norlapachol profile

norlapachol: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

ID Source	ID
PubMed CID	231114
CHEMBL ID	374724
SCHEMBL ID	6414190
MeSH ID	M0493812

Synonym
2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthoquinone
2-hydroxy-3-(2-methylprop-1-enyl)naphthalene-1,4-dione
nsc-26696
nsc26696
norlapachol
15297-99-1
1, 2-hydroxy-3-(2-methyl-1-propenyl)-
1, 2-hydroxy-3-(2-methylpropenyl)-
CHEMBL374724
nor-lapachol
4-hydroxy-3-(2-methylprop-1-enyl)naphthalene-1,2-dione
1,4-naphthalenedione,2-hydroxy-3-(2-methyl-1-propen-1-yl)-
AKOS022506651
SCHEMBL6414190
1,4-naphthalenedione, 2-hydroxy-3-(2-methyl-1-propenyl)-
1,4-naphthoquinone, 2-hydroxy-3-(2-methylpropenyl)-
HXRBQSOSCSKMTM-UHFFFAOYSA-N
2-hydroxy-3-(2-methyl-1-propenyl)naphthoquinone #
DTXSID70282593
2-hydroxy-3-(2-methyl-1-propenyl)-1,4-naphthoquinone
2-hydroxy-3-(2-methylprop-1-en-1-yl)naphthalene-1,4-dione

Bioassays (19)

Assay ID	Title	Year	Journal	Article
AID618760	Antitubercular activity against isoniazid-resistant Mycobacterium tuberculosis ATCC 35822 harboring Ser-315-Tri mutation in katG gene after 9 days by resazurin reduction assay	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Quinonoid and phenazine compounds: synthesis and evaluation against H37Rv, rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis.
AID744770	Antileishmanial activity against antimony-sensitive Leishmania amazonensis MHOM/BR/1989/BA199 promastigote infected in Swiss mouse peritoneal macrophages after 72 hrs	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID481798	Antitrypanosomal activity against Trypanosoma cruzi Y blood stream trypomastigotes after 24 hrs	2010	Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9	The evaluation of quinonoid compounds against Trypanosoma cruzi: synthesis of imidazolic anthraquinones, nor-beta-lapachone derivatives and beta-lapachone-based 1,2,3-triazoles.
AID382236	Trypanocidal activity against Trypanosoma cruzi Y blood stream trypomastigotes after 24 hrs	2008	Bioorganic & medicinal chemistry, May-01, Volume: 16, Issue:9	Synthesis and anti-Trypanosoma cruzi activity of derivatives from nor-lapachones and lapachones.
AID618759	Antitubercular activity against rifampicin-resistant Mycobacterium tuberculosis ATCC 35338 harboring His-526-Tri mutation in rpoB gene after 9 days by resazurin reduction assay	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Quinonoid and phenazine compounds: synthesis and evaluation against H37Rv, rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis.
AID481799	Cytotoxicity against human PBMC after 72 hrs by alamar blue assay	2010	Bioorganic & medicinal chemistry, May-01, Volume: 18, Issue:9	The evaluation of quinonoid compounds against Trypanosoma cruzi: synthesis of imidazolic anthraquinones, nor-beta-lapachone derivatives and beta-lapachone-based 1,2,3-triazoles.
AID618761	Cytotoxicity against human PBMC after 72 hrs by Alamar blue assay	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Quinonoid and phenazine compounds: synthesis and evaluation against H37Rv, rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis.
AID277224	Partition coefficient, log P of the compound	2007	Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4	Synthesis and pharmacophore modeling of naphthoquinone derivatives with cytotoxic activity in human promyelocytic leukemia HL-60 cell line.
AID744764	Selectivity index, ratio of CC50 for Swiss mouse peritoneal macrophages to IC50 for antimony-resistant Leishmania amazonensis MHOM/BR/1989/BA199 promastigote	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID744772	Antileishmanial activity against antimony-sensitive Leishmania infantum MCAN/BR/2002/BH400 promastigote infected in Swiss mouse peritoneal macrophages after 72 hrs	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID371470	Antitrypanosomal activity against Trypanosoma cruzi Y trypomastigotes after 1 day	2008	European journal of medicinal chemistry, Aug, Volume: 43, Issue:8	Naphthoquinoidal [1,2,3]-triazole, a new structural moiety active against Trypanosoma cruzi.
AID744766	Selectivity index, ratio of CC50 for Swiss mouse peritoneal macrophages to IC50 for antimony-resistant Leishmania infantum MCAN/BR/2002/BH400 promastigote	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID744767	Selectivity index, ratio of CC50 for Swiss mouse peritoneal macrophages to IC50 for antimony-sensitive Leishmania infantum MCAN/BR/2002/BH400 promastigote	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID744765	Selectivity index, ratio of CC50 for Swiss mouse peritoneal macrophages to IC50 for antimony-sensitive Leishmania amazonensis MHOM/BR/1989/BA199 promastigote	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID277223	Cytotoxicity against human promyelocytic leukemia HL60 cell line by MTT assay	2007	Journal of medicinal chemistry, Feb-22, Volume: 50, Issue:4	Synthesis and pharmacophore modeling of naphthoquinone derivatives with cytotoxic activity in human promyelocytic leukemia HL-60 cell line.
AID744771	Antileishmanial activity against antimony-resistant Leishmania infantum MCAN/BR/2002/BH400 promastigote infected in Swiss mouse peritoneal macrophages after 72 hrs	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID618758	Antitubercular activity against Mycobacterium tuberculosis H37Rv after 9 days by resazurin reduction assay	2011	European journal of medicinal chemistry, Sep, Volume: 46, Issue:9	Quinonoid and phenazine compounds: synthesis and evaluation against H37Rv, rifampicin and isoniazid-resistance strains of Mycobacterium tuberculosis.
AID744768	Cytotoxicity against Swiss mouse peritoneal macrophages after 24 hrs by MTT assay	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
AID744769	Antileishmanial activity against antimony-resistant Leishmania amazonensis MHOM/BR/1989/BA199 promastigote infected in Swiss mouse peritoneal macrophages after 72 hrs	2013	European journal of medicinal chemistry, May, Volume: 63	Potent naphthoquinones against antimony-sensitive and -resistant Leishmania parasites: synthesis of novel α- and nor-α-lapachone-based 1,2,3-triazoles by copper-catalyzed azide-alkyne cycloaddition.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Timeframe	Studies, This Drug (%)	All Drugs %
pre-1990	0 (0.00)	18.7374
1990's	0 (0.00)	18.2507
2000's	4 (44.44)	29.6817
2010's	3 (33.33)	24.3611
2020's	2 (22.22)	2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Publication Type	This drug (%)	All Drugs (%)
Trials	0 (0.00%)	5.53%
Reviews	0 (0.00%)	6.00%
Case Studies	0 (0.00%)	4.05%
Observational	0 (0.00%)	0.25%
Other	10 (100.00%)	84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Substance	Relationship Strength	Studies	Classes	Roles
isoniazid Hydra: A genus of freshwater polyps in the family Hydridae, order Hydroida, class HYDROZOA. They are of special interest because of their complex organization and because their adult organization corresponds roughly to the gastrula of higher animals.. hydrazide : Compounds derived from oxoacids RkE(=O)l(OH)m (l =/= 0) by replacing -OH by -NRNR2 (R groups are commonly H). (IUPAC).	2.06	1	carbohydrazide	antitubercular agent; drug allergen
lapachol lapachol : A hydroxy-1,4-naphthoquinone that is 1,4-naphthoquinone substituted by hydroxy and 3-methylbut-2-en-1-yl groups at positions 2 and 3, respectively. It is a natural compound that exhibits antibacterial and anticancer properties, first isolated in 1882 from the bark of Tabebuia avellanedae.	3.47	7
beta-lapachone beta-lapachone: antineoplastic inhibitor of reverse transcriptase, DNA topoisomerase, and DNA polymerase. beta-lapachone : A benzochromenone that is 3,4-dihydro-2H-benzo[h]chromene-5,6-dione substituted by geminal methyl groups at position 2. Isolated from Tabebuia avellanedae, it exhibits antineoplastic and anti-inflammatory activities.	2.75	3	benzochromenone; orthoquinones	anti-inflammatory agent; antineoplastic agent; plant metabolite
norfloxacin Norfloxacin: A synthetic fluoroquinolone (FLUOROQUINOLONES) with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin inhibits bacterial DNA GYRASE.. norfloxacin : A quinolinemonocarboxylic acid with broad-spectrum antibacterial activity against most gram-negative and gram-positive bacteria. Norfloxacin is bactericidal and its mode of action depends on blocking of bacterial DNA replication by binding itself to an enzyme called DNA gyrase.	2.25	1	fluoroquinolone antibiotic; N-arylpiperazine; quinolinemonocarboxylic acid; quinolone antibiotic; quinolone	antibacterial drug; DNA synthesis inhibitor; environmental contaminant; xenobiotic
gentian violet Gentian Violet: A dye that is a mixture of violet rosanilinis with antibacterial, antifungal, and anthelmintic properties.. crystal violet : An organic chloride salt that is the monochloride salt of crystal violet cation. It has been used in creams for the topical treatment of bacterial and fungal infections, being effective against some Gram-positive bacteria (notably Staphylococcus species) and some pathogenic fungi (including Candida species) but use declined following reports of animal carcinogenicity. It has also been used for dying wood, silk, and paper, as well as a histological stain.	2.44	2	organic chloride salt	anthelminthic drug; antibacterial agent; antifungal agent; antiseptic drug; histological dye
benzonidazole benzonidazole: used in treatment of Chagas' disease. benznidazole : A monocarboxylic acid amide obtained by formal condensation of the carboxy group of (2-nitroimidazol-1-yl)acetic acid with the aromatic amino group of benzylamine. Used for treatment of Chagas disease.	2.44	2	C-nitro compound; imidazoles; monocarboxylic acid amide	antiprotozoal drug
alpha-lapachone alpha-lapachone: structure in first source	2.74	3	organic heterotricyclic compound; organooxygen compound
hydrolapachol hydrolapachol: inhibits mitochondrial respiratory chain	2.45	2
naphthoquinones Naphthoquinones: Naphthalene rings which contain two ketone moieties in any position. They can be substituted in any position except at the ketone groups.	2.81	3
nor-beta-lapachone nor-beta-lapachone: has antineoplastic activity; structure in first source	2.47	2
rifampin Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)	2.06	1	cyclic ketal; hydrazone; N-iminopiperazine; N-methylpiperazine; rifamycins; semisynthetic derivative; zwitterion	angiogenesis inhibitor; antiamoebic agent; antineoplastic agent; antitubercular agent; DNA synthesis inhibitor; EC 2.7.7.6 (RNA polymerase) inhibitor; Escherichia coli metabolite; geroprotector; leprostatic drug; neuroprotective agent; pregnane X receptor agonist; protein synthesis inhibitor

norlapachol

Description

Cross-References

Synonyms (21)

Bioassays (19)

Research

Studies (9)

Study Types

norlapachol

Description

Cross-References

Synonyms (21)

Bioassays (19)

Research

Studies (9)

Study Types

Related Drugs (11)

Related Conditions (0)