Chloroquine
- chloroquine
- 54-05-7
- Aralen
- Chlorochin
- Chloraquine
- Create:2005-03-25
- Modify:2025-01-18
- Aralen
- Arechine
- Arequin
- Chingamin
- Chlorochin
- Chloroquine
- Chloroquine Sulfate
- Chloroquine Sulphate
- Khingamin
- Nivaquine
- Sulfate, Chloroquine
- Sulphate, Chloroquine
- chloroquine
- 54-05-7
- Aralen
- Chlorochin
- Chloraquine
- Artrichin
- Chloroquina
- Chloroquinium
- Capquin
- Reumachlor
- Chemochin
- Chlorquin
- Clorochina
- Malaquin
- Bemaco
- Arthrochin
- Bemasulph
- Chingamin
- Cidanchin
- Cocartrit
- Dichinalex
- Gontochin
- Pfizerquine
- Quinachlor
- Quinercyl
- Quinoscan
- Tresochin
- Benaquin
- Bipiquin
- Elestol
- Heliopar
- Iroquine
- Klorokin
- Lapaquin
- Malaren
- Mesylith
- Neochin
- Quinilon
- Roquine
- Sanoquin
- Silbesan
- Siragan
- Solprina
- Sopaquin
- Trochin
- Amokin
- Imagon
- Nivaquine B
- Bemaphate
- Cloroquina
- Resoquine
- Malarex
- Chloroquinum
- Ronaquine
- Nivaquine
- Chlorochine
- Chlorochinum
- Quinagamine
- Khingamin
- N4-(7-chloroquinolin-4-yl)-N1,N1-diethylpentane-1,4-diamine
- Avlochlor
- Nivachine
- Quinagamin
- Quingamine
- Resochen
- Resoquina
- Reumaquin
- WIN 244
- Delagil
- ST 21 (pharmaceutical)
- RP 3377
- 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-
- Chloroquinum [INN-Latin]
- Cloroquina [INN-Spanish]
- W 7618
- (+-)-Chloroquine
- CCRIS 3439
- CHEBI:3638
- HSDB 3029
- 7-Chloro-4-((4-(diethylamino)-1-methylbutyl)amino)quinoline
- N4-(7-Chloro-4-quinolinyl)-N1,N1-diethyl-1,4-pentanediamine
- {4-[(7-chloroquinolin-4-yl)amino]pentyl}diethylamine
- EINECS 200-191-2
- UNII-886U3H6UFF
- Chloroin
- Miniquine
- Rivoquine
- Tanakene
- Arolen
- NSC 187208
- NSC-187208
- BRN 0482809
- 886U3H6UFF
- 4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine
- Gontochin phosphate
- CHEMBL76
- MFCD00024009
- SN 6718
- Chloroquine [USP:INN:BAN]
- Ipsen 225
- N(sup 4)-(7-Chloro-4-quinolinyl)-N(sup 1),N(sup 1)-diethyl-1,4-pentanediamine
- DTXSID2040446
- 7-Chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]quinoline
- Quinoline, 7-chloro-4-((4-(diethylamino)-1-methylbutyl)amino)-
- 1,4-Pentanediamine, N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-
- NSC187208
- SN 7618
- CQ
- Chloroquine (VAN)
- Clorochina [DCIT]
- N(4)-(7-chloro-4-quinolinyl)-N(1),N(1)-diethyl-1,4-pentanediamine
- Chloroquinum (INN-Latin)
- Cloroquina (INN-Spanish)
- 3377 RP
- 1,4-Pentanediamine, N(sup 4)-(7-chloro-4-quinolinyl)-N(sup 1),N(sup 1)-diethyl-
- CHLOROQUINE (MART.)
- CHLOROQUINE [MART.]
- Chloroquine (USP:INN:BAN)
- 1246815-14-4
- 3377 RP opalate
- Chloroquin
- CHLOROQUINE (USP IMPURITY)
- CHLOROQUINE [USP IMPURITY]
- CHLOROQUINE (USP MONOGRAPH)
- CHLOROQUINE [USP MONOGRAPH]
- Quinoline, 7-chloro-4-[[4-(diethylamino)-1-methylbutyl]amino]-
- N(4)-(7-chloroquinolin-4-yl)-N(1),N(1)-diethylpentane-1,4-diamine
- 1,4-PENTANEDIAMINE, N(SUP 4)-(7-CHLORO-4-QUINOLINYL)-N(SUP 1),N (SUP 1)-DIETHYL-
- NSC14050
- Chloroquine (USP/INN)
- Malaquin (*Diphosphate*)
- Cloroquine
- Chloroquine, 17
- Arechin (Salt/Mix)
- Delagil (Salt/Mix)
- Tanakan (Salt/Mix)
- RP-3377
- Bemaphate (Salt/Mix)
- Resoquine (Salt/Mix)
- Chloroquine (Standard)
- Spectrum_000132
- Chloroquine + Proveblue
- CHLOROQUINE [MI]
- Prestwick0_000548
- Prestwick1_000548
- Prestwick2_000548
- Prestwick3_000548
- Spectrum2_000127
- Spectrum3_000341
- Spectrum4_000279
- Spectrum5_000707
- CHLOROQUINE [INN]
- (.+/-.)-Chloroquine
- CHLOROQUINE [HSDB]
- Epitope ID:131785
- MolMap_000009
- CHLOROQUINE [VANDF]
- SCHEMBL8933
- Lopac0_000296
- BSPBio_000595
- BSPBio_002001
- CHLOROQUINE [WHO-DD]
- KBioGR_000778
- KBioSS_000592
- DivK1c_000404
- CU-01000012392-2
- SPBio_000174
- SPBio_002516
- GNF-Pf-4216
- BPBio1_000655
- GTPL5535
- DTXCID0020446
- BDBM22985
- KBio1_000404
- KBio2_000592
- KBio2_003160
- KBio2_005728
- KBio3_001221
- P01BA01
- NINDS_000404
- HMS2090O03
- HY-17589AR
- N4-(7-chloro-4-quinolyl)-N1,N1-diethyl-pentane-1,4-diamine
- ALBB-025694
- HY-17589A
- s6999
- AKOS015935106
- CCG-204391
- CS-W004760
- DB00608
- KH-0005
- SB73098
- SDCCGSBI-0050284.P005
- IDI1_000404
- SMP2_000034
- NCGC00015256-02
- NCGC00015256-03
- NCGC00015256-04
- NCGC00015256-05
- NCGC00015256-06
- NCGC00015256-07
- NCGC00015256-08
- NCGC00015256-09
- NCGC00015256-10
- NCGC00015256-13
- NCGC00015256-17
- NCGC00015256-28
- NCGC00162120-01
- DA-51857
- NCI60_000894
- SY086904
- WLN: T66 BNJ EMY1&3N2&2 IG
- SBI-0050284.P004
- AB00053436
- C3730
- CS-0021871
- NS00001540
- C07625
- D02366
- EN300-120683
- MLS-0466768.0001
- AB00053436-05
- AB00053436_06
- AB00053436_07
- 1, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-
- Q422438
- BRD-A91699651-065-01-1
- BRD-A91699651-316-06-7
- BRD-A91699651-316-09-1
- BRD-A91699651-316-10-9
- BRD-A91699651-316-11-7
- (7-Chloro-4-(4-diethylamino-1-methylbutylamino)-quinoline
- n(sup4)-(7-chloro-4-quinolinyl)-n(sup1),4-pentanediamine
- quinoline, 7-chloro-4-(4-diethylamino-1-methyl)butylamino-
- N'-(7-chloroquinolin-4-yl)-N,N-diethylpentane-1,4-diamine
- Quinoline, 7-chloro-4-(4-diethylamino-1-methyl-butylamino)-
- 7-CHLORO-N-[5-(DIETHYLAMINO)PENTAN-2-YL]QUINOLIN-4-AMINE
- N~4~-(7-chloroquinolin-4-yl)-N~1~,N~1~-diethylpentane-1,4-diamine
- 1,4-pentanediamine, N~4~-(7-chloro-4-quinolinyl)-N~1~,N~1~-diethyl-, phosphate (1:2)
- N(sup4)-(7-chloro-4-quinolinyl)-N(sup1),N(sup1)-diethyl-1,4-pentanediamine
- 117399-83-4
Antimalarial medicines > For chemoprevention
Antimalarial medicines > For curative treatment
Disease-modifying anti-rheumatic drugs (DMARDs)
320.0 99.99
322.0 34
321.0 21
323.0 7
319.0 5
320 99.99
322 34
321 21
323 7
319 5
86.09948 100
179.04067 87.90
191.04087 54.50
247.10326 46.80
69.07272 35.80
247.10443 100
142.16265 37.10
320.19279 15.20
86.10002 3.50
179.04165 2.40
179.0373 999
191.0371 487
86.0965 481
156.0682 223
144.0686 202
247.0999 999
179.0369 398
142.1588 330
191.0368 264
86.0962 261
320 999
322 340
321 210
323 70
319 50
247.10081794858803 100
142.16200341467243 41.36
179.04096756783338 37.45
191.039162402852 28.27
320.1952506959025 26.92
- Chloroquine Phosphate (has salt form)
- Chloroquine Sulfate (has salt form)
- Chloroquine Hydrochloride (has salt form)
- Chloroquine diorotate (is active moiety of)
- Cytoplasm
- Extracellular
- Membrane
Use (kg; approx.) in Germany (2009): >750
Consumption (g per capita; approx.) in Germany (2009): 0.00916
Excretion rate: 0.7
Calculated removal (%): 78.6
P264, P270, P301+P317, P330, and P501
(The corresponding statement to each P-code can be found at the GHS Classification page.)
Aggregated GHS information provided per 40 reports by companies from 2 notifications to the ECHA C&L Inventory.
Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown.
IMAP assessments - 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-: Human health tier I assessment
IMAP assessments - 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-: Environment tier I assessment
Despite use for more than 50 years, chloroquine has rarely been linked to serum aminotransferase elevations or to clinically apparent acute liver injury. In patients with acute porphyria and porphyria cutanea tarda, chloroquine can trigger an acute attack with fever and serum aminotransferase elevations, sometimes resulting in jaundice. Hydroxychloroquine does not cause this reaction and appears to have partial beneficial effects in porphyria. In clinical trials of chloroquine for COVID-19 prevention and treatment, there were no reports of hepatotoxicity, and rates of serum enzyme elevations during chloroquine treatment were low and similar to those in patients receiving placebo or standard of care.
Likelihood score: D (possible rare cause of clinically apparent liver injury).
M Chen, V Vijay, Q Shi, Z Liu, H Fang, W Tong. FDA-Approved Drug Labeling for the Study of Drug-Induced Liver Injury, Drug Discovery Today, 16(15-16):697-703, 2011. PMID:21624500 DOI:10.1016/j.drudis.2011.05.007
M Chen, A Suzuki, S Thakkar, K Yu, C Hu, W Tong. DILIrank: the largest reference drug list ranked by the risk for developing drug-induced liver injury in humans. Drug Discov Today 2016, 21(4): 648-653. PMID:26948801 DOI:10.1016/j.drudis.2016.02.015
Volume 13: (1977) Some Miscellaneous Pharmaceutical Substances
Volume Sup 7: Overall Evaluations of Carcinogenicity: An Updating of IARC Monographs Volumes 1 to 42, 1987; 440 pages; ISBN 92-832-1411-0 (out of print)
◉ Summary of Use during Lactation
Very small amounts of chloroquine are excreted in breast milk; when given once weekly, the amount of drug is not sufficient to harm the infant nor is the quantity sufficient to protect the child from malaria. United Kingdom malaria treatment guidelines recommend that weekly chloroquine 500 mg be given until breastfeeding is completed and primaquine can be given. Breastfeeding infants should receive the recommended dosages of chloroquine for malaria prophylaxis.In HIV-infected women, elevated viral HIV loads in milk were decreased after treatment with chloroquine to a greater extent than other women who were treated with the combination of sulfadoxine and pyrimethamine. Because no information is available on the daily use of chloroquine during breastfeeding, hydroxychloroquine or another agent may be preferred in this situation, especially while nursing a newborn or preterm infant.
◉ Effects in Breastfed Infants
Several authors have pointed out that malaria prophylaxis in nursing mothers with chloroquine is common in endemic areas. As of the revision date, no reports of adverse reactions in breastfed infants have been published.
◉ Effects on Lactation and Breastmilk
Relevant published information was not found as of the revision date.
Patents are available for this chemical structure:
https://patentscope.wipo.int/search/en/result.jsf?inchikey=WHTVZRBIWZFKQO-UHFFFAOYSA-N
- Australian Industrial Chemicals Introduction Scheme (AICIS)1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-https://services.industrialchemicals.gov.au/search-assessments/
- CAS Common ChemistryLICENSEThe data from CAS Common Chemistry is provided under a CC-BY-NC 4.0 license, unless otherwise stated.https://creativecommons.org/licenses/by-nc/4.0/
- ChemIDplusChloroquine [USP:INN:BAN]https://pubchem.ncbi.nlm.nih.gov/substance/?source=chemidplus&sourceid=0000054057ChemIDplus Chemical Information Classificationhttps://pubchem.ncbi.nlm.nih.gov/source/ChemIDplus
- DrugBankLICENSECreative Common's Attribution-NonCommercial 4.0 International License (http://creativecommons.org/licenses/by-nc/4.0/legalcode)https://www.drugbank.ca/legal/terms_of_useChloroquinehttps://www.drugbank.ca/drugs/DB00608
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- FDA Global Substance Registration System (GSRS)LICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
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- CCSbaseCCSbase Classificationhttps://ccsbase.net/
- ChEBI
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- LiverTox
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- IUPAC Digitized pKa Datasetquinoline, 7-chloro-4-(4-diethylamino-1-methyl)butylamino-https://github.com/IUPAC/Dissociation-Constants
- Drugs and Lactation Database (LactMed)
- Drugs@FDALICENSEUnless otherwise noted, the contents of the FDA website (www.fda.gov), both text and graphics, are not copyrighted. They are in the public domain and may be republished, reprinted and otherwise used freely by anyone without the need to obtain permission from FDA. Credit to the U.S. Food and Drug Administration as the source is appreciated but not required.https://www.fda.gov/about-fda/about-website/website-policies#linking
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- SpectraBaseChloroquinehttps://spectrabase.com/spectrum/BrpTswYWahiChloroquinehttps://spectrabase.com/spectrum/3iyvalrynF0CHLOROQUINEhttps://spectrabase.com/spectrum/10sStszu4T5
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- Metabolomics Workbench
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- Wikidatachloroquinehttps://www.wikidata.org/wiki/Q422438
- WikipediaChloroquinehttps://en.wikipedia.org/wiki/Chloroquine
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- PATENTSCOPE (WIPO)SID 403383553https://pubchem.ncbi.nlm.nih.gov/substance/403383553
- NCBI