc2ccccc21
InChIKey
CRDNMYFJWFXOCH-UHFFFAOYSA-N
分子式
C16H10N2O2
平均分子量
262.26 g/mol

概要

Indirubin is under investigation in clinical trial NCT01735864 (Dosage Determination Trial for Indigo Naturalis Extract in Oil Ointment).

名称と識別子

優先名称
2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-
IUPAC
2-(2-hydroxy-1H-indol-3-yl)indol-3-one
現地名
Δ2,3'(2'H,3H)-ビ[1H-インドール]-2',3-ジオン
英語名
Indirubin
分子式
C16H10N2O2
分子量
262.26

名称と別名

2H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-RefChem:4842852H-Indol-2-one, 3-(1,3-dihydro-3-oxo-2H-indol-2-ylidene)-1,3-dihydro-(9CI)610-392-0Indirubin479-41-4Indigopurpurin906748-38-7Couroupitine BIndigo Red(Z)-[2,3'-biindolinylidene]-2',3-dioneIsoindirubin
名称をさらに表示
Δ2(3H),3'(2'H)-ビ[1H-インドール]-2',3-ジオンインジゴレッドイソインジルビンクロウピチンBインジゴプルプリンΔ2,3'-ビ[インドリン]-2',3-ジオンΔ2,3'(2'H,3H)-ビ[1H-インドール]-2',3-ジオン3-(1,3-ジヒドロ-3-オキソ-2H-インドール-2-イリデン)-1,3-ジヒドロ-2H-インドール-2-オンインジルビンインデイルビンΔ2,3′-ビ[インドリン]-2′,3-ジオンΔ2(3H),3′(2′H)-ビ[1H-インドール]-2′,3-ジオン1',2'-ジヒドロ-1H,3H-[2,3'-ビインドリリデン]-2',3-ジオンΔ2,3′(2′H,3H)-ビ[1H-インドール]-2′,3-ジオンNsc105327c.i.73200C.I.75790IndirabinIndirubin>
[2,3'-Biindolinylidene]-2',3-dione(E)-[2,3'-biindolinylidene]-2',3-dioneIsoindirubineIsoindogotin397242-72-7(Z)-IndirubinIndirubin [MI]MFCD00956441

データベース識別子

CAS
397242-72-7、479-41-4、906748-38-7
PubChem CID
10177
DTXSID
DTXSID201026053
ChEMBL
CHEMBL3185783、CHEMBL35349
UNII
1LXW6D3W2Z、V86L8P74GI
EC Number
610-392-0
Nikkaji
J6.158A

物性

構造計算による物性

XLogP
2.7
極性表面積
65.5 Ų
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
1
重原子数
20

実験および物理化学的性質

Chemical ClassesDye
DrugsPharmaceuticals -> Listed in ZINC15
SpringerMaterials PropertiesCrystal structure

物理化学的性質

融点
350 °C · 350°C(lit.)
沸点
496.6 · 496.6±45.0 °C(Predicted)
比重(密度)
1.417 · 1.417±0.06 g/cm3(Predicted)
貯蔵温度
-20 °C · -20°C
溶解性
DMSO(微量)、メタノール(微量、加温)
酸解離定数(Pka)
9.13 · 9.13±0.20(Predicted)

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)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

安全データ

wgk
WGK 1
rtecs
DU2995000
hs_code
29339900
ストレージクラス
11 - Combustible Solids

化学と産業

応用分野 · 3 件

説明A further alkaloid isolated from the matured fruit of Couroupita guianensis, this base forms red crystals from EtOH and melts above 340°C. It forms the Nacetyl derivative, m.p. 186°C. The full structure has not yet been established.

来歴The report in 1951 showed that indirubin can inhibit eosinophils in the blood of guinea pigs. But this report did not attract attention. Indirubin is the effective component of the traditional Chinese medicine Angelica aloe pill. Since 1966, the scientists in the Institute of Hematonosis, Chinese Academy of Medical Sciences Research, started the research of therapying chronic myelocytic leukemia with the TCM rules using Angelica aloe pills, which had certain effect. Angelica aloe pill consisted of 11 herbs, such as Angelica, Aloe, Rhizoma Coptidis, and natural indigo. It was identified that natural indigo was the effective component of Angelica aloe pill. However, the active ingredient of natural indigo was indirubin.Indirubin is a novel antileukemia drug, which was found by the medical scientists in China in the middle of the 1970s. It has the effects of antibacterial, antiinflammatory, antitumor, and enhancing immune functions. The compound has been applied to the clinical treatment of chronic myeloid leukemia. Indirubin has the characteristics of reliable clinical curative effect, small side effects, and no obvious inhibitory effect on the bone marrow.

一般的な説明This substance is a primary reference substance with assigned absolute purity (considering chromatographic purity, water, residual solvents, inorganic impurities). The exact value can be found on the certificate. Produced by PhytoLab GmbH & Co. KG

サプライヤー2 社

常州科化生物科技有限公司0519-68985668 13685222090 · [email protected]
南通全益生物科技有限公司0513-66337626 18051384581 · [email protected]

関連反応

4 件

化合物ノート

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