InterPAD - DETAILS

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, Resoquine, Malarex, Chloroquinum, Cloroquina, 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), 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, RP 3377, 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, Gontochin phosphate, CHEMBL76, 4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine, 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-, MFCD00024009, 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, ST 21, 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), 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, N4-(7-chloro-4-quinolyl)-N1,N1-diethyl-pentane-1,4-diamine, 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, NCI60_000894, SY086904, WLN: T66 BNJ EMY1&3N2&2 IG, SBI-0050284.P004, AB00053436, C3730, CS-0021871, FT-0623612, 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, (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, N(sup4)-(7-chloro-4-quinolinyl)-N(sup1),N(sup1)-diethyl-1,4-pentanediamine, 117399-83-4

No.	Title	Href
1	ROS-mediated activation and mitochondrial translocation of CaMKII contributes to Drp1-dependent mitochondrial fission and apoptosis in triple-negative breast cancer cells by isorhamnetin and chloroquine. J Exp Clin Cancer Res. 2019 May 28;38(1):225. doi: 10.1186/s13046-019-1201-4.	`Click`
2	Honokiol exhibits enhanced antitumor effects with chloroquine by inducing cell death and inhibiting autophagy in human non-small cell lung cancer cells. Oncol Rep. 2015 Sep;34(3):1289-300. doi: 10.3892/or.2015.4091.	`Click`
3	Gambogic acid induces autophagy and combines synergistically with chloroquine to suppress pancreatic cancer by increasing the accumulation of reactive oxygen species. Cancer Cell Int. 2019 Jan 5;19:7. doi: 10.1186/s12935-018-0705-x.	`Click`

No.

Title

Href

ROS-mediated activation and mitochondrial translocation of CaMKII contributes to Drp1-dependent mitochondrial fission and apoptosis in triple-negative breast cancer cells by isorhamnetin and chloroquine. J Exp Clin Cancer Res. 2019 May 28;38(1):225. doi: 10.1186/s13046-019-1201-4.

Click

Honokiol exhibits enhanced antitumor effects with chloroquine by inducing cell death and inhibiting autophagy in human non-small cell lung cancer cells. Oncol Rep. 2015 Sep;34(3):1289-300. doi: 10.3892/or.2015.4091.

Click

Gambogic acid induces autophagy and combines synergistically with chloroquine to suppress pancreatic cancer by increasing the accumulation of reactive oxygen species. Cancer Cell Int. 2019 Jan 5;19:7. doi: 10.1186/s12935-018-0705-x.

Click

Name	Chloroquine
PubChem CID	2719
Molecular Weight	319.9g/mol
Synonyms	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, Resoquine, Malarex, Chloroquinum, Cloroquina, 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), 1,4-Pentanediamine, N4-(7-chloro-4-quinolinyl)-N1,N1-diethyl-, RP 3377, 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, Gontochin phosphate, CHEMBL76, 4-N-(7-chloroquinolin-4-yl)-1-N,1-N-diethylpentane-1,4-diamine, 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-, MFCD00024009, 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, ST 21, 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), 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, N4-(7-chloro-4-quinolyl)-N1,N1-diethyl-pentane-1,4-diamine, 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, NCI60_000894, SY086904, WLN: T66 BNJ EMY1&3N2&2 IG, SBI-0050284.P004, AB00053436, C3730, CS-0021871, FT-0623612, 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, (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, N(sup4)-(7-chloro-4-quinolinyl)-N(sup1),N(sup1)-diethyl-1,4-pentanediamine, 117399-83-4
Drug Type	Small molecule
Formula	C₁₈H₂₆ClN₃
SMILES	CCN(CC)CCCC(C)NC1=C2C=CC(=CC2=NC=C1)Cl
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
CAS Number	54-05-7
ChEMBL ID	CHEMBL76
ChEBI ID	CHEBI:3638
TTD ID	D09EGZ
Drug Bank ID	DB00608
KEGG ID	C07625
Toxicity	Organism	Test Type	Route(Dose)
	rat	LD50	intraperitoneal(165 mg/kg)
	mouse	LD50	intraperitoneal(254 mg/kg)
	rat	LD50	oral(322 mg/kg)
Structure			Download 2D MOL 3D MOL

Pair Name	Isorhamnetin, Chloroquine
Partner Name	Isorhamnetin
Disease Info	[ICD-11: 2C60]	Breast cancer		Investigative
Biological Phenomena	Induction-->Mitochondrial fission and apoptosis
Gene Regulation	Up-regulation	Phosphorylation	CAMK2G	hsa818
	Up-regulation	Cleavage	CASP3	hsa836
	Up-regulation	Expression	CYCS	hsa54205
	Up-regulation	Phosphorylation	DNM1L	hsa10059
	Up-regulation	Expression	MAP1LC3A	hsa84557
	Up-regulation	Expression	MAP1LC3B	hsa81631
	Up-regulation	Cleavage	PARP1	hsa142
	Down-regulation	Expression	SQSTM1	hsa8878
In Vitro Model	MDA-MB-231	Breast adenocarcinoma	Homo sapiens (Human)	CVCL_0062
	MCF-7	Invasive breast carcinoma of no special type	Homo sapiens (Human)	CVCL_0031
	BT-549	Invasive breast carcinoma of no special type	Homo sapiens (Human)	CVCL_1092
In Vivo Model	MDA-MB-231 cells (4×10⁷) were inoculated in the right legs of mice. After tumor inoculation, the mice were randomly divided into four treatment groups (16 mice per group; six mice were used for body weight and tumor volume measurement, the others for survival analysis).
Result	Our study highlights the critical role of ROS-mediating CaMKII/Drp1 signaling in the regulation of mitochondrial fission and apoptosis induced by combination of CQ/IH. These findings also suggest that IH could potentially be further developed as a novel chemotherapeutic agent. Furthermore, a combination of IH with classic autophagy/mitophagy inhibitor could represent a novel therapeutic strategy for the treatment of TNBC.

Pair Name	Honokiol, Chloroquine
Partner Name	Honokiol
Disease Info	[ICD-11: 2C25]	Lung cancer		Investigative
Biological Phenomena	Induction-->Apoptosis
Gene Regulation	Up-regulation	Expression	MAP1LC3A	hsa84557
Gene Regulation	Up-regulation	Expression	SQSTM1	hsa8878
In Vitro Model	NCI-H460	Lung large cell carcinoma	Homo sapiens (Human)	CVCL_0459
In Vitro Model	A-549	Lung adenocarcinoma	Homo sapiens (Human)	CVCL_0023
Result	An enhanced antitumor effect was demonstrated following treatment with HNK combined with CQ by inhibiting autophagy and inducing apoptosis via a caspase-dependent and cathepsin D-involved manner. This combination may be a novel and useful antitumor approach for chemotherapy in NSCLC.

Pair Name	Gambogic Acid, Chloroquine
Partner Name	Gambogic Acid
Disease Info	[ICD-11: 2C10.0]	Pancreatic ductal adenocarcinoma		Investigative
Biological Phenomena	Induction-->Autophagy
Gene Regulation	Up-regulation	Expression	BECN1	hsa8678
	Up-regulation	Cleavage	CASP9	hsa842
	Up-regulation	Expression	MAP1LC3A	hsa84557
	Up-regulation	Cleavage	PARP1	hsa142
	Down-regulation	Expression	SQSTM1	hsa8878
In Vitro Model	PANC-1	Pancreatic ductal adenocarcinoma	Homo sapiens (Human)	CVCL_0480
In Vitro Model	BxPC-3	Pancreatic ductal adenocarcinoma	Homo sapiens (Human)	CVCL_0186
In Vivo Model	These results demonstrate that gambogic acid induces cytoprotective autophagy in pancreatic cancer cells. The inhibition of autophagy promotes the cytotoxicity of gambogic acid by increasing the accumulation of ROS in pancreatic cancer cells. Combining chloroquine and gambogic acid may be a promising treatment for pancreatic cancer.
Result	Gambogic acid induces autophagy and combines synergistically with chloroquine to suppress pancreatic cancer by increasing the accumulation of reactive oxygen species