计算溶液所需的质量、体积或浓度。
| 活性类型 | 活性值-log(M) | 作用机制 | 期刊 | 参考文献(PubMed IDs) |
|---|
有货
为什么选择此级别
Moligand™ 级 提供 ≥97% 纯度，适用于对基线干扰要求严格的色谱和分析工作流程。
储存与运输
室温,充氩。常规运输 。请查阅批次 COA 获取详细规格。
质量文档
SDS、COA、产品数据表及规格说明书均可下载。可通过批号查询获取批次 COA。
文献证明
在色谱分析、有机合成和交叉偶联反应领域已被 26 篇同行评审文献引用。
概述
Quinine is a primary alkaloid of various species of Cinchona, optical isomer of Quinidine and an anti-malarial, skeletal, muscle relaxant.钾离子通道阻断剂。手性催化剂，用于高异构体选择性[2+2]环加成反应；二乙基锌添加到醛上。
Quinine is a primary alkaloid of various species of Cinchona, optical isomer of Quinidine and an anti-malarial, skeletal, muscle relaxant.
Product Application：
Quinine is used in photochemistry as a common fluorescence standard and as a resolving agent for chiral acids. It is also useful for treating falciparum malaria, lupus, arthritis and vivax malaria. It acts as a flavor component in tonic water and bitter lemon. It is utilized as the chiral moiety for the ligands used in sharpless asymmetric dihydroxylation. Furthermore, it catalyzes the kinetic resolution of furanones.
规格
别名
金鸡纳碱
英文别名
(9R)-6'-methoxy-8alpha-cinchonan-9-ol | Quinoline alkaloid | Quinsan | (R)-[(1S,2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl](6-methoxyquinolin-4-yl)methanol | GNF-Pf-506 | HMS2089E05 | (R)-(-)-Quinine, 6-methoxycinchonidine | DB00468 | EINECS 205-00
规格或纯度
Moligand™, ≥97%
英文名称
Quinine
生化机理
钾通道阻断剂。Potassium channel blocker. Blocks small conductance Ca 2+ -activated K + channels. Inhibits TRPM7 currents. Shows antipyretic, antimalarial, analgesic, anti-inflammatory and anticonvulsant effects in vivo. Orally active.
储存条件
室温,充氩
运输条件
常规运输
备注
如果有可能，您尽量在使用的当天配置溶液，并在当天使用完它。但是，如果您需要预先配制储备溶液，我们建议您将溶液等份保存在-20°C的密封小瓶中。通常，它们最多可以使用一个月。在使用前和打开样品瓶之前，我们建议您让您的产品在室温下平衡至少1小时。需要更多关于溶解度，用法和处理的建议吗？请访问我们的常见问题（FAQ）页面以获取更多详细信息。
纯度
≥97%
名称和识别符
PubChem SID
EC号
205-003-2
分子类型
小分子
IUPAC Name
(R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol
INCHI
1S/C20H24N2O2/c1-3-13-12-22-9-7-14(13)10-19(22)20(23)16-6-8-21-18-5-4-15(24-2)11-17(16)18/h3-6,8,11,13-14,19-20,23H,1,7,9-10,12H2,2H3/t13-,14-,19-,20+/m0/s1
InChi Key
LOUPRKONTZGTKE-WZBLMQSHSA-N
Smiles
COC1=CC2=C(C=CN=C2C=C1)C(C3CC4CCN3CC4C=C)O
Isomeric SMILES
COC1=CC2=C(C=CN=C2C=C1)[C@H]([C@@H]3C[C@@H]4CCN3C[C@@H]4C=C)O
分子量
324.42
Beilstein号
91867
Reaxy-Rn
91864
Reaxys-RN link address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=91864&ln=
技术文档
高级数据
系统学分类
分类树（Taxonomy Tree）
| 界（kingdom) | 有机化合物 |
|---|---|
| 超类（Superclass) | 生物碱及其衍生物 |
| 类（Class) | 金鸡纳生物碱 |
| 亚类（Subclass） | 暂无 |
| 中间层级节点（Intermediate Tree Nodes） | 暂无 |
| 直接上位类(Direct Parent) | 金鸡纳生物碱 |
| 其他上位类（Alternative Parents） | 4-喹啉甲醇 奎宁环类 茴香醚 芳烷基胺 烷基芳基醚 吡啶及其衍生物 哌啶类 杂芳族化合物 三烷基胺 仲醇 1,2-氨基醇 氮杂环化合物 有机光子化合物 碳氢化合物衍生物 芳香醇 |
| 分子骨架（Molecular Framework) | 芳香族杂多环化合物 |
| 取代基（Substituents） | 1,2-氨基醇 - 4-喹啉甲醇 - 羟基苯甲酸酯 - 芳基醚 - 氨基酸 - 茴香醚 - 芳烷基胺 - 芳香醇 - 芳香族杂多环化合物 - 氮杂环 - 苯基化合物 - 辛可南骨架 - 乙醚 - 杂芳香族化合物 - 烃衍生物 - 有机硝基化合物 - 有机氧化合物 - 有机杂环化合物 - 有机氮化合物 - 有机氧化合物 - 有机氮化合物 - 哌嗪 - 吡啶 - 喹啉胺 - 蒽吡啶 - 醛基 - 三元脂肪胺 - 三芳基胺 |
| 描述（Description） | 该化合物属于奎宁生物碱类有机化合物。这类生物碱的结构特征在于含有奎宁骨架，该骨架由喹啉环与氮杂双环[2.2.2]辛烷单元相连构成。 |
| 外部描述符（External Descriptors） | cinchona alkaloid |
三维结构
交互式化学结构模型
关联靶点（人）
CYP2D6
Tclin
细胞色素 P450 2D6(Cytochrome P450 2D6)
(2 活性数据)
SLC29A4
Tchem
平衡核苷转运体 4(Equilibrative nucleoside transporter 4)
(1 活性数据)
KCNB2
Tclin
钾电压门控通道亚家族 B 成员 2(Potassium voltage-gated channel subfamily B member 2)
(1 活性数据)
F2
Tclin
Thrombin
(11687 活性数据)
ESR1
Tclin
Estrogen receptor alpha
(17718 活性数据)
PGR
Tclin
Progesterone receptor
(8562 活性数据)
CHRM2
Tclin
Muscarinic acetylcholine receptor M2
(10671 活性数据)
HTR1A
Tclin
Serotonin 1a (5-HT1a) receptor
(14969 活性数据)
ADRA2A
Tclin
Alpha-2a adrenergic receptor
(9450 活性数据)
AR
Tclin
Androgen Receptor
(11781 活性数据)
CHRM1
Tclin
Muscarinic acetylcholine receptor M1
(12690 活性数据)
MAOA
Tclin
Monoamine oxidase A
(11911 活性数据)
DRD1
Tclin
Dopamine D1 receptor
(9720 活性数据)
ACHE
Tclin
Acetylcholinesterase
(18204 活性数据)
PTGS1
Tclin
Cyclooxygenase-1
(9233 活性数据)
SLC6A2
Tclin
Norepinephrine transporter
(10102 活性数据)
SLC6A4
Tclin
Serotonin transporter
(12625 活性数据)
ADRA1A
Tclin
Alpha-1a adrenergic receptor
(8359 活性数据)
OPRM1
Tclin
Mu opioid receptor
(19785 活性数据)
DRD3
Tclin
Dopamine D3 receptor
(14368 活性数据)
SLC6A3
Tclin
Dopamine transporter
(10535 活性数据)
KCNH2
Tclin
HERG
(29587 活性数据)
PDE3A
Tclin
Phosphodiesterase 3A
(3309 活性数据)
HTR2B
Tclin
Serotonin 2b (5-HT2b) receptor
(10323 活性数据)
TBXA2R
Tclin
Thromboxane A2 receptor
(5717 活性数据)
PDE4A
Tclin
Phosphodiesterase 4A
(1943 活性数据)
ADORA3
Tchem
Adenosine A3 receptor
(15931 活性数据)
HRH3
Tclin
Histamine H3 receptor
(10389 活性数据)
ALB
Tchem
Serum albumin
(2651 活性数据)
KDR
Tclin
Vascular endothelial growth factor receptor 2
(20924 活性数据)
CYP2D6
Tclin
Cytochrome P450 2D6
(33882 活性数据)
CYP3A4
Tclin
Cytochrome P450 3A4
(53859 活性数据)
Homo sapiens
(32628 活性数据)
5637
(630 活性数据)
EJ
(302 活性数据)
HT-1080
(3966 活性数据)
Huh-7
(12904 活性数据)
MES-SA
(905 活性数据)
MES-SA/Dx5
(643 活性数据)
PC-3
(62116 活性数据)
SK-MEL-2
(46422 活性数据)
WI-38
(2654 活性数据)
ZR-75-1
(953 活性数据)
A-431
(6446 活性数据)
HEK293
(82097 活性数据)
HepG2
(196354 活性数据)
A2780
(11979 活性数据)
Jurkat
(10389 活性数据)
KB
(17409 活性数据)
LNCaP
(8286 活性数据)
HeLa
(62764 活性数据)
SLC22A1
Tchem
Solute carrier family 22 member 1
(646 活性数据)
ABCC2
Tchem
Canalicular multispecific organic anion transporter 1
(1191 活性数据)
关联靶点（其它种属）
Histidine-rich protein (528 活性数据)
Cyp2d26
Cytochrome P450 2D2 (12 活性数据)
Cyp2d1
Cytochrome P450 2D1 (13 活性数据)
Cyp2d4
Cytochrome P450 2D18 (14 活性数据)
Abcb1b
P-glycoprotein 1 (174 活性数据)
Hdac6
Histone deacetylase 6 (222 活性数据)
Cyp2d3
Cytochrome P450 2D3 (11 活性数据)
Streptococcus pneumoniae (31063 活性数据)
Staphylococcus aureus (210822 活性数据)
Escherichia coli (133304 活性数据)
Enterococcus faecium (13803 活性数据)
Mycobacterium tuberculosis (203094 活性数据)
Lacticaseibacillus casei (578 活性数据)
Trypanosoma brucei brucei (13300 活性数据)
Entamoeba histolytica (2676 活性数据)
Plasmodium falciparum (966862 活性数据)
Leishmania major (2877 活性数据)
Plasmodium berghei (192651 活性数据)
Plasmodium yoelii (6656 活性数据)
Mus musculus (284745 活性数据)
Hepatitis C virus (23859 活性数据)
Dengue virus (413 活性数据)
CHO (4503 活性数据)
FM3A (1296 活性数据)
MDCK (10148 活性数据)
P388 (20296 活性数据)
H4 (48 活性数据)
ScN2a (522 活性数据)
Kcnk3
Potassium channel subfamily K member 3 (21 活性数据)
Kcnk9
Potassium channel subfamily K member 9 (8 活性数据)
Ferriprotoporphyrin IX (165 活性数据)
rep
Replicase polyprotein 1ab (378 活性数据)
Leishmania mexicana mexicana (27 活性数据)
Brain (1 活性数据)
Plasma (328 活性数据)
Colon (26 活性数据)
Slc22a5
Solute carrier family 22 member 5 (44 活性数据)
Slc22a3
Solute carrier family 22 member 3 (35 活性数据)
Slco1a1
Solute carrier organic anion transporter family member 1A1 (265 活性数据)
Slco1a4
Solute carrier organic anion transporter family member 1A4 (114 活性数据)
Slc22a4
Solute carrier family 22 member 4 (11 活性数据)
Scn2a
Sodium channel alpha subunits; brain (Types I, II, III) (344 活性数据)
Small intestine (70 活性数据)
Chikungunya virus (1339 活性数据)
SARS-CoV-2 (38078 活性数据)
作用机制
| 作用机制 | Action Type | target ID | Target Name | Target Type | Target Organism | Binding Site Name | 参考文献 |
|---|
化学和物理性质
溶解性
Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol.
密度
1.21
敏感性
对光线、湿度敏感
熔点
173-177°C
分子量
324.400 g/mol
XLogP3
2.900
氢键供体数Hydrogen Bond Donor Count
1
氢键受体数Hydrogen Bond Acceptor Count
4
可旋转键计数Rotatable Bond Count
4
精确质量Exact Mass
324.184 Da
单同位素质量Monoisotopic Mass
324.184 Da
拓扑极表面积Topological Polar Surface Area
45.600 Ų
重原子数Heavy Atom Count
24
形式电荷Formal Charge
0
复杂度Complexity
457.000
同位素原子数Isotope Atom Count
0
定义的原子立体中心计数Defined Atom Stereocenter Count
4
未定义的原子立体中心计数Undefined Atom Stereocenter Count
0
定义的键立体中心计数Defined Bond Stereocenter Count
0
未定义的键立体中心计数Undefined Bond Stereocenter Count
0
所有立体化学键的总数The total count of all stereochemical bonds
0
共价键合单元计数Covalently-Bonded Unit Count
1
安全和危险性（GHS）
信号词
危险
危险声明
H302: 吞食有害
H315: 引起皮肤刺激
H317: 可能引起皮肤过敏反应
H319: 引起严重眼睛刺激
H335: 可能引起呼吸道刺激
预防措施声明
P261: 避免吸入灰尘/烟雾/气体/雾/蒸汽/喷雾
P264: 处理后要彻底洗手。
P270: 使用本产品时，请勿进食、饮水或吸烟。
P272: 被污染的工作服不允许离开工作场所
P280: 戴防护手套/穿防护服/戴防护眼罩/戴防护面具。
P284: 如果通风不良，请佩戴呼吸防护装置。
P321: 特殊处理（请参阅此标签上的...）。
P330: 漱口
P302+P352: 如皮肤沾染：用水充分清洗。
P304+P340: 如误吸入：将人转移到空气新鲜处，保持呼吸舒适体位。
P305+P351+P338: 如进入眼睛：用水小心冲洗几分钟。如戴隐形眼镜并可方便地取出，取出隐形眼镜。继续冲洗。
P333+P313: 如发生皮肤刺激或皮疹：求医/就诊。
P362+P364: 脱掉沾污的衣服，清洗后方可重新使用。
P501: 将内容物/容器处理到。。。
P264+P265: 处理后彻底洗手[和…]。不要触摸眼睛。
P301+P317: 如果被吞咽：请寻求医疗帮助。
P337+P317: 如果眼睛刺激持续：寻求医疗帮助。
P332+P317: 如果出现皮肤刺激：请寻求医疗帮助。
P342+P316: 如果出现呼吸道症状：立即寻求急救。
WGK Germany
3
RTECS
VA6020000
Merck Index
8061
个人防护装备
dust mask type N95 (US),Eyeshields,Faceshields,Gloves
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| 批号(Lot Number) | 证书类型 | 货号 |
|---|---|---|
 I2621799 |
分析证书 | Q105031 |
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分析证书 | Q105031 |
| B2224319 |
分析证书 | Q105031 |
| B2102186 |
分析证书 | Q105031 |
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分析证书 | Q105031 |
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分析证书 | Q105031 |
| C2626185 |
分析证书 | Q105031 |
| C2416171 |
分析证书 | Q105031 |
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分析证书 | Q105031 |
| C2416167 |
分析证书 | Q105031 |
| C2420059 |
分析证书 | Q105031 |
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分析证书 | Q105031 |
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分析证书 | Q105031 |
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分析证书 | Q105031 |
| J2418144 |
分析证书 | Q105031 |
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分析证书 | Q105031 |
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分析证书 | Q105031 |
显示更多⌵
技术文档和文章
Structural–Functional Analysis of the Methoxy Group (–OCH₃) in Approved Small-Molecule Drugs: Mechanisms, Evidence Chains, and Product-Selection Navigation (with Related Product Tables)
目录： 技术文章
Chiral Amines in Asymmetric Synthesis: Role Map (A–F), a Minimal Evidence Chain, and a Research Selection Guide (with Tables 1–3)
目录： 技术文章
Cinchona Alkaloid Chiral Toolbox: Selection & Troubleshooting from Pseudoenantiomer Switching to PTC/Sharpless AD/Chiral Resolution (including Product Tables A–D)
目录： 技术文章
Quinoline vs Isoquinoline: How “Where the Nitrogen Sits” Changes Reactivity and Applications
目录： 技术文章
此产品的引用文献
引用文献
| 1. Qing Li, Yu-Meng Guo, Xiang-Yi He, Guang-Li Li. (2023) Bifunctional Cu(II)-containing PDA-PEI copolymer dots: Demonstration of a dual-mode platform for colorimetric-fluorescent detection of glyphosate in the environment. TALANTA, [PMID:37418960] [10.1016/j.talanta.2023.124865] |
| 2. Wu Xiao-yan, Lv Jin-yan, Zhang Shi-qing, Yi Xin, Xu Zi-wei, Zhi Yuan-xing, Zhao Bo-xin, Pang Jian-xin, Yung Ken Kin Lam, Liu Shu-wen, Zhou Ping-zheng. (2021) ML365 inhibits TWIK2 channel to block ATP-induced NLRP3 inflammasome. ACTA PHARMACOLOGICA SINICA, 43 (4): (992-1000). [PMID:34341510] [10.1038/s41401-021-00739-9] |
| 3. Jun Yang, Hao Guo, Nan-Ji Jiang, Rui Tang, Guo-Cheng Li, Ling-Qiao Huang, Joop J. A. van Loon, Chen-Zhu Wang. (2021) Identification of a gustatory receptor tuned to sinigrin in the cabbage butterfly Pieris rapae. PLoS Genetics, 17 (7): (e1009527). [PMID:34264948] [10.1371/journal.pgen.1009527] |
| 4. Lin Yali, Liu Yu, Li Siqi, Rui Lili, Ou Jiming, Wu Quanzhou, He Jianfeng. (2021) Template-directed preparation of three-dimensionally ordered macroporous molecularly imprinted microspheres for selective recognition and separation of quinine from cinchona extract. JOURNAL OF POLYMER RESEARCH, 28 (5): (1-10). [10.1007/s10965-021-02533-x] |
| 5. Huan-Huan Ding, Mu-Han Zhao, Le Zhai, Jian-Bin Zhen, Le-Yun Sun, Jia-Zhu Chigan, Cheng Chen, Jia-Qi Li, Han Gao, Ke-Wu Yang. (2021) A quinine-based quaternized polymer: a potent scaffold with bactericidal properties without resistance. Polymer Chemistry, 12 (16): (2397-2403). [10.1039/D0PY01751E] |
| 6. Zhi-Yuan Zhang, Li-Li Rui, Ya-Li Lin, Hui-Dan Zhang, Ji-Ming Ou, Jian-Feng He, Quan-Zhou Wu. (2021) Preparation of ordered macroporous molecularly imprinted polymers and their applications in purifying cinchona alkaloids from cinchona extract. POLYMER INTERNATIONAL, 70 (9): (1344-1355). [10.1002/pi.6205] |
| 7. Pengli Zuo, Zhongguang Chen, Fengling Yu, Jinyu Zhang, Wei Zuo, Yanli Gao, Qingyou Liu. (2020) An easy synthesis of nitrogen and phosphorus co-doped carbon dots as a probe for chloramphenicol. RSC Advances, 10 (54): (32919-32926). [PMID:35516483] [10.1039/D0RA04228E] |
| 8. Hang Zhou, Jia Chen, Hui Li, Kaijun Quan, Yingshan Zhang, Hongdeng Qiu. (2020) Imidazolium ionic liquid-enhanced poly(quinine)-modified silica as a new multi-mode chromatographic stationary phase for separation of achiral and chiral compounds. TALANTA, [PMID:32070598] [10.1016/j.talanta.2020.120743] |
| 9. Yin Yu, Yongxin Tao, Baozhu Yang, Datong Wu, Yong Qin, Yong Kong. (2017) Smart Chiral Sensing Platform with Alterable Enantioselectivity. ANALYTICAL CHEMISTRY, [PMID:29125282] [10.1021/acs.analchem.7b03783] |
| 10. Yue Wang, Wen-ting Wu, Ming-bo Wu, Hong-di Sun, Hui Xie, Chao Hu, Xue-yan Wu, Jie-shan Qiu. (2016) Yellow-visual fluorescent carbon quantum dots from petroleum coke for the efficient detection of Cu2+ ions. NEW CARBON MATERIALS, [10.1016/S1872-5805(15)60204-9] |
| 11. Mingbo Wu, Yue Wang, Wenting Wu, Chao Hu, Xiuna Wang, Jingtang Zheng, Zhongtao Li, Bo Jiang, Jieshan Qiu. (2014) Preparation of functionalized water-soluble photoluminescent carbon quantum dots from petroleum coke. CARBON, [10.1016/j.carbon.2014.07.029] |
| 12. Qing Zhang, Yihan Huang, Liju Guo, Cui Chen, Dongmei Guo, Ya Chen, Yingzi Fu. (2014) DNA-based nanocomposite as electrochemical chiral sensing platform for the enantioselective interaction with quinine and quinidine. NEW JOURNAL OF CHEMISTRY, 38 (9): (4600-4606). [10.1039/C3NJ01559A] |
| 13. Li Liu, Xuecai Tan, Xiaoxue Fang, Yuexin Sun, Fuhou Lei, Zaiyin Huang. (2012) Electrochemical Sensor Based on Molecularly Imprinted Polymer Film Prepared with Functional Abietic-Type Acids as Cross-Linker for the Determination of Quinine. ELECTROANALYSIS, 24 (7): (1647-1654). [10.1002/elan.201200085] |
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