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主要文件

C6628

Sigma-Aldrich

氯喹 二磷酸盐

98.5-101.0% (EP), powder or crystals, anti-malarial drug

别名:

N4-(7-氯喹啉-4-基)-N1,N1-二乙基戊烷-1,4-二胺二磷酸, N4-(7-氯-4-喹啉基)-N1,N1-二甲基-1,4-戊二胺 二磷酸盐

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About This Item

经验公式(希尔记法):
C18H26ClN3 · 2H3PO4
CAS号:
分子量:
515.86
Beilstein:
4223142
EC號碼:
MDL號碼:
分類程式碼代碼:
12352107
PubChem物質ID:
NACRES:
NA.77

价格与库存信息目前不能提供

product name

氯喹 二磷酸盐, powder or crystals, 98.5-101.0% (EP)

品質等級

化驗

98.5-101.0% (EP)

形狀

powder or crystals

mp

192-198 °C

抗生素活性譜

parasites

作用方式

enzyme | inhibits

SMILES 字串

OP(O)(O)=O.OP(O)(O)=O.CCN(CC)CCCC(C)Nc1ccnc2cc(Cl)ccc12

InChI

1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)

InChI 密鑰

QKICWELGRMTQCR-UHFFFAOYSA-N

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此商品
W3500952844.86505
Water Deionized

38796

Water

Water sterile-filtered, BioReagent, suitable for cell culture

W3500

Water

Water for molecular biology, sterile filtered

95284

Water

Water OmniPur® Grade, Sterile Purified, WFI Quality, Cell Culture Tested

4.86505

Water

mp

0 °C (lit.)

mp

0 °C (lit.)

mp

0 °C (lit.)

mp

0 °C (lit.)

vapor pressure

3 mmHg

vapor pressure

3 mmHg

vapor pressure

-

vapor pressure

-

refractive index

n20/D 1.34 (lit.)

refractive index

n20/D 1.34 (lit.)

refractive index

n20/D 1.34 (lit.)

refractive index

n20/D 1.34 (lit.)

vapor density

<1 (vs air)

vapor density

<1 (vs air)

vapor density

-

vapor density

-

density

1.000 g/mL at 3.98 °C (lit.)

density

1.000 g/mL at 3.98 °C (lit.)

density

1.000 g/mL at 3.98 °C (lit.)

density

1.000 g/mL at 3.98 °C (lit.)

一般說明

氯喹是喹诺酮家族的一员[1],是一种弱的嵌入剂。[2]氯喹用于治疗阿米巴病、类风湿性关节炎、盘状和系统性红斑狼疮。[3]
Chloroquine effectively eliminates the erythrocytic forms of malaria parasites at all developmental stages, although it does not impact the sporozoites. It also functions as an antibiotic. In addition, it can be utilized at a concentration of 200 mg/mL (PBS, pH 5.0) to dissociate antigen-antibody complexes without denaturing red blood cell antigens. Recent research indicates chloroquine′s potential as an antitumor medication for cancer treatment along with chemotherapy and radiation. Its antimalarial effects are achieved by inhibiting the polymerization of heme into hemozoin, which serves as a food source for the malarial parasite. Chloroquine forms a complex with the drug-hemozoin, capping the polymerizing chain and preventing further polymerization. As a result, free heme accumulates in the food vacuole, exerting toxic effects on the parasite. Additionally, chloroquine acts as an anti-autoimmune therapy by binding to transcriptional factors on T helper 17 cells and inhibiting their differentiation.[4] Chloroquine diphosphate (CQ) is frequently employed as an inhibitor of the autophagic pathway. The combined use of chloroquine diphosphate and salidroside initiates apoptosis in human liver cells by modulating mitochondrial dysfunction and autophagy.[5]

應用

DNA嵌入剂。还可用于提高转染效率。
氯喹二磷酸盐已用于:
  • 体外抗疟原虫试验[6]
  • 转染及感染试验[7]
  • 自噬抑制[8]
  • 诱导多能干细胞(iPS)分化成心肌细胞[9]
  • 感染血液的流动治疗[10]

生化/生理作用

标准的抗疟疾药物。在多药耐药细胞系中用作MRP的底物并通过基于喹啉的光活性药物IAAQ(N-[4-[1-羟基-2-(二丁基氨基)乙基]喹啉-8-基] -4-叠氮基水杨酰胺)抑制MRP的光亲和标记。

特點和優勢

该化合物是ADME Tox研究的特色产品。点击此处以发现更多的ADME Tox特色产品。可访问sigma.com/discover-bsm了解更多关于用于其他研究领域生物活性小分子。

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Acute Tox. 4 Oral

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

dust mask type N95 (US), Eyeshields, Gloves

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    访问文档库

    Ecotoxicological evaluation of the antimalarial drug chloroquine
    Zurita JL, et al.
    Aquatic Toxicology (Amsterdam, Netherlands), 75(2), 97-107 (2005)
    Mechanism of inhibition of DNA gyrase by analogues of nalidixic acid: the target of the drugs is DNA
    Shen LL and Pernet AG
    Proceedings of the National Academy of Sciences of the USA, 82(2), 307-311 (1985)
    Pompe disease results in a Golgi-based glycosylation deficit in human induced pluripotent stem cell-derived cardiomyocytes
    Raval KK, et al.
    The Journal of Biological Chemistry, 290(5), 3121-3136 (2015)
    Malaria theranostics using hemozoin-generated vapor nanobubbles
    Lukianova-Hleb EY and Lapotko DO
    Theranostics, 4(7), 761-761 (2014)
    Ototoxicity of chloroquine
    Matz GJ and Naunton RF
    Archives of Otolaryngology, 88(4), 370-372 (1968)

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    We presents an article on Autophagy in Cancer Promotes Therapeutic Resistance

    Protein-based drug transporters are found in most tissues including liver, kidney, intestine, and brain. These transporters are particularly important in cancer treatment and multi-drug resistance research. Understanding the specific mechanisms of tumor cell transporters is becoming an essential aspect of chemotherapeutic drug design.

    Chromatograms

    application for HPLC

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