Desethyl chloroquine - Moligand™,≥98% , CAS No.1476-52-4

CAS: 1476-52-4 Cat. No.: D650128 Molecular Weight: 291.82 EC Number: 111-005-3

GRADE & PURITY Moligand™, ≥98%

Synonyms

C16H22ClN3 | CHEBI:166514 | N-deethylchloroquine | ZC9Z9XX2PD | A934099 | 7-CHLORO-4-((4-(ETHYLAMINO)-1-METHYLBUTYL)AMINO)QUINOLINE | NSC-13254 | {4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amine | n4-(7-chloroquinolin-4-yl)-n1-ethylpentane-1,4-diamine

Storage

Protected from light,Store at -20°C,Argon charged

Shipped In

Ice chest + Ice pads

Overview

Desethyl chloroquine is a major desethyl metabolite of Chloroquine. Chloroquine diphosphate is an inhibitor of autophagy and toll-like receptors (TLRs) . Desethyl chloroquine possesses antiplasmodic activity

In Vitro

P. falciparumMCE has not independently confirmed the accuracy of these methods. They are for reference only.

In Vivo

Intraperitoneal injections of Chloroquine are administered to wild-type and Huntington's disease (Q175/Q175) mice. LC-MS/MS is used to compare the levels Chloroquine and its metabolites in blood, brain and muscle tissue. Concentrations of Chloroquine are lower (5-15M), but more stable in brain tissue compared to blood or muscle between 4 and 24 hours after the last dose. Levels of the active Chloroquine metabolite Desethyl chloroquine decreased in muscle and blood over the 24 hour post-injection period, while brain Desethyl chloroquine levels are lower and rose slightly over the same time frame. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

IC50& Target:Plasmodium TLRs

Specifications

Synonyms

C16H22ClN3 | CHEBI:166514 | N-deethylchloroquine | ZC9Z9XX2PD | A934099 | 7-CHLORO-4-((4-(ETHYLAMINO)-1-METHYLBUTYL)AMINO)QUINOLINE | NSC-13254 | {4-[(7-chloroquinolin-4-yl)amino]pentyl}(ethyl)amine | n4-(7-chloroquinolin-4-yl)-n1-ethylpentane-1, 4-diamine

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Desethyl chloroquine is a major desethyl metabolite of Chloroquine. Chloroquine diphosphate is an inhibitor of autophagy and toll-like receptors (TLRs) . Desethyl chloroquine possesses antiplasmodic activity.

Storage

Protected from light, Store at -20°C, Argon charged

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 528770388
• Canonical Smiles: CCNCCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
• IUPAC Name: 4-N-(7-chloroquinolin-4-yl)-1-N-ethylpentane-1,4-diamine
• InChIKey: MCYUUUTUAAGOOT-UHFFFAOYSA-N
• INCHI: 1S/C16H22ClN3/c1-3-18-9-4-5-12(2)20-15-8-10-19-16-11-13(17)6-7-14(15)16/h6-8,10-12,18H,3-5,9H2,1-2H3,(H,19,20)
• Isomeric SMILES: CCNCCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
• Alternate CAS: 4298-11-7
• Molecular Weight: 291.82

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organoheterocyclic compounds
    • Class Quinolines and derivatives
      • Subclass Aminoquinolines and derivatives

• Kingdom: Organic compounds
• Superclass: Organoheterocyclic compounds
• Class: Quinolines and derivatives
• Subclass: Aminoquinolines and derivatives
• Intermediate Tree Nodes: Not available
• Direct Parent: 4-aminoquinolines
• Alternative Parents: Chloroquinolines Secondary alkylarylamines Aminopyridines and derivatives Benzenoids Aryl chlorides Heteroaromatic compounds Dialkylamines Azacyclic compounds Organopnictogen compounds Organochlorides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-aminoquinoline - Haloquinoline - Chloroquinoline - Aminopyridine - Secondary aliphatic/aromatic amine - Aryl chloride - Aryl halide - Pyridine - Benzenoid - Heteroaromatic compound - Azacycle - Secondary aliphatic amine - Secondary amine - Amine - Organonitrogen compound - Organochloride - Organohalogen compound - Hydrocarbon derivative - Organopnictogen compound - Organic nitrogen compound - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as 4-aminoquinolines. These are organic compounds containing an amino group attached to the 4-position of a quinoline ring system.
• 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.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

Homo sapiens (32628 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Associated Targets(non-human)

Histidine-rich protein (528 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Plasmodium falciparum (966862 Activities)

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Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Sensitivity: Moisture sensitive；light sensitive
• Molecular Weight: 291.820 g/mol
• XLogP3: 3.800
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 291.15 Da
• Monoisotopic Mass: 291.15 Da
• Topological Polar Surface Area: 37.000 Ų
• Heavy Atom Count: 20
• Formal Charge: 0
• Complexity: 274.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 1
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1