C6628

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
• 经验公式（希尔记法）: C₁₈H₂₆ClN₃ · 2H₃PO₄
• CAS号: 50-63-5
• 分子量: 515.86
• Beilstein: 4223142
• EC號碼: 200-055-2
• MDL號碼: MFCD00069852
• 分類程式碼代碼: 12352107
• PubChem物質ID: 24278090
• NACRES: NA.77

属性

• product name: 氯喹 二磷酸盐, powder or crystals, 98.5-101.0% (EP)
• 品質等級: 200
• 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
• 基因資訊: human ... ABCC1(4363)

说明

一般說明

氯喹是喹诺酮家族的一员，是一种弱的嵌入剂。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。

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. 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.

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
• 转染及感染试验
• 自噬抑制
• 诱导多能干细胞（iPS）分化成心肌细胞
• 感染血液的流动治疗

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。

其他說明

2024年CiteAb奖——成功的帕金森研究供应商(2024 CiteAb Award Winner for Supplier Succeeding in Parkinson′s Research)

安全信息

• 象形圖: GHS07
• 訊號詞: Warning
• 危險聲明: H302
• 防範說明: P264 - P270 - P301 + P312 - P501
• 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