4(二(1H-吲哚-3-基)甲基)苯酚

英文名称:4-(di(1H-indol-3-yl)Methyl)phenol
CAS号:151358-47-3
分子式:C23H18N2O
分子量:338.4
EINECS号:
Mol文件:151358-47-3.mol
4(二(1H-吲哚-3-基)甲基)苯酚 结构式

4(二(1H-吲哚-3-基)甲基)苯酚 性质

熔点 122-124 °C
沸点 610.2±50.0 °C(Predicted)
密度 1.321±0.06 g/cm3(Predicted)
储存条件 Sealed in dry,Room Temperature
溶解度 溶于 DMSO (35 mg/ml);乙醇(35 毫克/毫升)
形态 固体
酸度系数(pKa) 9.98±0.26(Predicted)
颜色 粉色
稳定性 自购买之日起 2 年内保持稳定。 DMSO 溶液可在 -20°C 下保存长达 2 个月。
InChI 1S/C23H18N2O/c26-16-11-9-15(10-12-16)23(19-13-24-21-7-3-1-5-17(19)21)20-14-25-22-8-4-2-6-18(20)22/h1-14,23-26H
InChIKey QCPDFNWJBQMXLI-UHFFFAOYSA-N
SMILES OC1=CC=C(C(C2=CNC3=C2C=CC=C3)C4=CNC5=C4C=CC=C5)C=C1

4(二(1H-吲哚-3-基)甲基)苯酚 用途与合成方法

DIM-C-pPhOH (C-DIM8, CDIM8)是一种 nuclear receptor 4A1 (NR4A1)(Nur77) 拮抗剂。DIM-C-pPhOH 可抑制肿瘤生长和mTOR信号传导,并诱导细胞凋亡和细胞应激。DIM-C-pPhOH 可降低细胞增殖,其对 ACHN细胞 和 786-O细胞 的IC50值分别为13.6 μM 和 13.0 μM。
TargetValue
Nur77
(786-O cells based assay)
13.0 μM
Nur77
(ACHN cells based assay)
13.6 μM

DIM-C-pPhOH (7.5-20 μM; 24 hours; ACHN and 786-O cells) treatment significantly decreases cell proliferation.
DIM-C-pPhOH (20 μM; 24 hours; ACHN and 786-O cells) treatment induces Annexin V staining in ACHN and 786-O cells, confirming that DIM-C-pPhOH induce apoptosis, and also induces cleavage of caspases 7 and 8.
DIM-C-pPhOH (15-20 μM; 24 hours; ACHN and 786-O cells) treatment inhibits NR4A1-regulated expression of survivin, bcl-2 and EGFR in ACHN and 786-O cells. And also induces sestrin 2, activates AMPKα and inhibits activation of mTOR and downstream kinases.
DIM-C-pPhOH decreases expression of β1-integrin protein and mRNA and β1-integrin-dependent responses in MCF7, MDA-MB-231, and SKBR3 cells and also inhibits migration of the latter two cell lines.

Cell Proliferation Assay

Cell Line: ACHN and 786-O cells
Concentration: 7.5 μM, 15 μM, 20 μM
Incubation Time: 24 hours
Result: Significantly decreased cell proliferation.

Apoptosis Analysis

Cell Line: ACHN and 786-O cells
Concentration: 20 μM
Incubation Time: 24 hours
Result: Induced apoptosis in ACHN and 786-O cells.

Western Blot Analysis

Cell Line: ACHN and 786-O cells
Concentration: 15 μM, 20 μM
Incubation Time: 24 hours
Result: Inhibited NR4A1-regulated expression of survivin, bcl-2 and EGFR in ACHN and 786-O cells. And also induced sestrin 2, activated AMPKα and inhibited activation of mTOR and downstream kinases.

DIM-C-pPhOH (30 mg/kg; oral gavage; daily; for 50 days; male athymic nude mice) treatment results in a significant inhibition of tumor growth.

Animal Model: Male athymic nude mice (aged 6-7 weeks) injected with ACHN cells
Dosage: 30 mg/kg/day
Administration: Oral gavage; daily; for 50 days
Result: Resulted in a significant inhibition of tumor growth.
生产方法 
吲哚

120-72-9

对羟基苯甲醛

123-08-0

4(二(1H-吲哚-3-基)甲基)苯酚

151358-47-3

通用方法:将BiVO4纳米颗粒(BiVO4-NPs,30 mg)加入至含有吲哚或2-甲基吲哚(2 mmol)与醛类化合物(1 mmol)的混合物中。在无溶剂条件下,将反应混合物于80℃搅拌反应适当时间。反应进程通过薄层色谱(TLC)监测。反应完成后,用30 mL热乙醇稀释反应混合物,通过过滤回收催化剂,并用乙醇(5 mL)洗涤。减压蒸发溶剂,剩余固体通过乙醇/水(95:5,v/v)混合溶剂重结晶,得到纯产物4-(二(1H-吲哚-3-基)甲基)苯酚。所有产物的光谱及物理数据与文献报道一致,并与按先前报道方法制备的样品相符。

参考文献:

[1] Tetrahedron Letters, 2003, vol. 44, # 9, p. 1959 - 1961

[2] Journal of Chemical Research, 2004, # 1, p. 34 - 36

[3] Monatshefte fur Chemie, 2004, vol. 135, # 10, p. 1265 - 1273

[4] RSC Advances, 2016, vol. 6, # 96, p. 93546 - 93550

[5] Synthetic Communications, 2004, vol. 34, # 3, p. 487 - 492

安全信息

WGK GermanyWGK 3
存储类别11 - 可燃固体

4(二(1H-吲哚-3-基)甲基)苯酚 价格(试剂级)

更新日期 产品编号 产品名称 CAS号 包装 价格
2026-09-15 HY-112055 4(二(1H-吲哚-3-基)甲基)苯酚 151358-47-3 1mg 500
2026-09-15 HY-112055 4(二(1H-吲哚-3-基)甲基)苯酚 151358-47-3 5mg 750

4(二(1H-吲哚-3-基)甲基)苯酚供应商 更多

上海泰坦科技股份有限公司
联系电话:4006009262 13023226327
产品介绍:
中文名称:4(二(1H-吲哚-3-基)甲基)苯酚
英文名称:4-(di(1H-Indol-3-yl)Methyl)Phenol
CAS:151358-47-3
纯度:97%+
包装信息:100mg;250mg;1g;5g;25g
上海裕兰生物科技有限公司
联系电话:021-57171705 13817537615
产品介绍:
中文名称:4(二(1H-吲哚-3-基)甲基)苯酚
英文名称:4-(di(1H-indol-3-yl)Methyl)phenol
CAS:151358-47-3
纯度:0.96
包装信息:100g 1kg
上海毕得医药科技股份有限公司
联系电话:400-164-7117 18317119277
产品介绍:
中文名称:4-(二(1H-吲哚-3-基)甲基)苯酚
英文名称:4-(Di(1H-indol-3-yl)methyl)phenol
CAS:151358-47-3
纯度:97%
包装信息:250mg;1g;5g
备注:BD517780
上海楼岚生物科技有限公司
联系电话:021-52996696,15000506266 15000506266
产品介绍:
英文名称:DIM-C-pPhOH
CAS:151358-47-3
纯度:98% HPLC
包装信息:5mg,10mg,50mg,100mg,1g,5g
上海一飞生物科技有限公司
联系电话:021-65675885 18964387627
产品介绍:
英文名称:C-DIM8
CAS:151358-47-3
纯度:95%
包装信息:1mg;2mg;5mg
备注:试剂级

最新发布供应信息

化合物 DIM-C-pPhOH|T4400|TargetMol
TargetMol中国(陶术生物) 2026-09-26
aladdin 阿拉丁 D288699 DIM-C-pPhOH,Nur77拮抗剂 151358-47-3 ≥98%(HPLC)
上海阿拉丁生化科技股份有限公司 2026-08-14