Product Name

  • Name

    CHLOROQUINE

  • EINECS 200-191-2
  • CAS No. 54-05-7
  • Article Data23
  • CAS DataBase
  • Density 1.111 g/cm3/sup>
  • Solubility Water Solubility: Soluble ,Soluble in chloroform, ether and dilute acids.
  • Melting Point 87 C
  • Formula C18H26 Cl N3
  • Boiling Point 460.6 °C at 760 mmHg
  • Molecular Weight 319.878
  • Flash Point 232.3 °C
  • Transport Information
  • Appearance White powder
  • Safety Poison by ingestion, intraperitoneal, intravenous, intramuscular, and subcutaneous routes. Human systemic effects by ingestion: heart rate changes, nausea or vomiting. Human teratogenic effects by an unspecified route include developmental abnormalities of the urogenital system, eyes and ears, other unspecified areas, and postnatal effects. Human reproductive effects by an unspecified route: terminates pregnancy. Human mutation data reported. Questionable carcinogen. An antimalarial agent. When heated to decomposition it emits very toxic fumes of Cl− and NOx.
  • Risk Codes
  • Molecular Structure Molecular Structure of 54-05-7 (CHLOROQUINE)
  • Hazard Symbols
  • Synonyms Quinoline,7-chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]- (8CI);(?à)-Chloroquine;7-Chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]quinoline;Aralen;Artrichin;Bipiquin;Capquin;Chloraquine;Chlorochin;Chloroquine;NSC187208;RP 3377;Reumachlor;Ronaquine;ST 121;ST 121 (pharmaceutical);
  • PSA 28.16000
  • LogP 4.88360

Synthetic route

chloroquine phosphate
50-63-5

chloroquine phosphate

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
With sodium hydroxide In water; ethyl acetate at 0℃; for 1h;94%
With sodium hydroxide In water at 0℃; for 0.5h;94%
With sodium hydroxide In water
With sodium hydroxide In dichloromethane; water
4,7-dichloroquinoline
86-98-6

4,7-dichloroquinoline

5-diethylamino-2-pentylamine
140-80-7

5-diethylamino-2-pentylamine

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
With diethylamine; phenol at 90 - 100℃; under 1140.08 Torr; Temperature; Reagent/catalyst; Pressure;90.72%
With indium(III) chloride In acetonitrile at 120℃; for 1h; Microwave irradiation; regioselective reaction;73%
1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h;
at 135 - 140℃; for 24h;
With N-ethyl-N,N-diisopropylamine; sodium sulfite In isopropyl alcohol at 133 - 138℃; for 10h;137.5 g
7-chloro-4-bromo-quinoline
98519-65-4

7-chloro-4-bromo-quinoline

5-diethylamino-2-pentylamine
140-80-7

5-diethylamino-2-pentylamine

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
With potassium phosphate; bis[2-(diphenylphosphino)phenyl] ether; palladium diacetate In 1,4-dioxane at 85℃; for 18h;74%
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

5-diethylamino-2-pentylamine
140-80-7

5-diethylamino-2-pentylamine

A

4-(4-diethylamino-1-methylbutylamino)-quinoline
1915-92-0

4-(4-diethylamino-1-methylbutylamino)-quinoline

B

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
With potassium pyrosulfite; palladium 10% on activated carbon; water; ammonium formate at 120℃; for 16h; Inert atmosphere; Schlenk technique;A 12%
B 56%
...Expand
uroporphyrin I - chloroquine complex
114422-77-4

uroporphyrin I - chloroquine complex

A

Chloroquine
54-05-7

Chloroquine

B

uroporphyrin I
607-14-7

uroporphyrin I

Conditions
ConditionsYield
In water at 22℃; Equilibrium constant; pH 6; porphyrin concn from 5E-5 to 5E-7;
7-chloro-4-hydroxylquinoline
86-99-7

7-chloro-4-hydroxylquinoline

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: 57 percent / PBr3 / dimethylformamide / 0.5 h / 20 °C
2: 74 percent / DPEphos; K3PO4 / Pd(OAc)2 / dioxane / 18 h / 85 °C
View Scheme
Multi-step reaction with 2 steps
1: POCl3 / 100 °C
2: 1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h
View Scheme
3-chloro-aniline
108-42-9

3-chloro-aniline

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1.1: HC(OEt)3 / 145 °C
1.2: 50 - 145 °C
1.3: diphenyl ether / 250 °C
2.1: 57 percent / PBr3 / dimethylformamide / 0.5 h / 20 °C
3.1: 74 percent / DPEphos; K3PO4 / Pd(OAc)2 / dioxane / 18 h / 85 °C
View Scheme
4-hydroxy-7-chloro-3-quinoline-carboxylic acid
86-47-5

4-hydroxy-7-chloro-3-quinoline-carboxylic acid

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 3 steps
1: diphenyl ether / 1 h / Heating
2: POCl3 / 100 °C
3: 1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h
View Scheme
7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester
16600-22-9

7-chloro-4-hydroxyquinoline-3-carboxylic acid,ethyl ester

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 4 steps
1: 2 N aq. NaOH / 1 h / Heating
2: diphenyl ether / 1 h / Heating
3: POCl3 / 100 °C
4: 1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h
View Scheme
2-(3-chlorophenylamino)methylenemalonic acid diethyl ester
3412-99-5

2-(3-chlorophenylamino)methylenemalonic acid diethyl ester

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 5 steps
1: diphenyl ether / 1 h / Heating
2: 2 N aq. NaOH / 1 h / Heating
3: diphenyl ether / 1 h / Heating
4: POCl3 / 100 °C
5: 1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h
View Scheme
3-chloro-aniline
108-42-9

3-chloro-aniline

potassium-<6-chloro-3-nitro benzoate>

potassium-<6-chloro-3-nitro benzoate>

Chloroquine
54-05-7

Chloroquine

Conditions
ConditionsYield
Multi-step reaction with 6 steps
1: 1.5 h / 165 °C
2: diphenyl ether / 1 h / Heating
3: 2 N aq. NaOH / 1 h / Heating
4: diphenyl ether / 1 h / Heating
5: POCl3 / 100 °C
6: 1.) 100 deg C, 2 h, 2.) 150-160 deg C, 5 h
View Scheme
Chloroquine
54-05-7

Chloroquine

4-(4-diethylamino-1-methylbutylamino)-quinoline
1915-92-0

4-(4-diethylamino-1-methylbutylamino)-quinoline

Conditions
ConditionsYield
With dimethylamine borane; potassium carbonate; triphenylphosphine; bis(triphenylphosphine)nickel(II) chloride In acetonitrile at 50℃; for 16h;100%
With triethanolamine; water In ethanol for 48h; Irradiation; Glovebox;89 %Chromat.
Chloroquine
54-05-7

Chloroquine

7-deuterio-4-[4-(diethylamino)-1-methylbutylamino]quinoline

7-deuterio-4-[4-(diethylamino)-1-methylbutylamino]quinoline

Conditions
ConditionsYield
With bis(η3-allyl-μ-chloropalladium(II)); 1-deuteriodiphenylmethanol; 3-(2,6-dibenzhydryl-4-methylphenyl)-4,5-dimethyl-1-(2,4,6-trimethylbenzyl)imidazolium chloride; caesium carbonate In toluene at 90℃; for 16h; Inert atmosphere;99%
toluene-4-sulfonic acid
104-15-4

toluene-4-sulfonic acid

Chloroquine
54-05-7

Chloroquine

1-(4-((7-chloroquinolin-4-yl)amino)pentyl)-1,1-diethylhydrazin-1-ium 4-methylbenzenesulfonate

1-(4-((7-chloroquinolin-4-yl)amino)pentyl)-1,1-diethylhydrazin-1-ium 4-methylbenzenesulfonate

Conditions
ConditionsYield
With iodosylbenzene; ammonium carbamate In acetonitrile at 25℃; for 2h;98%
[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

water
7732-18-5

water

Chloroquine
54-05-7

Chloroquine

[Ru(II)(η6-p-cymene)(chloroquine)Cl2]*H2O
1108749-89-8

[Ru(II)(η6-p-cymene)(chloroquine)Cl2]*H2O

Conditions
ConditionsYield
In acetone under N2; mixt. of Ru complex and chloroquine in acetone stirred at 25°C for 4 h; evapn., residue dissolved in water, filtration through Celite, filtrate evapd., residue dried under vac.; elem. anal.;96%
...Expand
silver tetrafluoroborate
14104-20-2

silver tetrafluoroborate

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2
52462-29-0

[ruthenium(II)(η6-1-methyl-4-isopropyl-benzene)(chloride)(μ-chloride)]2

water
7732-18-5

water

Chloroquine
54-05-7

Chloroquine

[Ru(II)(η6-p-cymene)(chloroquine)(H2O)2](BF4)2

[Ru(II)(η6-p-cymene)(chloroquine)(H2O)2](BF4)2

Conditions
ConditionsYield
In acetone byproducts: AgCl; under N2; mixt. of Ru complex and Ag salt in acetone stirred at 55°C for 2 h; cooling to room temp., filtration through celite, addn. of chloroquine, soln. stirred at 55°C for 20 h, cooling to room temp.; evapn. under vac., solid residue stirred in pentane overnight, filtered off and dried under vac.; elem. anal.;96%
...Expand
C18H36ClNO9P2

C18H36ClNO9P2

Chloroquine
54-05-7

Chloroquine

rac-(13-(7-chloroquinolin-4-yl)-18-ethyl-14-methyl-3,12-dioxo-11-oxa-2,13,18-triazaicosane-1,1-diyl)diphosphonic acid

rac-(13-(7-chloroquinolin-4-yl)-18-ethyl-14-methyl-3,12-dioxo-11-oxa-2,13,18-triazaicosane-1,1-diyl)diphosphonic acid

Conditions
ConditionsYield
Stage #1: C18H36ClNO9P2; Chloroquine With potassium carbonate In dichloromethane at 0℃; for 2h;
Stage #2: With trimethylsilyl bromide In dichloromethane at 0 - 20℃; for 24h;		93%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

dichloromethane
75-09-2

dichloromethane

[PtCl2(dppf)]*2H2O

[PtCl2(dppf)]*2H2O

Chloroquine
54-05-7

Chloroquine

F6P(1-)*C52H54Cl2FeN3P2Pt(1+)*0.5CH2Cl2

F6P(1-)*C52H54Cl2FeN3P2Pt(1+)*0.5CH2Cl2

Conditions
ConditionsYield
for 24h; Schlenk technique; Inert atmosphere; Reflux;92.3%
...Expand
Chloroquine
54-05-7

Chloroquine

glycyrrhizin
1405-86-3

glycyrrhizin

chloroquine glycyrrhizinate

chloroquine glycyrrhizinate

Conditions
ConditionsYield
In methanol at 55℃; for 8h; Inert atmosphere;91.5%
enoxolone
471-53-4

enoxolone

Chloroquine
54-05-7

Chloroquine

chloroquine glycyrrhetinate

chloroquine glycyrrhetinate

Conditions
ConditionsYield
In methanol Inert atmosphere; Cooling with ice;91.5%
enoxolone
471-53-4

enoxolone

Chloroquine
54-05-7

Chloroquine

chloroquine diglycyrrhetinate

chloroquine diglycyrrhetinate

Conditions
ConditionsYield
In methanol at 60℃; for 12h; Inert atmosphere;91.4%
potassium hexafluorophosphate
17084-13-8

potassium hexafluorophosphate

bis(1,5-cyclooctadiene)diiridium(I) dichloride
12112-67-3

bis(1,5-cyclooctadiene)diiridium(I) dichloride

Chloroquine
54-05-7

Chloroquine

acetone
67-64-1

acetone

[Ir(chloroquine)(acetone)2]PF6
947503-79-9

[Ir(chloroquine)(acetone)2]PF6

Conditions
ConditionsYield
In ethanol byproducts: KCl; under N2, 0.70 equiv. of chloroquine was added EtOH soln. of 0.24 equiv.of Ir-compd., stirring at room temp. for 15 min, 1.44 equiv. of KPF6 wa s added, stirring at room temp. for 45 min, evapn. in vac., redissoln. in acetone; soln. was filtered through Celite, concd. in vac., Et2O was added until the soln. was become turbid, cooling on -5 °C overnight, ppt. wasfiltered off, washed wih H2O and Et2O, dried in vac., elem. anal.;89%
...Expand
ammonium hexafluorophosphate

ammonium hexafluorophosphate

[ruthenium(II)(chloride)(η6-p-cymene)(2,2’-bipyridine)][hexafluorophosphate]
159310-08-4

[ruthenium(II)(chloride)(η6-p-cymene)(2,2’-bipyridine)][hexafluorophosphate]

Chloroquine
54-05-7

Chloroquine

[Ru(chloroquine)(η6-C10H14)(2,2′-bipyridine)]*[PF6]2

[Ru(chloroquine)(η6-C10H14)(2,2′-bipyridine)]*[PF6]2

Conditions
ConditionsYield
Stage #1: ammonium hexafluorophosphate; [ruthenium(II)(chloride)(η6-p-cymene)(2,2’-bipyridine)][hexafluorophosphate] In methanol for 1h; Inert atmosphere; Schlenk technique;
Stage #2: Chloroquine In methanol for 1h; Reflux; Inert atmosphere; Schlenk technique;		86%
...Expand
ammonium hexafluorophosphate

ammonium hexafluorophosphate

dichloromethane
75-09-2

dichloromethane

Cis-[PtCl2(PPh3)2]*0.5H2O

Cis-[PtCl2(PPh3)2]*0.5H2O

Chloroquine
54-05-7

Chloroquine

Cis-[Pt(PPh3)2(CQ)Cl]PF6*0.3CH2Cl2

Cis-[Pt(PPh3)2(CQ)Cl]PF6*0.3CH2Cl2

Conditions
ConditionsYield
for 24h; Schlenk technique; Inert atmosphere; Reflux;83.1%
...Expand
ammonium hexafluorophosphate

ammonium hexafluorophosphate

[Ru(η6-(1-methyl-4-(propan-2-yl)benzene (p-cymene)))(4,7-diphenyl-1,10-phenanthroline)Cl]PF6
1361334-45-3

[Ru(η6-(1-methyl-4-(propan-2-yl)benzene (p-cymene)))(4,7-diphenyl-1,10-phenanthroline)Cl]PF6

Chloroquine
54-05-7

Chloroquine

[Ru(chloroquine)(η6-C10H14)(4,7-diphenyl-1,10-phenanthroline)]*[PF6]2

[Ru(chloroquine)(η6-C10H14)(4,7-diphenyl-1,10-phenanthroline)]*[PF6]2

Conditions
ConditionsYield
Stage #1: ammonium hexafluorophosphate; [Ru(η6-(1-methyl-4-(propan-2-yl)benzene (p-cymene)))(4,7-diphenyl-1,10-phenanthroline)Cl]PF6 In methanol for 1h; Inert atmosphere; Schlenk technique;
Stage #2: Chloroquine In methanol for 24h; Reflux; Inert atmosphere; Schlenk technique;		83%
...Expand
triphenylphosphinegold(I) nitrate

triphenylphosphinegold(I) nitrate

Chloroquine
54-05-7

Chloroquine

[Au(chloroquine)(triphenylphosphine)]nitrate
654649-68-0

[Au(chloroquine)(triphenylphosphine)]nitrate

Conditions
ConditionsYield
In dichloromethane (Schlenk); stirring a soln. of gold complex and ligand in CH2Cl2 in the dark at 25°C for 3 h, cooling to -78°C; concn., warming to room temp., addn. of Et2O, cooling to -4°C, standing for 1 h, filtration, washing with Et2O, drying in vac.; elem. anal.;82%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

dichloromethane
75-09-2

dichloromethane

[PtCl2(dppb)]*2H2O

[PtCl2(dppb)]*2H2O

Chloroquine
54-05-7

Chloroquine

[Pt(dppb)(CQ)Cl]PF6*0.3CH2Cl2

[Pt(dppb)(CQ)Cl]PF6*0.3CH2Cl2

Conditions
ConditionsYield
for 24h; Schlenk technique; Inert atmosphere; Reflux;81.9%
...Expand
ammonium hexafluorophosphate

ammonium hexafluorophosphate

dichloromethane
75-09-2

dichloromethane

[PtCl2(dppp)]*0.5H2O

[PtCl2(dppp)]*0.5H2O

Chloroquine
54-05-7

Chloroquine

[Pt(dppp)(CQ)Cl]PF6*0.5CH2Cl2

[Pt(dppp)(CQ)Cl]PF6*0.5CH2Cl2

Conditions
ConditionsYield
for 24h; Schlenk technique; Inert atmosphere; Reflux;81.6%
...Expand
Chloroquine
54-05-7

Chloroquine

chloroquine phosphate
50-63-5

chloroquine phosphate

Conditions
ConditionsYield
With phosphoric acid In ethanol80.32%
With phosphoric acid In ethanol at 60 - 65℃;66.11%
Chloroquine
54-05-7

Chloroquine

chloroquine phosphate
1446-17-9

chloroquine phosphate

Conditions
ConditionsYield
With phosphoric acid In ethanol at 45 - 50℃; for 4h; pH=4;78.2%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

[RuCl(η6-C10H14)(5,5′-dimethyl-2,2'-bipyridine)]*PF6

[RuCl(η6-C10H14)(5,5′-dimethyl-2,2'-bipyridine)]*PF6

Chloroquine
54-05-7

Chloroquine

[Ru(chloroquine)(η6-C10H14)(5,5′-dimethyl-2,2′-bipyridine)]*[PF6]2

[Ru(chloroquine)(η6-C10H14)(5,5′-dimethyl-2,2′-bipyridine)]*[PF6]2

Conditions
ConditionsYield
Stage #1: ammonium hexafluorophosphate; [RuCl(η6-C10H14)(5,5′-dimethyl-2,2'-bipyridine)]*PF6 In methanol for 1h; Inert atmosphere; Schlenk technique;
Stage #2: Chloroquine In methanol for 1h; Reflux; Inert atmosphere; Schlenk technique;		76%
...Expand
ammonium hexafluorophosphate

ammonium hexafluorophosphate

Au(primaquine)Cl

Au(primaquine)Cl

Chloroquine
54-05-7

Chloroquine

[Au(chloroquine)(primaquine)]PF6

[Au(chloroquine)(primaquine)]PF6

Conditions
ConditionsYield
Stage #1: ammonium hexafluorophosphate; Au(primaquine)Cl In acetonitrile for 2h; Schlenk technique;
Stage #2: Chloroquine In acetonitrile at 0℃; for 4h; Schlenk technique;		73%
...Expand
oxovanadium(IV) sulfate

oxovanadium(IV) sulfate

Chloroquine
54-05-7

Chloroquine

sulphatomonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamine)quinolineoxovanadium(IV)

sulphatomonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamine)quinolineoxovanadium(IV)

Conditions
ConditionsYield
In ethanol; water refluxing equimolar chloroquine soln. (ethanol) with aq. vanadyl sulfate soln., 3h; concentrating; allowing to stand overnight; crystn.; washing (water, alcohol, ether); drying (vac.); elem. anal.;70%
Chloroquine
54-05-7

Chloroquine

cobalt(II) chloride
7646-79-9

cobalt(II) chloride

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinecobalt(II)

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinecobalt(II)

Conditions
ConditionsYield
In ethanol refluxing equimolar chloroquine soln. with CoCl2 soln., 5h; concentrating; allowing to stand overnight; crystn.; washing (water, alcohol, ether); drying (vac.); elem. anal.;70%
Chloroquine
54-05-7

Chloroquine

copper dichloride

copper dichloride

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinecopper(II)

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinecopper(II)

Conditions
ConditionsYield
In ethanol refluxing equimolar chloroquine soln. with CuCl2 soln., 5h; concentrating; allowing to stand overnight; crystn.; washing (water, alcohol, ether); drying (vac.); elem. anal.;70%
Chloroquine
54-05-7

Chloroquine

nickel dichloride

nickel dichloride

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinenickel(II)

dichloromonoaquo-7-chloro-4-(4-diethylamino-1-methylbutylamino)quinolinenickel(II)

Conditions
ConditionsYield
In ethanol refluxing equimolar chloroquine soln. with CoCl2 soln., 5h; concentrating; allowing to stand overnight; crystn.; washing (water, alcohol, ether); drying (vac.); elem. anal.;70%
[(η6-p-cymene)RuCl(H2NCH2CH2NH2-N,N)]PF6

[(η6-p-cymene)RuCl(H2NCH2CH2NH2-N,N)]PF6

silver(I) hexafluorophosphate
26042-63-7

silver(I) hexafluorophosphate

Chloroquine
54-05-7

Chloroquine

[Ru(II)(η6.-p-cymene)(ethylenediamine)(chloroquine)](PF6)2

[Ru(II)(η6.-p-cymene)(ethylenediamine)(chloroquine)](PF6)2

Conditions
ConditionsYield
In methanol byproducts: AgCl; under N2; chloroquine and silver salt added to soln. of Ru complex in methanol, kept at room temp. in the dark for 20 h; filtration, filtrate evapd. under vac., extn. with acetone, addn. of Et2O, ppt. filtered off, dried under vac.; elem. anal.;70%
...Expand
dichloro(benzene)ruthenium(II) dimer
37366-09-9

dichloro(benzene)ruthenium(II) dimer

Chloroquine
54-05-7

Chloroquine

[Ru(II)(η6-benzene)(chloroquine)Cl2]
1108749-82-1, 1108749-92-3

[Ru(II)(η6-benzene)(chloroquine)Cl2]

Conditions
ConditionsYield
In acetonitrile under N2; addn. of chloroquine to soln. Ru complex in acetonitrile, mixt. stirred at room temp. for 20 h; solid filtered off, dried under vac., purified by stirring in acetone, filtration, dried under vac.; elem. anal.;70%

Chloroquine Chemical Properties

Molecule structure of Chloroquine (CAS NO.54-05-7) :

Molecular Weight: 319.87214 g/mol
Molecular Formula: C18H26ClN3
IUPAC Name: 4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine 
Density: 1.111 g/cm3
Melting Point: 289 °C
Boiling Point: 460.6 °C at 760 mmHg
Flash Point: 232.3 °C  
Molar Volume: 287.8 cm3 
Water Solubility 10.6 mg/L
Polarizability: 38.62*10-24 cm3
Surface Tension: 43.9 dyne/cm 
Enthalpy of Vaporization: 72.13 kJ/mol 
Vapour Pressure: 1.15E-08 mmHg at 25 °C 
Henry's Law Constant: 1.07E-12 atm-m3/mole at 25 °C
Atmospheric OH Rate Constant: 1.59E-10 cm3/molecule-sec at 25 °C
XLogP3: 4.6
H-Bond Donor: 1
H-Bond Acceptor: 3
Rotatable Bond Count: 8
Tautomer Count: 3
Exact Mass: 319.181526
MonoIsotopic Mass: 319.181526
Topological Polar Surface Area: 28.2
Heavy Atom Count: 22
Complexity: 309
Canonical 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
EINECS: 200-191-2

Chloroquine History

 Chloroquine (CAS NO.54-05-7) (CQ), N'-(7-chloroquinolin-4-yl)-N,N-diethyl-pentane-1,4-diamine was discovered 1934 by Andersag and co-workers at the Bayer laboratories who named it "Resochin". It was ignored for a decade because it was considered too toxic for human use. During World War II United States government-sponsored clinical trials for anti-malarial drug development showed unequivocally that CQ has a significant therapeutic value as an anti-malarial drug. It was introduced into clinical practice in 1947 for the prophylactic treatment of malaria.

 

Chloroquine Uses

 Chloroquine (CAS NO.54-05-7) has long been used in the treatment or prevention of malaria. After the malaria parasite Plasmodium falciparum started to develop widespread resistance to chloroquine, new potential utilisations of this cheap and widely available drug have been investigated. Chloroquine (CAS NO.54-05-7) has been extensively used in mass drug administrations which may have contributed to the emergence and spread of resistance. As it mildly suppresses the immune system, it is used in some autoimmune disorders, such as rheumatoid arthritis and lupus erythematosus. Chloroquine (CAS NO.54-05-7) is in clinical trials as an investigational antiretroviral in humans with HIV-1/AIDS and as a potential antiviral agent against chikungunya fever.The radiosensitizing and chemosensitizing properties of chloroquine are beginning to be exploited in anticancer strategies in humans.

Chloroquine Production

 Chloroquine (CAS NO.54-05-7) is made from 4,7-dichloro-quinoline ([86-98-6]) and 2-amino-5-diethylamino-pentane condensation derived

Chloroquine Toxicity Data With Reference

child LDLo oral 37593ug/kg (37.593mg/kg) BRAIN AND COVERINGS: OTHER DEGENERATIVE CHANGES

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: CHANGE IN RATE		 Annals of Emergency Medicine. Vol. 19, Pg. 47, 1990.
 
human LDLo oral 20mg/kg (20mg/kg) SENSE ORGANS AND SPECIAL SENSES: DIPLOPIA: EYE

BEHAVIORAL: COMA

VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION		 Journal Europeen de Toxicologie. Vol. 6, Pg. 86, 1973.
man LDLo oral 86mg/kg (86mg/kg) CARDIAC: CHANGE IN RATE

CARDIAC: OTHER CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING		 New England Journal of Medicine. Vol. 318, Pg. 1, 1988.
 
mouse LD50 intramuscular 71mg/kg (71mg/kg)   Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. 4, Pg. 69, 1983.
 
mouse LD50 intraperitoneal 66mg/kg (66mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 32, Pg. 1219, 1982.
 
mouse LD50 intravenous 21600ug/kg (21.6mg/kg)   Zhongguo Yaoli Xuebao. Acta Pharmacologica Sinica. Chinese Journal of Pharmacology. Vol. 4, Pg. 69, 1983.
 
mouse LD50 oral 311mg/kg (311mg/kg) BEHAVIORAL: TREMOR

LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD		 Oyo Yakuri. Pharmacometrics. Vol. 7, Pg. 753, 1973.
mouse LD50 subcutaneous 150mg/kg (150mg/kg)   Journal Europeen de Toxicologie. Vol. 6, Pg. 86, 1973.
rabbit LD50 intravenous 8mg/kg (8mg/kg)   Therapie. Vol. 25, Pg. 823, 1970.
 
rabbit LD50 subcutaneous 75mg/kg (75mg/kg)   Journal Europeen de Toxicologie. Vol. 6, Pg. 86, 1973.
rabbit LDLo intramuscular 20mg/kg (20mg/kg)   Yaoxue Xuebao. Acta Pharmaceutica Sinica. Pharmaceutical Journal. Vol. 15, Pg. 630, 1980.
 
rat LD50 intraperitoneal 102mg/kg (102mg/kg) GASTROINTESTINAL: OTHER CHANGES Pharmacology: International Journal of Experimental and Clinical Pharmacology. Vol. 13, Pg. 401, 1975.
 
rat LD50 intravenous 60mg/kg (60mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 163, Pg. 38, 1966.
 
rat LD50 oral 330mg/kg (330mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: ATAXIA		 Journal of Toxicology, Clinical Toxicology. Vol. 20, Pg. 271, 1983.
 
rat LD50 subcutaneous 190mg/kg (190mg/kg)   Archives Internationales de Pharmacodynamie et de Therapie. Vol. 163, Pg. 38, 1966.
 
women LDLo oral 110mg/kg (110mg/kg) CARDIAC: CHANGE IN RATE

CARDIAC: OTHER CHANGES

GASTROINTESTINAL: NAUSEA OR VOMITING		 New England Journal of Medicine. Vol. 318, Pg. 1, 1988.
 
women LDLo oral 180mg/kg (180mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP

VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION		 Medical Journal of Australia. Vol. 160, Pg. 231, 1994.
women TDLo oral 24mg/kg/12D-I (24mg/kg) BRAIN AND COVERINGS: CHANGES IN SURFACE EEG

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"

BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)		 Annals of Internal Medicine. Vol. 123, Pg. 76, 1995.
women TDLo oral 3600mg/kg/3Y (3600mg/kg) SENSE ORGANS AND SPECIAL SENSES: VISUAL FIELD CHANGES: EYE

GASTROINTESTINAL: OTHER CHANGES		 Tropical and Geographical Medicine. Vol. 32, Pg. 216, 1980.
 

Chloroquine Specification

 Chloroquine (CAS NO.54-05-7) is also called (7-Chloro-4-(4-diethylamino-1-methylbutylamino)-quinoline ; 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl- ; 1,4-Pentanediamine,n(sup4)-(7-chloro-4-quinolinyl)-n(sup1),n(sup1)-diethy ; 3377 RP ; 3377 RP opalate ; 4-(4-Diethylamino-1-methylbntyla-mino)-7-chloroquinoline ; 7-Chloro-4-((4-(diethylamino)-1-methylbutyl)amino)-quinolin . Chloroquine (CAS NO.54-05-7) is stability stable, but light sensitive. It is incompatible with strong oxidizing agents. It is soluble in water, insoluble in alcohol, chloroform and ether .

Related Products

Hot Products

Post buying leads

About|Contact|Cas|Product Name|Molecular|Country|Encyclopedia

Message|New Cas|MSDS|Service|Advertisement|CAS DataBase|Article Data|Manufacturers | Chemical Catalog

©2008 LookChem.com,License: ICP

NO.:Zhejiang16009103

complaints:service@lookchem.com Desktop View