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349720

(3-羧丙基)三苯基溴化膦

98%

别名:

(4-羟基-4-氧代丁基)三苯基溴化膦

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关于此项目

线性分子式:
HO2C(CH2)3P(C6H5)3Br
化学文摘社编号:
17857-14-6
分子量:
429.29
NACRES:
NA.22
PubChem Substance ID:
24861704
UNSPSC Code:
12352002
MDL number:
MFCD00274196
Assay:
98%
Form:
powder
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Quality Level

100

assay

98%

form

powder

reaction suitability

core: phosphonium, reaction type: C-C Bond Formation

mp

244-247 °C (lit.)

functional group

carboxylic acid, phosphine

SMILES string

[Br-].OC(=O)CCC[P+](c1ccccc1)(c2ccccc2)c3ccccc3

InChI

1S/C22H21O2P.BrH/c23-22(24)17-10-18-25(19-11-4-1-5-12-19,20-13-6-2-7-14-20)21-15-8-3-9-16-21;/h1-9,11-16H,10,17-18H2;1H

InChI key

NKVJKVMGJABKHV-UHFFFAOYSA-N

Application

用作制备以下物质的反应物：
  • 哌啶类似物，作为具有抗肿瘤活性的组蛋白脱乙酰基酶（HDAC）抑制剂
  • 含硼的苯并氧杂硼烷类化合物，作为抗疟药
  • 甲基烯基喹诺酮类化合物，作为抗分枝杆菌剂
  • 依次经过Sharpless环氧化反应、Taber环丙烷化反应、化学选择性还原反应和锂化-硼化-烯丙基化反应，合成Solandelactone E
  • 有机锡化合物，作为抗真菌剂
  • 齐墩果酸衍生物作为蛋白酪氨酸磷酸酶1B的抑制剂，可抑制胰岛素途径（糖尿病和肥胖症治疗的有前景的靶标）
  • 11-oxa前列腺素类似物，具有降眼压活性

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
STBJ7310
STBJ8668
STBF2050V
21706LH
14629KE

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Xin-Cheng Zhong et al.
Pharmaceutical development and technology, 26(1), 21-29 (2020-10-20)
Multidrug resistance (MDR) is a serious challenge in chemotherapy and also a major threat to breast cancer treatment. As an intracellular energy factory, mitochondria provide energy for drug efflux and are deeply involved in multidrug resistance. Mitochondrial targeted delivery of
Min Han et al.
Molecular pharmaceutics, 11(8), 2640-2649 (2014-05-09)
In this study, doxorubicin (DOX) was conjugated to a lipophilic triphenylphosphonium (TPP) that is selectively taken up by the mitochondrial membrane of cells. This new derivative of DOX, i.e., TPP-DOX, was characterized by infrared spectroscopy (IR), nuclear magnetic resonance ((1)H
Niloufar Maghsoudnia et al.
Journal of drug targeting, 28(7-8), 818-830 (2020-05-27)
Many biological mechanisms including cellular metabolism and cell death are regulated by mitochondria known as powerhouse of the cell. Recently, let-7b, a tumour-suppressor microRNA has been detected in mitochondria of human cells targeting several mitochondrial-encoded respiratory chain genes. Triphenylphosphonium cation
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全球贸易项目编号

货号GTIN
349720-25G04061833424568
349720-100G04061833540596