Page last updated: 2024-12-08

4-(3-(2-nitro-1-imidazolyl)-propylamino)-7-chloroquinoline hydrochloride

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

4-(3-(2-nitro-1-imidazolyl)-propylamino)-7-chloroquinoline hydrochloride: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID398939
CHEMBL ID1922429
SCHEMBL ID1284999
MeSH IDM0397553

Synonyms (20)

Synonym
nsc709257
nsc-709257
CHEMBL1922429
4-(3-(2-nitro-1-imidazolyl)-propylamino)-7-chloroquinoline hydrochloride
SCHEMBL1284999
4-[3-(2-nitro-1-imidazolyl)-propylamino]-7-chloroquinoline hydrochloride
7-chloro-n-(3-(2-nitro-1h-imidazol-1-yl)propyl)quinolin-4-amine hydrochloride
221292-08-6 (hcl)
nlcq-1 hcl
221292-08-6
7-chloro-n-[3-(2-nitroimidazol-1-yl)propyl]quinolin-4-amine;hydrochloride
fsq8zg98qr ,
nlcq-1 hydrochloride
nlcq1
nlcq 1 [who-dd]
nlcq-1
7-chloro-n-[3-(2-nitro-1h-imidazol-1-yl)propyl]quinolin-4-amine hydrochloride
4-quinolinamine, 7-chloro-n-[3-(2-nitro-1h-imidazol-1-yl)propyl]-, monohydrochloride
4-quinolinamine, 7-chloro-n-[3-(2-nitro-1h-imidazol-1-yl)propyl]-, hydrochloride (1:1)
AKOS040753293

Research Excerpts

Toxicity

ExcerptReferenceRelevance
" In the present study, the 'no observable adverse effect level' for NLCQ-1, when administered on a qdx5 schedule, was >12 and >16 mg/kg/dose in male and female rats respectively."( Investigational new drug-directed, 5-day repeat dose toxicity study of 4-[3-(2-nitro-1-imidazolyl)-propylamino]-7-chloroquinoline hydrochloride (NLCQ-1, NSC 709257) administered with or without Taxol in Sprague-Dawley rats.
Bloomer, WD; Page, JG; Papadopoulou, MV; Torti, VR, 2010
)
0.36

Pharmacokinetics

ExcerptReferenceRelevance
" The mouse pharmacokinetic data suggested that oral administration may achieve plasma concentration and systemic exposure similar to those observed after intravenous administration of NLCQ-1."( Single-dose pharmacokinetics of the DNA-binding bioreductive agent NLCQ-1 (NSC 709257) in CD2F1 mice.
Ames, MM; Reid, JM; Squillace, DP, 2003
)
0.32

Compound-Compound Interactions

ExcerptReferenceRelevance
"The efficacy of the weak DNA-intercalative hypoxia-selective cytotoxin NLCQ-1 (NSC 709257) was investigated in combination with single or fractionated doses of radiation against human glioma U251 xenografts."( NLCQ-1 (NSC 709257) in combination with radiation against human glioma U251 xenografts.
Bloomer, WD; Hollingshead, MG; Papadopoulou, MV,
)
0.13
"0 Gy qd x 4 showed minimal effectiveness (T/C = 27) but, in combination with NLCQ-1, the T/C value was improved to 19."( NLCQ-1 (NSC 709257) in combination with radiation against human glioma U251 xenografts.
Bloomer, WD; Hollingshead, MG; Papadopoulou, MV,
)
0.13
" doses of NLCQ-1 alone or in combination with Taxol in Sprague-Dawley rats, in support of an investigational new drug application."( Investigational new drug-directed, 5-day repeat dose toxicity study of 4-[3-(2-nitro-1-imidazolyl)-propylamino]-7-chloroquinoline hydrochloride (NLCQ-1, NSC 709257) administered with or without Taxol in Sprague-Dawley rats.
Bloomer, WD; Page, JG; Papadopoulou, MV; Torti, VR, 2010
)
0.36

Dosage Studied

ExcerptRelevanceReference
" With few exceptions, most of the clinical signs of toxicity were noted within 2 hr following dosing in the 10."( Investigational new drug-directed toxicology and pharmacokinetic study of 4-[3-(2-nitro-1-imidazolyl)-propylamino]-7-chloroquinoline hydrochloride (NLCQ-1, NSC 709257) in Beagle dogs.
Bloomer, WD; Page, JG; Papadopoulou, MV; Torti, VR, 2010
)
0.36
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1500573Antitrypanosomal activity against blood stream form of Trypanosoma brucei rhodesiense STIB900 trypomastigotes after 72 hrs by Alamar Blue assay2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID632297Antitrypanosomal activity against blood stream form of Trypanosoma cruzi Tulahuen C4 infected in rat L6 cells after 72 hrs by alamar blue assay2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID1500579Antitubercular activity against Mycobacterium tuberculosis H37Rv ATCC 27294 after 5 days measured under aerobic conditions by fluorescence-based assay2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID632301Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma cruzi Tulahuen C42011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID1500577Cytotoxicity against rat L6 cells assessed as reduction in cell viability after 2 days by cell-titer-glo luminescent assay2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID1500576Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei Tulahuen C4 amastigotes infected in rat L6 cells2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID632299Cytotoxicity against rat L6 cells after 72 hrs by alamar blue assay2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID1500574Selectivity index, ratio of IC50 for rat L6 cells to IC50 for blood stream form of Trypanosoma brucei rhodesiense STIB9002017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID1500582Bactericidal activity against Mycobacterium tuberculosis H37Rv ATCC 27294 assessed as minimum concentration required to achieve a 2-log kill measured after 21 days under hypoxic conditions2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID632300Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Trypanosoma brucei rhodesiense STIB 9002011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID632296Antitrypanosomal activity against blood stream form of Trypanosoma brucei rhodesiense STIB 900 infected in rat L6 cells after 72 hrs by alamar blue assay2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID1500587Cytotoxicity against African green monkey Vero cells assessed as reduction in cell viability after 2 days by cell-titer-glo luminescent assay2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID1500575Antitrypanosomal activity against Trypanosoma cruzi Tulahuen C4 amastigotes infected in rat L6 cells after 96 hrs by CPRG/nonidet-based inverted microscopic analysis2017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
AID632302Selectivity index, ratio of IC50 for rat L6 cells to IC50 for Leishmania donovani MHOM-ET-67/L822011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID632298Antileishmanial activity against Leishmania donovani MHOM-ET-67/L82 amastigotes infected in rat L6 cells after 72 hrs by alamar blue assay2011Journal of medicinal chemistry, Dec-08, Volume: 54, Issue:23
Novel 3-nitro-1H-1,2,4-triazole-based aliphatic and aromatic amines as anti-chagasic agents.
AID1500578Potency index, ratio of benznidazole IC50 to compound IC50 for Trypanosoma cruzi Tulahuen C42017European journal of medicinal chemistry, Sep-29, Volume: 138The antitrypanosomal and antitubercular activity of some nitro(triazole/imidazole)-based aromatic amines.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (20)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's14 (70.00)29.6817
2010's6 (30.00)24.3611
2020's0 (0.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.49

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index12.49 (24.57)
Research Supply Index3.22 (2.92)
Research Growth Index5.71 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.49)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (8.33%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other22 (91.67%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]