Compounds > 2-hydroxybenzoyl-n-(5-chlorothiazol-2-yl)amide
Page last updated: 2024-11-13

2-hydroxybenzoyl-n-(5-chlorothiazol-2-yl)amide

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

Description

2-hydroxybenzoyl-N-(5-chlorothiazol-2-yl)amide: an antiviral agent effective against hepatitis B virus; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID49771640
CHEMBL ID1241273
SCHEMBL ID13836739
MeSH IDM0561042

Synonyms (7)

Synonym
rm4848
n-(5-chlorothiazol-2-yl)-2-hydroxy-benzamide
2-hydroxybenzoyl-n-(5-chlorothiazol-2-yl)amide
CHEMBL1241273
SCHEMBL13836739
1010121-87-5
n-(5-chlorothiazol-2-yl)-2-hydroxybenzamide

Research Excerpts

Bioavailability

ExcerptReferenceRelevance
" RM-5061 8a in rats showed 7-fold higher blood concentration compared to 1a: absolute bioavailability increased from 3 to 20%, with a good safety profile in animal safety pharmacology and toxicology."( Synthesis and pre-clinical studies of new amino-acid ester thiazolide prodrugs.
Cooper, M; Norton, D; Reynolds, S; Rossignol, JF; Slonecker, SD; Stachulski, AV; Swift, K, 2017)		0.46
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (15)

Assay IDTitleYearJournalArticle
AID511249Cytotoxicity against human HCT8 cells at 1.96 to 22.7 uM2010Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3
Evaluation of new thiazolide/thiadiazolide derivatives reveals nitro group-independent efficacy against in vitro development of Cryptosporidium parvum.
AID511250Cytotoxicity against human HCT8 cells assessed as effect on cell viability at 25.69 to 37.22 uM2010Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3
Evaluation of new thiazolide/thiadiazolide derivatives reveals nitro group-independent efficacy against in vitro development of Cryptosporidium parvum.
AID1431069Drug level in Sprague-Dawley rat treated with RM5064 at 30 mg/kg, po measured at 0.25 to 0.5 post dose2017European journal of medicinal chemistry, Jan-27, Volume: 126Synthesis and pre-clinical studies of new amino-acid ester thiazolide prodrugs.
AID642457Cytotoxicity against human Ava5 cells after 3 days by neutral red dye assay2011Journal of medicinal chemistry, Dec-22, Volume: 54, Issue:24
Thiazolides as novel antiviral agents. 2. Inhibition of hepatitis C virus replication.
AID606884Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as decrease in intracellular viral DNA measured 24 hrs after last dose2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication.
AID606883Antiviral activity against Hepatitis B virus infected in human HepG2(2.2.15) cells assessed as decrease in extracellular viral DNA measured 24 hrs after last dose2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication.
AID1431067Drug level in Sprague-Dawley rat treated with RM5038 at 30 mg/kg, po measured at 0.25 to 0.5 post dose2017European journal of medicinal chemistry, Jan-27, Volume: 126Synthesis and pre-clinical studies of new amino-acid ester thiazolide prodrugs.
AID1431068Drug level in Sprague-Dawley rat treated with RM5038 at 6.4 mg/kg, iv measured at 0.25 to 1 hrs post dose2017European journal of medicinal chemistry, Jan-27, Volume: 126Synthesis and pre-clinical studies of new amino-acid ester thiazolide prodrugs.
AID606886Selectivity index, ratio CC50 for human HepG2(2.2.15) cells to EC90 for decrease in intracellular viral DNA in Hepatitis B virus infected human HepG2(2.2.15) cells2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication.
AID642456Antiviral activity against HCV genotype 1b infected in Ava5 cells assessed as inhibition of viral replication after 3 days by blot hybridization analysis2011Journal of medicinal chemistry, Dec-22, Volume: 54, Issue:24
Thiazolides as novel antiviral agents. 2. Inhibition of hepatitis C virus replication.
AID511248Antiparasitic activity against Cryptosporidium parvum infected in human HTC8 cells after 46 hrs by immunofluorescence method2010Antimicrobial agents and chemotherapy, Mar, Volume: 54, Issue:3
Evaluation of new thiazolide/thiadiazolide derivatives reveals nitro group-independent efficacy against in vitro development of Cryptosporidium parvum.
AID1072531Antiviral activity against Hepatitis B virus2014European journal of medicinal chemistry, Mar-21, Volume: 75A review of non-nucleoside anti-hepatitis B virus agents.
AID1431070Drug level in Sprague-Dawley rat treated with RM5064 at 6.4 mg/kg, iv measured at 0.25 to 1 hrs post dose2017European journal of medicinal chemistry, Jan-27, Volume: 126Synthesis and pre-clinical studies of new amino-acid ester thiazolide prodrugs.
AID606882Cytotoxicity against human HepG2(2.2.15) cells after 24 hrs by neutral red dye uptake assay2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication.
AID606885Selectivity index, ratio CC50 for human HepG2(2.2.15) cells to EC90 for decrease in extracellular viral DNA in Hepatitis B virus infected human HepG2(2.2.15) cells2011Journal of medicinal chemistry, Jun-23, Volume: 54, Issue:12
Thiazolides as novel antiviral agents. 1. Inhibition of hepatitis B virus replication.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's5 (100.00)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: 13.28

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 Index13.28 (24.57)
Research Supply Index1.79 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (13.28)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews1 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
niclosamide
Niclosamide: An antihelmintic that is active against most tapeworms. (From Martindale, The Extra Pharmacopoeia, 30th ed, p48). niclosamide : A secondary carboxamide resulting from the formal condensation of the carboxy group of 5-chlorosalicylic acid with the amino group of 2-chloro-4-nitroaniline. It is an oral anthelmintic drug approved for use against tapeworm infections.		2.4720benzamides;
C-nitro compound;
monochlorobenzenes;
salicylanilides;
secondary carboxamide		anthelminthic drug;
anticoronaviral agent;
antiparasitic agent;
apoptosis inducer;
molluscicide;
piscicide;
STAT3 inhibitor
protocatechualdehyde
protocatechualdehyde: found in wheat grains, wheat seedlings, & other plants; RN given refers to parent cpd; see also rancinamycins; structure		3.1910dihydroxybenzaldehyde
thiazoles
[no description available]		2.06101,3-thiazoles;
mancude organic heteromonocyclic parent;
monocyclic heteroarene
aloe emodin
aloe emodin: structure distinct from emodin; this does not mean emodin from aloe. Aloe emodin : A dihydroxyanthraquinone that is chrysazin carrying a hydroxymethyl group at position 3. It has been isolated from plant species of the genus Aloe.		3.1910aromatic primary alcohol;
dihydroxyanthraquinone		antineoplastic agent;
plant metabolite
chrysophanic acid
chrysophanic acid: RN given refers to parent cpd; structure in Merck, 9th ed, #2260. chrysophanol : A trihydroxyanthraquinone that is chrysazin with a methyl substituent at C-3. It has been isolated from Aloe vera and exhibits antiviral and anti-inflammatory activity.		3.1910dihydroxyanthraquinoneanti-inflammatory agent;
antiviral agent;
plant metabolite
physcione
physcione: structure. physcion : A dihydroxyanthraquinone that is 9,10-anthraquinone bearing hydroxy substituents at positions 1 and 8, a methoxy group at position 3, and a methyl group at position 6. It has been widely isolated and characterised from both terrestrial and marine sources.		3.1910dihydroxyanthraquinoneanti-inflammatory agent;
antibacterial agent;
antifungal agent;
antineoplastic agent;
apoptosis inducer;
hepatoprotective agent;
metabolite
nitazoxanide
nitazoxanide: a 5-nitrothiazolyl derivative used for a broad range of intestinal parasitic infections including CRYPTOSPORIDIUM and GIARDIA; it is a redox-active nitrothiazolyl-salicylamide prodrug		4.2850benzamides;
carboxylic ester
lamivudine
[no description available]		3.1910monothioacetal;
nucleoside analogue;
oxacycle;
primary alcohol		allergen;
anti-HBV agent;
antiviral drug;
EC 2.7.7.49 (RNA-directed DNA polymerase) inhibitor;
HIV-1 reverse transcriptase inhibitor;
prodrug
helioxanthin
helioxanthin: structure in first source. helioxanthin : A furonaphthodioxole that is furo[3',4':6,7]naphtho[1,2-d][1,3]dioxol-7(9H)-one substituted by a 1,3-benzodioxol-5-yl group at posiiton 10. It is a inhibitor of HBV, HCV and HSV-1 viruses.		3.1910benzodioxoles;
furonaphthodioxole;
lignan		anti-HBV agent;
antineoplastic agent;
plant metabolite
tizoxanide
tizoxanide: major metabolite of nitazoxanide; structure in first source		2.7830salicylamides
chrysophanol 8-o-glucoside
chrysophanol 8-O-glucoside: has anti-hepatitis B virus activity; also has antiplatelet and anticoagulant activities; isolated from Rheum palmatum. chrysophanol 8-O-beta-D-glucoside : A beta-D-glucoside in which the aglycone species is chrysophanol, the glycosidic linkage being to the hydroxy group at C-8.		3.1910beta-D-glucoside;
monohydroxyanthraquinone
dihydrochelerythrine
dihydrochelerythrine: trypanocidal and antileishmanial dihydrochelerythrine derivative from Garcinia lucida; structure in first source		3.1910benzophenanthridine alkaloid
bay 41-4109
BAY 41-4109: structure in first source		3.1910
hbf 0259
[no description available]		3.1910
wogonin
wogonin: structure in first source. wogonin : A dihydroxy- and monomethoxy-flavone in which the hydroxy groups are positioned at C-5 and C-7 and the methoxy group is at C-8.		3.1910dihydroxyflavone;
monomethoxyflavone		angiogenesis inhibitor;
antineoplastic agent;
cyclooxygenase 2 inhibitor;
plant metabolite
helioxanthin 8-1
helioxanthin 8-1: an antiviral agent; structure in first source		3.1910
artesunate
artesunic acid: RN given for (3R-(3alpha,5abeta,6beta,8abeta,9alpha,10alpha,12beta,(2aR*))-isomer; succinic ester of artemether		3.1910artemisinin derivative;
cyclic acetal;
dicarboxylic acid monoester;
hemisuccinate;
semisynthetic derivative;
sesquiterpenoid		antimalarial;
antineoplastic agent;
ferroptosis inducer
leucamide a
leucamide A: a cytotoxic heptapeptide from the Australian sponge Leucetta microraphis; structure in first source		3.1910
astragaloside IV
[no description available]		3.1910pentacyclic triterpenoid;
triterpenoid saponin		anti-inflammatory agent;
antioxidant;
EC 4.2.1.1 (carbonic anhydrase) inhibitor;
neuroprotective agent;
plant metabolite;
pro-angiogenic agent
rosamultin
rosamultin: isolated from roots of Rosa multiflora; RN not in Chemline 3/87; RN from Chem Abstracts Index Guide 1985		3.1910
alisol f
[no description available]		3.1910
alisol a 24-acetate
alisol A 24-acetate: isolated from Alismatis Rhizoma; structure in first source		3.1910
acyclovir
Acyclovir: A GUANOSINE analog that acts as an antimetabolite. Viruses are especially susceptible. Used especially against herpes.. acyclovir : An oxopurine that is guanine substituted by a (2-hydroxyethoxy)methyl substituent at position 9. Used in the treatment of viral infections.		2.15102-aminopurines;
oxopurine		antimetabolite;
antiviral drug
valtrex
[no description available]		2.1510organic molecular entity
ConditionIndicatedRelationship StrengthStudiesTrials
Hepatitis B Virus Infection
[description not available]		03.0110
Hepatitis B
INFLAMMATION of the LIVER in humans caused by a member of the ORTHOHEPADNAVIRUS genus, HEPATITIS B VIRUS. It is primarily transmitted by parenteral exposure, such as transfusion of contaminated blood or blood products, but can also be transmitted via sexual or intimate personal contact.		03.0110