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97207-47-1

中文名稱 甲異靛
英文名稱 Meisoindigo
CAS 97207-47-1
分子式 C17H12N2O2
分子量 276.29
MOL 文件 97207-47-1.mol
更新日期 2025/07/10 11:30:42
97207-47-1 結(jié)構(gòu)式 97207-47-1 結(jié)構(gòu)式

基本信息

中文別名
異甲靛
甲異靛
甲異靛, >96%
1-甲基-[3,3'-聯(lián)吲哚基] -2,2'-二酮
N-甲基-(3,3'-雙-二氫吲哚)-2,2'-二酮
英文別名
CS-1454
Natura-α
Dian III
MEISOINDIGO
Meisoindigo, >96%
Methylisoindigotin
Meisoindigo, >=98%
Meisoindigo(Natura-
N-methylisoindigotin
Meisoindigo USP/EP/BP
所屬類別
原料藥:抗代謝類抗腫瘤藥

物理化學(xué)性質(zhì)

熔點(diǎn)236-237°C
儲存條件Sealed in dry,Room Temperature
溶解度insoluble in H2O; insoluble in EtOH; ≥25.85 mg/mL in DMSO with ultrasonic
形態(tài)粉末晶體
顏色橙色到棕色到深紅色

安全數(shù)據(jù)

危險(xiǎn)性符號(GHS)GHS hazard pictograms
GHS07
警示詞警告
危險(xiǎn)性描述H302-H315-H319-H335
海關(guān)編碼2933.79.1500

常見問題列表

合成方法
2-吲哚酮

59-48-3

1-甲基靛紅

2058-74-4

甲異靛

97207-47-1

通用方法:將1-甲基靛紅(1, 1.0 mmol)、2-吲哚酮(2, 1.0 mmol)和四氯化鋯(ZrCl4, 23 mg, 0.1 mmol)的混合物在無水乙醇(5 mL)中于回流條件下加熱。反應(yīng)進(jìn)程通過薄層色譜(TLC)監(jiān)測,待反應(yīng)物完全消失(通常需要8-12小時(shí))后,將反應(yīng)混合物緩慢冷卻至室溫。析出的紅色固體通過過濾收集,并用少量無水乙醇洗滌,得到純的1-甲基-[3,3'-聯(lián)吲哚啉亞基]-2,2'-二酮(3)。

參考文獻(xiàn):

[1] Tetrahedron Letters, 2016, vol. 57, # 52, p. 5856 - 5858

[2] Bulletin de la Societe Chimique de France, 1914, vol. <4> 15, p. 335

[3] Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1913, vol. 156, p. 1385

生物活性
Meisoindigo (Dian III) 是 Indirubin (HY-N0117) 的衍生物,可以造成急性髓細(xì)胞性白血病 (AML) 細(xì)胞周期在 G0/G1 期停滯,并誘導(dǎo)凋亡。Meisoindigo 具有很高的抗腫瘤活性。
體外研究

Meisoindigo (Dian III; 5-20 μM; for 24?hours) inhibits growth of the AML cell lines.
Meisoindigo (10?μM; for 24?hours) induces apoptosis of acute myeloid leukemia.
Meisoindigo (5-10?μM; for 24?hours) causes cell-cycle arrest.
Meisoindigo (5-10?μM; for 24?hours) increases the cleaved caspase-3 and pro-apoptotic Bak, and decreases Bcl-2 and Bcl-xL levels in HL-60 cells.
Meisoindigo (10, 30, 50, 100, 150 μM; 24 hours) interdicts LPS-induced (1 μg/mL) NLRP3 inflammasome activation and M1/M2 polarization through down-regulation of TLR4 pathways after OGD/R in HT-22 and BV2 cells.

Cell Viability Assay

Cell Line: HL-60, NB4, U937 leukemic cell lines
Concentration: 5, 10, 15, 20 μM
Incubation Time: For 24?hours
Result: Inhibited growth of the AML cell lines in a dose- and time-dependent manner.

Apoptosis Analysis

Cell Line: HL-60 cells
Concentration: 10?μM
Incubation Time: For 24?hours
Result: Induced apoptosis of acute myeloid leukemia.

Cell Cycle Analysis

Cell Line: HL-60 cells
Concentration: 5, 10?μM
Incubation Time: For 24?hours
Result: Caused cell-cycle arrest, with more cells in sub-G1 and G0/G1 phases and fewer cells in the S phase, in a dose-dependent manner.

Western Blot Analysis

Cell Line: HL-60 cells
Concentration: 5, 10?μM
Incubation Time: For 24?hours
Result: Increased the cleaved caspase-3 and pro-apoptotic Bak, and decreased Bcl-2 and Bcl-xL levels in HL-60 cells.
體內(nèi)研究

Meisoindigo (Dian III; 50-150?mg/kg; IP; daily; for 14 days) has anti-leukemic activity in?vivo.
Meisoindigo (2, 4, 8, 12 mg/kg; IP; before MCAO and 2 h after reperfusion) significantly reduces infarct volume, ameliorates neurological deficits 3 days after middle cerebral artery occlusion (MCAO) in Wild-type C57BL/6J mice (25-30 g). Meisoindigo reduces edema and lowers AQP4 expression in the brain.

Animal Model: NOD/SCID mice, 6-8 weeks old, with HL-60 leukemic cells
Dosage: 50, 100, 150?mg/kg
Administration: IP; daily; for 14 days
Result: Had anti-leukemic activity in?vivo.
甲異靛價(jià)格(試劑級)
報(bào)價(jià)日期產(chǎn)品編號產(chǎn)品名稱CAS號包裝價(jià)格
2025/05/22HY-13680甲異靛
Meisoindigo
97207-47-15mg800元
2025/05/22HY-13680甲異靛
Meisoindigo
97207-47-110mM * 1mLin DMSO973元
2025/05/22HY-13680甲異靛
Meisoindigo
97207-47-110mg1100元
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