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| SKU | Size | Availability |
Price | Qty |
|---|---|---|---|---|
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Q105031-5g
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5g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
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$80.90
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Q105031-10g
|
10g |
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
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$145.90
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Q105031-25g
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25g |
3
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$327.90
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Q105031-100g
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100g |
3
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$1,177.90
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Q105031-500g
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500g |
Available within 4-8 weeks(?)
Items will be manufactured post-order and can take 4-8 weeks. Thank you for your patience!
|
$5,298.90
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Potassium channel blocker
| Synonyms | (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 |
|---|---|
| Specifications & Purity | Moligand™, ≥97% |
| Biochemical and Physiological Mechanisms | 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. |
| Storage Temp | Argon charged |
| Shipped In | Normal |
| Grade | Moligand™ |
| Note | Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details. |
| Product Description |
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. |
Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Alkaloids and derivatives |
| Class | Cinchona alkaloids |
| Subclass | Not available |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Cinchona alkaloids |
| Alternative Parents | 4-quinolinemethanols Quinuclidines Anisoles Aralkylamines Alkyl aryl ethers Pyridines and derivatives Piperidines Heteroaromatic compounds Trialkylamines Secondary alcohols 1,2-aminoalcohols Azacyclic compounds Organopnictogen compounds Hydrocarbon derivatives Aromatic alcohols |
| Molecular Framework | Aromatic heteropolycyclic compounds |
| Substituents | Cinchonan-skeleton - 4-quinolinemethanol - Quinoline - Anisole - Quinuclidine - Alkyl aryl ether - Aralkylamine - Piperidine - Pyridine - Benzenoid - Heteroaromatic compound - 1,2-aminoalcohol - Tertiary aliphatic amine - Tertiary amine - Secondary alcohol - Ether - Azacycle - Organoheterocyclic compound - Organooxygen compound - Organonitrogen compound - Organic nitrogen compound - Hydrocarbon derivative - Organopnictogen compound - Amine - Alcohol - Organic oxygen compound - Aromatic alcohol - Aromatic heteropolycyclic compound |
| Description | This compound belongs to the class of organic compounds known as cinchona alkaloids. These are alkaloids structurally characterized by the presence of the cinchonan skeleton, which consists of a quinoline linked to an azabicyclo[2.2.2]octane moiety. |
| External Descriptors | cinchona alkaloid |
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| IUPAC Name | (R)-[(2S,4S,5R)-5-ethenyl-1-azabicyclo[2.2.2]octan-2-yl]-(6-methoxyquinolin-4-yl)methanol |
|---|---|
| INCHI | 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 |
| InChIKey | 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 |
| WGK Germany | 3 |
| RTECS | VA6020000 |
| Molecular Weight | 324.42 |
| Beilstein | 91867 |
| Reaxy-Rn | 91864 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=91864&ln= |
Find and download the COA for your product by matching the lot number on the packaging.
| Lot Number | Certificate Type | Date | Item |
|---|---|---|---|
| Certificate of Analysis | Dec 10, 2024 | Q105031 | |
| Certificate of Analysis | Dec 10, 2024 | Q105031 | |
| Certificate of Analysis | Mar 01, 2024 | Q105031 | |
| Certificate of Analysis | Mar 01, 2024 | Q105031 | |
| Certificate of Analysis | Mar 01, 2024 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 | |
| Certificate of Analysis | Dec 25, 2021 | Q105031 |
| Solubility | Soluble in alcohol, chloroform and diethyl ether. Slightly soluble in water and glycerol. |
|---|---|
| Sensitivity | Light & Moisture Sensitive. |
| Melt Point(°C) | 173-177°C |
| Molecular Weight | 324.400 g/mol |
| XLogP3 | 2.900 |
| Hydrogen Bond Donor Count | 1 |
| Hydrogen Bond Acceptor Count | 4 |
| Rotatable Bond Count | 4 |
| Exact Mass | 324.184 Da |
| Monoisotopic Mass | 324.184 Da |
| Topological Polar Surface Area | 45.600 Ų |
| Heavy Atom Count | 24 |
| Formal Charge | 0 |
| Complexity | 457.000 |
| Isotope Atom Count | 0 |
| Defined Atom Stereocenter Count | 4 |
| Undefined Atom Stereocenter Count | 0 |
| Defined Bond Stereocenter Count | 0 |
| Undefined Bond Stereocenter Count | 0 |
| The total count of all stereochemical bonds | 0 |
| Covalently-Bonded Unit Count | 1 |