Naphthoquine phosphate - ≥98% , CAS No.173531-58-3

CAS: 173531-58-3 Cat. No.: N647429 Formula: C₂₄H₃₄ClN₃O₉P₂ Molecular Weight: 605.94 PubChem CID: 9851774

GRADE & PURITY ≥98%

Synonyms

2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol;phosphoric acid | M6M6AP4KAH | Naphthoquine phosphate | UNII-M6M6AP4KAH | F84830 | 1-Naphthalenol, 4-((7-chloro-4-quinolinyl)amino)-2-(((1,1-dimethylethyl)amino

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

Overview

Naphthoquine phosphate is a potent and orally active antimalarial agent. Naphthoquine phosphate has thorough killing function for various schizonts of plasmodia , including resistance of P. falciparum to Chloroquine.

In Vivo

The monkeys (Treated with Plasmodium knowlesi ) are treated i.g. once daily for 3 days with 6 or 10 mg/kg of Naphthoquine phosphate respectively. At 24 h after Naphthoquine phosphate administration, the parasite reduction rate is higher than 90%. MCE has not independently confirmed the accuracy of these methods. They are for reference only.

Form:Solid

Specifications

Synonyms

2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol;phosphoric acid | M6M6AP4KAH | Naphthoquine phosphate | UNII-M6M6AP4KAH | F84830 | 1-Naphthalenol, 4-((7-chloro-4-quinolinyl)amino)-2-(((1,1-dimethylethyl)amino

Specifications & Purity

≥98%

Biochemical and Physiological Mechanisms

Naphthoquine phosphate is a potent and orally active antimalarial agent. Naphthoquine phosphate has thorough killing function for various schizonts of plasmodia , including resistance of P. falciparum to Chloroquine.

Storage

Store at 2-8°C,Desiccated

Shipped In

Wet ice

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

Action Type

INHIBITOR

Purity

≥98%

Names and Identifiers

Canonical Smiles

CC(C)(C)NCC1=CC(=C2CCCCC2=C1O)NC3=C4C=CC(=CC4=NC=C3)Cl.OP(=O)(O)O.OP(=O)(O)O

IUPAC Name

2-[(tert-butylamino)methyl]-4-[(7-chloroquinolin-4-yl)amino]-5,6,7,8-tetrahydronaphthalen-1-ol;phosphoric acid

InChIKey

QTYPWHKJEDCDNH-UHFFFAOYSA-N

INCHI

1S/C24H28ClN3O.2H3O4P/c1-24(2,3)27-14-15-12-22(17-6-4-5-7-18(17)23(15)29)28-20-10-11-26-21-13-16(25)8-9-19(20)21;2*1-5(2,3)4/h8-13,27,29H,4-7,14H2,1-3H3,(H,26,28);2*(H3,1,2,3,4)

Isomeric SMILES

CC(C)(C)NCC1=CC(=C2CCCCC2=C1O)NC3=C4C=CC(=CC4=NC=C3)Cl.OP(=O)(O)O.OP(=O)(O)O

Alternate CAS

173531-58-3

PubChem CID

9851774

MeSH Entry Terms

naphthoquine;naphthoquine phosphate

Molecular Weight

605.94

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 Tetralins Phenols Aralkylamines Aminopyridines and derivatives Primary aromatic amines Organic phosphoric acids and derivatives Aryl chlorides Heteroaromatic compounds Dialkylamines Azacyclic compounds Organooxygen compounds Organochlorides Organic oxides Hydrocarbon derivatives
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: 4-aminoquinoline - Haloquinoline - Chloroquinoline - Tetralin - Aminopyridine - Phenol - Aralkylamine - Aryl chloride - Aryl halide - Organic phosphoric acid derivative - Benzenoid - Primary aromatic amine - Pyridine - Heteroaromatic compound - Secondary aliphatic amine - Azacycle - Secondary amine - Organonitrogen compound - Organochloride - Hydrocarbon derivative - Organohalogen compound - Amine - Organic oxide - Organic oxygen compound - Organooxygen 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

Chemical and Physical Properties

• Solubility: H2O : 3.33 mg/mL (5.50 mM; Need ultrasonic) DMSO : 1 mg/mL (1.65 mM; Need ultrasonic)
• Molecular Weight: 605.900 g/mol
• Hydrogen Bond Donor Count: 9
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 5
• Exact Mass: 605.146 Da
• Monoisotopic Mass: 605.146 Da
• Topological Polar Surface Area: 213.000 Ų
• Heavy Atom Count: 39
• Formal Charge: 0
• Complexity: 588.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• 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: 3

XLogP3