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Chloroquine

CAT: 1568-C12371-1gSize: 1 gDry Ice: NoHazardous: No
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CAT#:1568-C12371-1gSize:1 g
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CAS Number
54-05-7
Synonyms
NSC-187208, CHQ, CQ
Target
Autophagy
Applications
Autophagy
Smiles
CCN (CC) CCCC (C) NC1=C2C=CC (=CC2=NC=C1) Cl
Molecular Formula
C18H26ClN3
Additionnal Information
Chloroquine is an antimalarial drug and autophagy/lysosome inhibitor. Chloroquine also suppresses Toll-like receptor-9 (TLR9) protein expression. Chloroquine is highly effective agianst SARS-CoV-2 (COVID-19) infection with EC50 of 1.13 μM in Vero E6 cells. Chloroquine has anti-HIV-1 activity.
Storage Conditions
3 years -20°C powder

Chemical Information

Chloroquine

Chloroquine is an aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis. It has a role as an anticoronaviral agent, an antirheumatic drug, an antimalarial, a dermatologic drug and an autophagy inhibitor. It is an organochlorine compound, an aminoquinoline, a secondary amino compound and a tertiary amino compound. It is a conjugate base of a chloroquine(2+).

CAS Number54-05-7
PubChem CID2719
IUPAC Name4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine
Molecular FormulaC18H26ClN3
Molecular Weight319.9
XLogP4.6
Topological Polar Surface Area28.2
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Heavy Atom Count22
Formal Charge0
Complexity309
SMILES
CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
InChI
InChI=1S/C18H26ClN3/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21)
InChIKey
WHTVZRBIWZFKQO-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of Chloroquine
CAS: 54-05-7
CID: 2719
Formula: C18H26ClN3
MW: 319.9
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight319.9
XLogP34.6
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count8
Exact Mass319.1815255
Monoisotopic Mass319.1815255
Topological Polar Surface Area28.2 Ų
Heavy Atom Count22
Formal Charge0
Complexity309
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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