Compounds > gamendazole
Page last updated: 2024-11-12

gamendazole

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

Description

gamendazole: Spermatogenesis Blocking Agents; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

gamendazole : A member of the class of indazoles that is 3-(indazol-3-yl}prop-2-enoic acid carrying additional 2,4-dichlorobenzyl and trifluoromethyl substituents at positions 1 and 6 respectively. An orally active antispermatogenic compound with antifertility effects that is a potential male contraceptive drug. [Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Cross-References

ID SourceID
PubMed CID11212172
CHEMBL ID514569
CHEBI ID90703
SCHEMBL ID1050488
MeSH IDM0524207

Synonyms (26)

Synonym
(2e)-3-[1-(2,4-dichlorobenzyl)-6-(trifluoromethyl)-1h-indazol-3-yl]prop-2-enoic acid
gamendazole
CHEMBL514569
chebi:90703 ,
SCHEMBL1050488
DTXSID4042676
877773-32-5
trans-3-(1-benzyl-6-(trifluoromethyl)-1h-indazol-3-yl)acrylic acid
(2e)-3-{1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)-1h-indazol-3-yl}prop-2-enoic acid
Q5520039
877766-45-5
(e)-3-[1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)indazol-3-yl]prop-2-enoic acid
kyyqmvukyqcsqy-aatrikpksa-n
2-propenoic acid, 3-[1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)-1h-indazol-3-yl]-, (2e)-
(2e)-3-[1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)-1h-indazol-3-yl]-2-propenoic acid
trans-3-[1-(2,4-dichlorobenzyl)-6-trifluoromethyl-1h-indazol-3-yl]-2-propenoic acid
2-propenoic acid, 3-[1-[(2,4-dichlorophenyl)methyl]-6-(trifluoromethyl)-1h-indazol-3-yl]-
3-(1-((2,4-dichlorophenyl)methyl)-6-(trifluoromethyl)-1h-indazol-3-yl)-2-propenoic acid
3-(1-(2,4-dichlorobenzyl)-6-(trifluoromethyl)-1h-indazol-3-yl)acrylic acid
2-propenoic acid, 3-(1-((2,4-dichlorophenyl)methyl)-6-(trifluoromethyl)-1h-indazol-3-yl)-, (2e)-
trans-3-(1-(2,4-dichlorobenzyl)-6-trifluoromethyl-1h-indazol-3-yl)-2-propenoic acid
unii-x75z3rsn5m
(2e)-3-(1-((2,4-dichlorophenyl)methyl)-6-(trifluoromethyl)-1h-indazol-3-yl)-2-propenoic acid
x75z3rsn5m ,
(e)-3-(1-(2,4-dichlorobenzyl)-6-(trifluoromethyl)-1h-indazol-3-yl)acrylic acid
AKOS040745807

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Similarly, oral dosing of WIN 18,446, which inhibits testicular retinoic acid biosynthesis, effectively contracepts rabbits."( New approaches to male non-hormonal contraception.
Amory, JK; Nya-Ngatchou, JJ, 2013)		0.39
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (4)

RoleDescription
Hsp90 inhibitorAn EC 3.6.4.10 (non-chaperonin molecular chaperone ATPase) inhibitor that blocks the action of heat shock protein 90.
eukaryotic translation elongation factor 1alpha 1 inhibitorAny compound that inihibits the human protein, eukaryotic translation elongation factor 1alpha 1.
synthetic oral contraceptiveAn oral contraceptive which owes its effectiveness to synthetic preparation.
antispermatogenic agentAn agent that destroy spermatozoa in the male genitalia and block spermatogenesis.
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Drug Classes (5)

ClassDescription
indazoles
alpha,beta-unsaturated monocarboxylic acidA monocarboxylic acid in which the carbon of the carboxy group is directly attached to a C=C or C#C bond.
olefinic compoundAny organic molecular entity that contains at least one C=C bond.
dichlorobenzeneAny member of the class of chlorobenzenes carrying two chloro groups at unspecified positions.
organofluorine compoundAn organofluorine compound is a compound containing at least one carbon-fluorine bond.
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Bioassays (2)

Assay IDTitleYearJournalArticle
AID1469107Binding affinity to recombinant human eEF1A1 expressed in HEK293 cells by ITC2018Journal of medicinal chemistry, 04-12, Volume: 61, Issue:7
Identification of Eukaryotic Translation Elongation Factor 1-α 1 Gamendazole-Binding Site for Binding of 3-Hydroxy-4(1 H)-quinolinones as Novel Ligands with Anticancer Activity.
AID392675Neuroprotection against beta-amyloid peptide 1-42-induced toxicity in retinoic acid-differentiated human SH-SY5Y cells assessed as lactate dehydrogenase release2009Bioorganic & medicinal chemistry, Feb-15, Volume: 17, Issue:4
Neuroprotective activity and evaluation of Hsp90 inhibitors in an immortalized neuronal cell line.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's3 (30.00)29.6817
2010's4 (40.00)24.3611
2020's3 (30.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 21.70

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index21.70 (24.57)
Research Supply Index2.40 (2.92)
Research Growth Index4.80 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.70)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other8 (80.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
carbostyril
Quinolones: A group of derivatives of naphthyridine carboxylic acid, quinoline carboxylic acid, or NALIDIXIC ACID.. quinolin-2(1H)-one : A quinolone that is 1,2-dihydroquinoline substituted by an oxo group at position 2.		2.1710monohydroxyquinoline;
quinolone		bacterial xenobiotic metabolite
indazoles
Indazoles: A group of heterocyclic aromatic organic compounds consisting of the fusion of BENZENE and PYRAZOLES.		10.3490indazole
hydrazine
diamine : Any polyamine that contains two amino groups.		4.3630azane;
hydrazines		EC 4.3.1.10 (serine-sulfate ammonia-lyase) inhibitor
win 18446
WIN 18446 : A carboxamide that is 1,8-diaminooctane in which a hydrogen attached to each of the amino groups has been replaced by a dichloroacetyl group. Inhibitor of aldehyde dehydrogenase 1a2 (ALDH1a2). Inhibits the biosynthesis of retinoic acid from retinol in neonatal and adult murine testis. It down-regulates sex related genes in zebrafish.		3.1810organochlorine compound;
secondary carboxamide		EC 1.2.1.3 [aldehyde dehydrogenase (NAD(+))] inhibitor
palladium
Palladium: A chemical element having an atomic weight of 106.4, atomic number of 46, and the symbol Pd. It is a white, ductile metal resembling platinum, and following it in abundance and importance of applications. It is used in dentistry in the form of gold, silver, and copper alloys.. palladium : Chemical element (nickel group element atom) with atomic number 46.		7.1110metal allergen;
nickel group element atom;
platinum group metal atom
alkenes
[no description available]		2.1110
lonidamine
lonidamine: structure. lonidamine : A member of the class of indazoles that is 1H-indazole that is substituted at positions 1 and 3 by 2,4-dichlorobenzyl and carboxy groups, respectively.		7.4110dichlorobenzene;
indazoles;
monocarboxylic acid		antineoplastic agent;
antispermatogenic agent;
EC 2.7.1.1 (hexokinase) inhibitor;
geroprotector
colforsin
Colforsin: Potent activator of the adenylate cyclase system and the biosynthesis of cyclic AMP. From the plant COLEUS FORSKOHLII. Has antihypertensive, positive inotropic, platelet aggregation inhibitory, and smooth muscle relaxant activities; also lowers intraocular pressure and promotes release of hormones from the pituitary gland.		2.4110acetate ester;
cyclic ketone;
labdane diterpenoid;
organic heterotricyclic compound;
tertiary alpha-hydroxy ketone;
triol		adenylate cyclase agonist;
anti-HIV agent;
antihypertensive agent;
plant metabolite;
platelet aggregation inhibitor;
protein kinase A agonist
epigallocatechin gallate
epigallocatechin gallate: a steroid 5alpha-reductase inhibitor and antimutagen in green tea (Camellia sinensis). (-)-epigallocatechin 3-gallate : A gallate ester obtained by the formal condensation of gallic acid with the (3R)-hydroxy group of (-)-epigallocatechin.		2.0510flavans;
gallate ester;
polyphenol		antineoplastic agent;
antioxidant;
apoptosis inducer;
geroprotector;
Hsp90 inhibitor;
neuroprotective agent;
plant metabolite
celastrol
[no description available]		2.0510monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite
tretinoin
Tretinoin: An important regulator of GENE EXPRESSION during growth and development, and in NEOPLASMS. Tretinoin, also known as retinoic acid and derived from maternal VITAMIN A, is essential for normal GROWTH; and EMBRYONIC DEVELOPMENT. An excess of tretinoin can be teratogenic. It is used in the treatment of PSORIASIS; ACNE VULGARIS; and several other SKIN DISEASES. It has also been approved for use in promyelocytic leukemia (LEUKEMIA, PROMYELOCYTIC, ACUTE).. retinoic acid : A retinoid consisting of 3,7-dimethylnona-2,4,6,8-tetraenoic acid substituted at position 9 by a 2,6,6-trimethylcyclohex-1-en-1-yl group (geometry of the four exocyclic double bonds is not specified).. all-trans-retinoic acid : A retinoic acid in which all four exocyclic double bonds have E- (trans-) geometry.		3.1810retinoic acid;
vitamin A		anti-inflammatory agent;
antineoplastic agent;
antioxidant;
AP-1 antagonist;
human metabolite;
keratolytic drug;
retinoic acid receptor agonist;
retinoid X receptor agonist;
signalling molecule
geldanamycin
[no description available]		2.05101,4-benzoquinones;
ansamycin;
carbamate ester;
organic heterobicyclic compound		antimicrobial agent;
antineoplastic agent;
antiviral agent;
cysteine protease inhibitor;
Hsp90 inhibitor
1-(2,4-dichlorobenzyl)indazole-3-carbohydrazide
[no description available]		4.3630
bms453
BMS 189453: structure in first source. BMS-453 : A member of the class of dihydronaphthalenes that is 1,2-dihydronaphthalene which is substituted at positions 1, 1, 4, and 6 by methyl, methyl, phenyl, and 2-(p-carboxyphenyl)vinyl groups, respectively (the E isomer). It is a potent retinoic acid receptor gamma (RARbeta) agonist that acts as an antagonist against RARalpha and RARgamma.		3.1810benzoic acids;
dihydronaphthalenes;
stilbenoid		retinoic acid receptor alpha antagonist;
retinoic acid receptor beta agonist;
retinoic acid receptor gamma antagonist;
teratogenic agent
gedunin
[no description available]		2.0510acetate ester;
enone;
epoxide;
furans;
lactone;
limonoid;
organic heteropentacyclic compound;
pentacyclic triterpenoid		antimalarial;
antineoplastic agent;
Hsp90 inhibitor;
plant metabolite
piperidines
Piperidines: A family of hexahydropyridines.		3.1610
novobiocin
Novobiocin: An antibiotic compound derived from Streptomyces niveus. It has a chemical structure similar to coumarin. Novobiocin binds to DNA gyrase, and blocks adenosine triphosphatase (ATPase) activity. (From Reynolds, Martindale The Extra Pharmacopoeia, 30th ed, p189). novobiocin : A coumarin-derived antibiotic obtained from Streptomyces niveus.		2.0510carbamate ester;
ether;
hexoside;
hydroxycoumarin;
monocarboxylic acid amide;
monosaccharide derivative;
phenols		antibacterial agent;
antimicrobial agent;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Escherichia coli metabolite;
hepatoprotective agent
ConditionIndicatedRelationship StrengthStudiesTrials
Cyst
[description not available]		07.4110
Kidney, Polycystic
[description not available]		02.8220
ADPKD
[description not available]		02.8220
Polycystic Kidney Diseases
Hereditary diseases that are characterized by the progressive expansion of a large number of tightly packed CYSTS within the KIDNEYS. They include diseases with autosomal dominant and autosomal recessive inheritance.		02.8220
Polycystic Kidney, Autosomal Dominant
Kidney disorders with autosomal dominant inheritance and characterized by multiple CYSTS in both KIDNEYS with progressive deterioration of renal function.		02.8220
Cancer of Ovary
[description not available]		02.0410
Ovarian Neoplasms
Tumors or cancer of the OVARY. These neoplasms can be benign or malignant. They are classified according to the tissue of origin, such as the surface EPITHELIUM, the stromal endocrine cells, and the totipotent GERM CELLS.		02.0410
Body Weight
The mass or quantity of heaviness of an individual. It is expressed by units of pounds or kilograms.		02.0410
Pregnancy
The status during which female mammals carry their developing young (EMBRYOS or FETUSES) in utero before birth, beginning from FERTILIZATION to BIRTH.		02.0410