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Mefloquine Hydrochloride - 10mM in DMSO, high purity , CAS No.51773-92-3
Cx36 and Cx50 gap channel blocker; also antimalarial and antischistosomal
Basic Description
Synonyms
Mefloquine hydrochloride | Mefloquine HCL | 51773-92-3 | Mephaquin | Loriam | WR 142490 hydrochloride | Ro 21-5998/001 | NSC 157387 | Mefloquine (hydrochloride) | EINECS 257-412-0 | Mefloquine hydrochloride, (+) | DTXSID1047819 | UNII-5Y9L3636O3 | 51742-86-0 | 5Y9L3636O3 | NSC-157387 |
Specifications & Purity
10mM in DMSO
Biochemical and Physiological Mechanisms
Cx36 and Cx50 gap channel blocker (IC50values are 0.3 and 1.1 μM, resepctively). Blocks gap junctional-coupling between interneurons in neocortical slices. Also antimalarial. Bind 80S ribosome ofPlasmodium falciparumto inhibit protein synthesis. Improves
Storage Temp
Store at -80°C
Shipped In
Ice chest + Ice pads
This product requires cold chain shipping. Ground and other economy services are not available.
Product Description
Mefloquine hydrochloride is a quinoline antimalarial drug that is structurally related to the antiarrhythmic agent quinidine.
Taxonomic Classification
Kingdom
Organic compounds
Superclass
Organoheterocyclic compounds
Class
Quinolines and derivatives
Subclass
4-quinolinemethanols
Intermediate Tree Nodes
Not available
Direct Parent
4-quinolinemethanols
Alternative Parents
Aralkylamines Pyridines and derivatives Piperidines Benzenoids Heteroaromatic compounds Secondary alcohols 1,2-aminoalcohols Dialkylamines Azacyclic compounds Organopnictogen compounds Organofluorides Hydrochlorides Hydrocarbon derivatives Aromatic alcohols Alkyl fluorides
Molecular Framework
Aromatic heteropolycyclic compounds
Substituents
4-quinolinemethanol - Aralkylamine - Piperidine - Pyridine - Benzenoid - Heteroaromatic compound - 1,2-aminoalcohol - Secondary alcohol - Secondary aliphatic amine - Secondary amine - Azacycle - Alcohol - Hydrocarbon derivative - Organopnictogen compound - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Organofluoride - Organohalogen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic alcohol - Alkyl fluoride - Hydrochloride - Aromatic heteropolycyclic compound
Description
This compound belongs to the class of organic compounds known as 4-quinolinemethanols. These are organoheterocyclic compounds containing a quinoline moiety substituted at the 4-position with a methanol.
External Descriptors
Not available
Data sources
1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.
Associated Targets(Human)
Associated Targets(non-human)
Mechanisms of Action
Mechanism of Action
Action Type
target ID
Target Name
Target Type
Target Organism
Binding Site Name
References
Names and Identifiers
IUPAC Name
(S)-[2,8-bis(trifluoromethyl)quinolin-4-yl]-[(2R)-piperidin-2-yl]methanol;hydrochloride
INCHI
InChI=1S/C17H16F6N2O.ClH/c18-16(19,20)11-5-3-4-9-10(15(26)12-6-1-2-7-24-12)8-13(17(21,22)23)25-14(9)11;/h3-5,8,12,15,24,26H,1-2,6-7H2;1H/t12-,15+;/m1./s1
InChIKey
WESWYMRNZNDGBX-YLCXCWDSSA-N
Smiles
C1CCNC(C1)C(C2=CC(=NC3=C2C=CC=C3C(F)(F)F)C(F)(F)F)O.Cl
Isomeric SMILES
C1CCN[C@H](C1)[C@H](C2=CC(=NC3=C2C=CC=C3C(F)(F)F)C(F)(F)F)O.Cl
WGK Germany
3
RTECS
VC0308000
Molecular Weight
414.78
Reaxy-Rn
6836041
Reaxys-RN_link_address
https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=6836041&ln=
Certificates（CoA,COO,BSE/TSE and Analysis Chart)
Chemical and Physical Properties
Melt Point(°C)
253 °C
Molecular Weight
414.800 g/mol
XLogP3
Hydrogen Bond Donor Count
3
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
2
Exact Mass
414.093 Da
Monoisotopic Mass
414.093 Da
Topological Polar Surface Area
45.200 Ų
Heavy Atom Count
27
Formal Charge
0
Complexity
483.000
Isotope Atom Count
0
Defined Atom Stereocenter Count
2
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
2
Citations of This Product
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1 Citations