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Substance Name: Amodiaquine [USP:INN:BAN]
RN: 86-42-0
UNII: 220236ED28
InChIKey: OVCDSSHSILBFBN-UHFFFAOYSA-N

Note

  • A 4-aminoquinoline compound with anti-inflammatory properties.

Molecular Formula

  • C20-H22-Cl-N3-O

Molecular Weight

  • 355.8668
 

Classification Codes

  • Anti-Infective Agents
  • Antimalarials
  • Antiparasitic Agents
  • Antiprotozoal
  • Antiprotozoal Agents
  • Human Data
  • Mutation Data

Names and Synonyms

Name of Substance

  • Amodiaquine
  • Amodiaquine [USP:INN:BAN]

MeSH Heading

  • Amodiaquine

Synonyms

  • 4-((7-Chloro-4-quinolinyl)amino)-2-((diethylamino)methyl)phenol
  • 4-((7-Chloro-4-quinolyl)amino)-alpha-(diethylamino)-o-cresol
  • 5-22-10-00283 (Beilstein Handbook Reference)
  • 7-Chloro-4-(3-diethylaminomethyl-4-hydroxyanilino)quinoline
  • 7-Chloro-4-(3-diethylaminomethyl-4-hydroxyphenylamino)quinoline
  • Amodiachinum
  • Amodiaquin
  • Amodiaquina
  • Amodiaquina [INN-Spanish]
  • Amodiaquine
  • Amodiaquine, ring-closed
  • Amodiaquinum
  • Amodiaquinum [INN-Latin]
  • BRN 0300962
  • Cam-AQ1
  • Camochin
  • Camoquin
  • Camoquinal
  • Camoquine
  • CCRIS 8486
  • EINECS 201-669-3
  • Flavoquine
  • HSDB 7457
  • Miaquin
  • NSC 13453
  • Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-((diethylamino)methyl)-
  • S. N. 10751
  • SN 10,751
  • UNII-220236ED28

Systematic Names

  • Amodiaquine
  • o-Cresol, 4-((7-chloro-4-quinolyl)amino)-alpha-(diethylamino)-
  • Phenol, 4-((7-chloro-4-quinolinyl)amino)-2-((diethylamino)methyl)-

Registry Numbers

CAS Registry Number

  • 86-42-0

FDA UNII

  • 220236ED28

System Generated Number

  • 0000086420

Structure Descriptors

InChI

1S/C20H22ClN3O/c1-3-24(4-2)13-14-11-16(6-8-20(14)25)23-18-9-10-22-19-12-15(21)5-7-17(18)19/h5-12,25H,3-4,13H2,1-2H3,(H,22,23)

InChIKey

OVCDSSHSILBFBN-UHFFFAOYSA-N

Smiles

CCN(CC)Cc1cc(ccc1O)Nc2ccnc3c2ccc(c3)Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
man TDLo oral 20mg/kg/25D-I (20mg/kg) BLOOD: THROMBOCYTOPENIA Annals of Internal Medicine. Vol. 105, Pg. 467, 1986.
mouse LD50 intraperitoneal 225mg/kg (225mg/kg)   Therapie. Vol. 25, Pg. 823, 1970.
mouse LD50 oral 550mg/kg (550mg/kg)   Therapie. Vol. 25, Pg. 823, 1970.
rat LDLo oral 800mg/kg (800mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 100, Pg. 408, 1950.
women LDLo oral 72mg/kg/7W-I (72mg/kg) LIVER: OTHER CHANGES

BLOOD: AGRANULOCYTOSIS

LUNGS, THORAX, OR RESPIRATION: PULMONARY EMBOLI
British Medical Journal. Vol. 292, Pg. 721, 1986.
women TDLo oral 29mg/kg/25D-I (29mg/kg) BLOOD: THROMBOCYTOPENIA Annals of Internal Medicine. Vol. 105, Pg. 467, 1986.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 208 dec deg C   EXP
log P (octanol-water) 3.990 (none)   EST
Atmospheric OH Rate Constant 3.65E-10 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.