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Substance Name: Chloroquine phosphate [USP:BAN]
RN: 50-63-5
UNII: 6E17K3343P
InChIKey: QKICWELGRMTQCR-UHFFFAOYSA-N
Note
- The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.
Molecular Formula
- C18-H26-Cl-N3.2H3-O4-P
Molecular Weight
- 515.8648
- All
- Classifications
- Links to Resources
- Names & Synonyms
- Registry Numbers
- Formulas
- Structure Descriptors
- Toxicity
Classification Codes
- Analgesics
- Analgesics, Non-Narcotic
- Anthelmintics
- Anti-Amebic
- Anti-Infective Agents
- Anti-Inflammatory Agents
- Anti-Inflammatory Agents, Non-Steroidal
- Antimalarial
- Antimalarials
- Antinematodal Agents
- Antiparasitic Agents
- Antiprotozoal Agents
- Antirheumatic Agents
- Antiviral (COVID-19)
- Drug / Therapeutic Agent
- Filaricides
- Human Data
- Mutation Data
- Peripheral Nervous System Agents
- Reproductive Effect
- Sensory System Agents
- Suppressant (Lupus Erythematosus)
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Names and Synonyms
Name of Substance
- Chloroquine diphosphate
- Chloroquine phosphate [USP:BAN]
Synonyms
- 3377 RP
- 7-Chlor-4-(4-(diaethylamino)-1-methylbutylamino)-chinolindiphosphat
- 7-Chlor-4-(4-(diaethylamino)-1-methylbutylamino)-chinolindiphosphat [German]
- 7-Chloro-4-((4-(diethylamino)-1-methylbutyl)amino)quinoline phosphate (1:2)
- AI3-14952
- Alermine
- Aralen
- Aralen diphosphate
- Aralen phosphate
- Arechin
- Avloclor
- Bemaphate
- CCRIS 1554
- Chingamin
- Chingamin phosphate
- Chingaminum
- Chlorochin diphosphate
- Chloroquin diphosphate
- Chloroquine dihydrogen phosphate (1:2)
- Chloroquine diphosphate
- Chloroquine phosphate
- Delagil
- dl-Chloroquine diphosphate
- EINECS 200-055-2
- Gontochin phosphate
- H-Stadur
- Ipsen 225
- Khingamin
- Miniquine
- Nivaquine B
- NSC 14050
- Quingamine
- Resochin
- Resoquine
- RP 3377
- Sanoquin
- SN 7,618
- SN 7618
- Tanakan
- Tanakan (antimalarial)
- Tanakene
- UNII-6E17K3343P
- Unikinon
- WR 1522
Systematic Names
- 1,4-Pentanediamine, N(sup 4)-(7-chloro-4-quinolinyl)-N(sup 1),N(sup 1)-diethyl-, phosphate (1:2)
- 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N',N'-diethyl-, (+-)-, phosphate (1:2)
- 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, phosphate (1:2)
- Chloroquine bis(phosphate)
- Chloroquine phosphate
- N(4)-(7-Chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine, phosphate (1:2)
- Quinoline, 7-chloro-4-((4-(diethylamino)-1-methylbutyl)amino)-, phosphate (1:2) (8CI)
- Quinoline, 7-chloro-4-(4-diethylamino-1-methyl-butylamino)-, diphosphate
Registry Numbers
CAS Registry Number
- 50-63-5
FDA UNII
- 6E17K3343P
Other Registry Numbers
- 6384-82-3
- 69698-56-2
System Generated Number
- 0000050635
Molecular Formulas
Molecular Formula
- C18-H26-Cl-N3.2H3-O4-P
Molecular Formula Fragments
- C18-H26-Cl-N3
- COMPONENT
- H3-O4-P
Structure Descriptors
InChI
InChI=1S/C18H26ClN3.2H3O4P/c1-4-22(5-2)12-6-7-14(3)21-17-10-11-20-18-13-15(19)8-9-16(17)18;2*1-5(2,3)4/h8-11,13-14H,4-7,12H2,1-3H3,(H,20,21);2*(H3,1,2,3,4)InChIKey
QKICWELGRMTQCR-UHFFFAOYSA-NSmiles
CCN(CC)Toxicity
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
bird - domestic | LD50 | intravenous | 64500ug/kg (64.5mg/kg) | Arzneimittel-Forschung. Drug Research. Vol. 20, Pg. 1775, 1970. | |
child | LDLo | oral | 250mg/kg (250mg/kg) | BEHAVIORAL: COMA | Archiv fuer Toxikologie. Vol. 23, Pg. 204, 1968. |
dog | LDLo | intravenous | 8mg/kg (8mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) | "A Survey of Antimalarial Drugs, 1941-1945," Wiselogle, F.Y., 2 vols., Ann Arbor, MI, J.W. Edwards, 1946Vol. 1, Pg. 390, 1946. |
man | LDLo | oral | 179mg/kg (179mg/kg) | Archiv fuer Toxikologie. Vol. 23, Pg. 204, 1968. | |
man | TDLo | oral | 8571ug/kg (8.571mg/kg) | GASTROINTESTINAL: OTHER CHANGES GASTROINTESTINAL: NAUSEA OR VOMITING | Human Toxicology. Vol. 8, Pg. 387, 1989. |
man | TDLo | oral | 8571ug/kg (8.571mg/kg) | GASTROINTESTINAL: NAUSEA OR VOMITING GASTROINTESTINAL: OTHER CHANGES GASTROINTESTINAL: ULCERATION OR BLEEDING FROM DUODENUM | Human Toxicology. Vol. 8, Pg. 387, 1989. |
mouse | LD50 | intraperitoneal | 68mg/kg (68mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | "A Survey of Antimalarial Drugs, 1941-1945," Wiselogle, F.Y., 2 vols., Ann Arbor, MI, J.W. Edwards, 1946Vol. 1, Pg. 389, 1946. |
mouse | LD50 | oral | 500mg/kg (500mg/kg) | Tropenmedizin und Parasitologie. Vol. 30, Pg. 308, 1979. | |
mouse | LD50 | subcutaneous | 200mg/kg (200mg/kg) | Annals of Tropical Medicine and Parasitology. Vol. 74, Pg. 393, 1980. | |
rat | LD50 | oral | 623mg/kg (623mg/kg) | EHP, Environmental Health Perspectives. Vol. 106(Suppl, | |
women | LDLo | oral | 298mg/kg (298mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES CARDIAC: OTHER CHANGES BEHAVIORAL: COMA | Journal of Forensic Sciences. Vol. 41, Pg. 1077, 1996. |
women | TDLo | oral | 138mg/kg (138mg/kg) | BEHAVIORAL: COMA VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES | Japanese Journal of Toxicology. Vol. 12, Pg. 159, 1999. |
women | TDLo | oral | 167mg/kg (167mg/kg) | LUNGS, THORAX, OR RESPIRATION: RESPIRATORY DEPRESSION CARDIAC: EKG CHANGES NOT DIAGNOSTIC OF ABOVE VASCULAR: BP LOWERING NOT CHARACTERIZED IN AUTONOMIC SECTION | Journal of Toxicology, Clinical Toxicology. Vol. 19, Pg. 1067, 1982/1983. |
women | TDLo | oral | 600mg/kg/17W- (600mg/kg) | BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) SENSE ORGANS AND SPECIAL SENSES: OTHER: EYE PERIPHERAL NERVE AND SENSATION: SPASTIC PARALYSIS WITH OR WITHOUT SENSORY CHANGE | Postgraduate Medical Journal. Vol. 55, Pg. 569, 1979. |