Basic information Safety Supplier Related

Acrichin dihydrochloride

Basic information Safety Supplier Related

Acrichin dihydrochloride Basic information

Product Name:
Acrichin dihydrochloride
Synonyms:
  • 4-[(7-CHLORO-4-QUINOLINYL)AMINO]-2-[(DIETHYLAMINO)METHYL]PHENOL DIHYDROCHLORIDE
  • AMODIAQUIN DIHYDROCHLORIDE
  • AMODIAQUIN HYDROCHLORIDE
  • AMODIAQUINE HYDROCHLORIDE
  • AMODIAQUINE HCL
  • AMODIAQUINE DIHYDROCHLORIDE
  • 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresodihydrochloride
  • 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresoldihydrochloride
CAS:
69-44-3
MF:
C20H23Cl2N3O
MW:
392.32
EINECS:
200-706-0
Product Categories:
  • API
  • 69-44-3
Mol File:
69-44-3.mol
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Acrichin dihydrochloride Chemical Properties

storage temp. 
Sealed in dry,Room Temperature
solubility 
DMSO: 125 mg/mL (291.52 mM)
form 
Solid
color 
Light yellow to yellow
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Safety Information

WGK Germany 
3

MSDS

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Acrichin dihydrochloride Usage And Synthesis

Chemical Properties

Yellow crystalline solid; odorless; bitter. Soluble in water; sparingly soluble in alcohol; very slightly soluble in benzene, chloroform, and ether.

Originator

Camoquin HCl,Parke Davis,US,1950

Uses

Medicine (antimalarial).

Manufacturing Process

72.8 g (0.5 mol) of p-aminophenol hydrochloride is dissolved in 500 cc of water and added to 99 g (0.5 mol) of 4,7-dichloroquinoline. After a few minutes of warming in a steam bath, 4-(4'-hydroxyanilino)-7-chloroquinoline hydrochloride, of sufficient purity for use in further experiments, precipitates as a yellow crystalline solid. Recrystallized from methanol, the MP is over 300°C.
A mixture consisting of 13.5 g of 4-(4'-hydroxyanilino)-7-chloroquinoline hydrochloride dissolved in absolute ethanol is treated with a solution of 4.38 g of diethylamine and 1.8 g of paraformaldehyde in 20 cc of absolute ethanol. The reaction mixture is heated under reflux for 16 hours, evaporated to onehalf volume and the warm solution treated with an excess of hydrogen chloride dissolved in absolute ethanol. Acetone is added to the warm solution until it becomes turbid and then the solution is cooled. The crude dihydrochloride which separates is collected and purified by recrystallization from methanol; MP 240-242°C.
By using an equivalent amount of 4-(4'-hydroxyanilino)-7-bromoquinoline in the above procedure, 4-(3'-diethylaminomethyl-4'-hydroxyanilino)-7- bromoquinoline dihydrochloride is obtained; MP (base) 206-208°C dec.

brand name

Camoquin (Parke-Davis).

Therapeutic Function

Antimalarial

Acrichin dihydrochlorideSupplier

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