Compounds > batabulin
Page last updated: 2024-12-08

batabulin

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Description

batabulin: disrupts microtubule polymerization by binding certain beta-tubulin isotypes; effective against some multidrug-resistant tumors; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID216324
CHEMBL ID79280
SCHEMBL ID18845
MeSH IDM0305635

Synonyms (33)

Synonym
t-138067
tl 057
batabulin
CHEMBL79280
T67 ,
tl-057
t138067
t-67
t4np8g3k6q ,
batabulin [usan]
benzenesulfonamide, 2,3,4,5,6-pentafluoro-n-(3-fluoro-4-methoxyphenyl)-
2-fluoro-1-methoxy-4-pentafluorophenylsulfonamidobenzene
unii-t4np8g3k6q
D06560
195533-53-0
batabulin (usan/inn)
t 138067
2,3,4,5,6-pentafluoro-n-(3-fluoro-4-methoxyphenyl)benzenesulfonamide
n-(3-fluoro-4-methoxyphenyl)-2,3,4,5,6-pentafluorobenzenesulfonamide
batabulin [inn]
tl057
batabulin [who-dd]
SCHEMBL18845
DTXSID70173230
HY-13563
Q27289662
CS-0007170
MS-25971
195533-53-0 (free)
t138067t138067
STARBLD0000893
Z1478321775
AKOS040732531
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID222454Inhibition of growth of human mammary carcinoma (MCF-7) cell line that exhibits the MDR phenotype.2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID53918Tested for caspase activation activity in colorectal DLD-1 cell line2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
Discovery of substituted N-phenyl nicotinamides as potent inducers of apoptosis using a cell- and caspase-based high throughput screening assay.
AID222325Inhibition of growth of human mammary carcinoma (MCF-7) cell line.2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID1382713Antiproliferative activity against human BEAS2B cells after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID27920Calculated partition coefficient (clogP)2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID1382719Antiproliferative activity against HUVEC after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382714Cytotoxicity against human BEAS2B cells assessed as reduction in cell viability after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382720Cytotoxicity against HUVEC assessed as reduction in cell viability after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382718Ratio of IC50 for antiproliferative activity against human HBL100 cells to IC50 for cytotoxicity against human HBL100 cells2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382725Disruption of microtubule network in human A498 cells at 5 times antiproliferative IC50 after 1 to 12 hrs by immunofluorescence assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382715Ratio of IC50 for antiproliferative activity against human BEAS2B cells to IC50 for cytotoxicity against human BEAS2B cells2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382722Cytotoxicity against human MIAPaCa2 cells assessed as reduction in cell viability after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382717Cytotoxicity against human HBL100 cells assessed as reduction in cell viability after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID208695Tested for caspase activation activity in human breast cancer T47D cells2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
Discovery of substituted N-phenyl nicotinamides as potent inducers of apoptosis using a cell- and caspase-based high throughput screening assay.
AID43315Concentration in brain of CD-1 mice exposed for 5 min to 30-40 mg/kg via bolus injection2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID1382723Ratio of IC50 for antiproliferative activity against human MIAPaCa2 cells to IC50 for cytotoxicity against human MIAPaCa2 cells2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382721Ratio of IC50 for antiproliferative activity against HUVEC to IC50 for cytotoxicity against HUVEC2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID1382716Antiproliferative activity against human HBL100 cells after 70 hrs by alamar blue assay2018European journal of medicinal chemistry, Mar-25, Volume: 148Enediynes bearing polyfluoroaryl sulfoxide as new antiproliferative agents with dual targeting of microtubules and DNA.
AID222132Inhibition of growth of human cervical carcinoma (HeLa) cell line.2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID160008Concentration in plasma of CD-1 mice exposed for 5 min to 30-40 mg/kg via bolus injection2001Journal of medicinal chemistry, Oct-25, Volume: 44, Issue:22
Hydrophilic, pro-drug analogues of T138067 are efficacious in controlling tumor growth in vivo and show a decreased ability to cross the blood brain barrier.
AID220415Tested for caspase activation activity in human breast cancer ZR-75-1 cells2003Journal of medicinal chemistry, Jun-05, Volume: 46, Issue:12
Discovery of substituted N-phenyl nicotinamides as potent inducers of apoptosis using a cell- and caspase-based high throughput screening assay.
[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's1 (10.00)18.2507
2000's6 (60.00)29.6817
2010's3 (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: 21.38

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 Index21.38 (24.57)
Research Supply Index2.56 (2.92)
Research Growth Index4.65 (4.65)
Search Engine Demand Index18.60 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (21.38)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (20.00%)5.53%
Reviews2 (20.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other6 (60.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
fluorouracil
Fluorouracil: A pyrimidine analog that is an antineoplastic antimetabolite. It interferes with DNA synthesis by blocking the THYMIDYLATE SYNTHETASE conversion of deoxyuridylic acid to thymidylic acid.. 5-fluorouracil : A nucleobase analogue that is uracil in which the hydrogen at position 5 is replaced by fluorine. It is an antineoplastic agent which acts as an antimetabolite - following conversion to the active deoxynucleotide, it inhibits DNA synthesis (by blocking the conversion of deoxyuridylic acid to thymidylic acid by the cellular enzyme thymidylate synthetase) and so slows tumour growth.		4.5211nucleobase analogue;
organofluorine compound		antimetabolite;
antineoplastic agent;
environmental contaminant;
immunosuppressive agent;
radiosensitizing agent;
xenobiotic
colchicine
(S)-colchicine : A colchicine that has (S)-configuration. It is a secondary metabolite, has anti-inflammatory properties and is used to treat gout, crystal-induced joint inflammation, familial Mediterranean fever, and many other conditions.		3.8730alkaloid;
colchicine		anti-inflammatory agent;
gout suppressant;
mutagen
camptothecin
NSC 100880: carboxylate (opened lactone) form of camptothecin; RN refers to (S)-isomer; structure given in first source		4.5211delta-lactone;
pyranoindolizinoquinoline;
quinoline alkaloid;
tertiary alcohol		antineoplastic agent;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
genotoxin;
plant metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.4120taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
gemcitabine
gemcitabine : A 2'-deoxycytidine having geminal fluoro substituents in the 2'-position. An inhibitor of ribonucleotide reductase, gemcitabine is used in the treatment of various carcinomas, particularly non-small cell lung cancer, pancreatic cancer, bladder cancer and breast cancer.		2.1710organofluorine compound;
pyrimidine 2'-deoxyribonucleoside		antimetabolite;
antineoplastic agent;
antiviral drug;
DNA synthesis inhibitor;
EC 1.17.4.1 (ribonucleoside-diphosphate reductase) inhibitor;
environmental contaminant;
immunosuppressive agent;
photosensitizing agent;
prodrug;
radiosensitizing agent;
xenobiotic
irinotecan
[no description available]		4.5211carbamate ester;
delta-lactone;
N-acylpiperidine;
pyranoindolizinoquinoline;
ring assembly;
tertiary alcohol;
tertiary amino compound		antineoplastic agent;
apoptosis inducer;
EC 5.99.1.2 (DNA topoisomerase) inhibitor;
prodrug
acetyl isothiocyanate
[no description available]		2.2110
demecolcine
Demecolcine: An alkaloid isolated from Colchicum autumnale L. and used as an antineoplastic.. (-)-demecolcine : A secondary amino compound that is (S)-colchicine in which the N-acetyl group is replaced by an N-methyl group. Isolable from the autumn crocus, Colchicum autumnale, it is less toxic than colchicine and is used as an antineoplastic.		3.2310alkaloid;
secondary amino compound		antineoplastic agent;
microtubule-destabilising agent
stilbenes
Stilbenes: Organic compounds that contain 1,2-diphenylethylene as a functional group.. trans-stilbene : The trans-isomer of stilbene.		3.2310stilbene
t 0070907
T 0070907: a PPARgamma antagonist; structure in first source		2.2110carbonyl compound;
organohalogen compound
fosbretabulin
fosbretabulin: a microtubule destabilizing agent isolated from Combretum caffrum; structure in first source		3.2310
cysteine
Cysteine: A thiol-containing non-essential amino acid that is oxidized to form CYSTINE.. L-cysteinium : The L-enantiomer of cysteinium.. cysteine : A sulfur-containing amino acid that is propanoic acid with an amino group at position 2 and a sulfanyl group at position 3.		2.4520cysteiniumfundamental metabolite
er-086526
eribulin: a halichondrin B derivative that suppresses microtubule growth and acts as an antimitotic agent; structure in first source. eribulin : A fully synthetic macrocyclic ketone analogue of marine sponge natural products. Inhibits growth phase of microtubules via tubulin-based antimitotic mechanism, which leads to G2/M cell-cycle block, disruption of mitotic spindles, and, ultimately, apoptotic cell death after prolonged mitotic blockage		3.2310cyclic ketal;
cyclic ketone;
macrocycle;
polycyclic ether;
polyether;
primary amino compound		antineoplastic agent;
microtubule-destabilising agent
ConditionIndicatedRelationship StrengthStudiesTrials
Benign Neoplasms, Brain
[description not available]		03.4111
Glial Cell Tumors
[description not available]		03.4111
Brain Neoplasms
Neoplasms of the intracranial components of the central nervous system, including the cerebral hemispheres, basal ganglia, hypothalamus, thalamus, brain stem, and cerebellum. Brain neoplasms are subdivided into primary (originating from brain tissue) and secondary (i.e., metastatic) forms. Primary neoplasms are subdivided into benign and malignant forms. In general, brain tumors may also be classified by age of onset, histologic type, or presenting location in the brain.		03.4111
Glioma
Benign and malignant central nervous system neoplasms derived from glial cells (i.e., astrocytes, oligodendrocytes, and ependymocytes). Astrocytes may give rise to astrocytomas (ASTROCYTOMA) or glioblastoma multiforme (see GLIOBLASTOMA). Oligodendrocytes give rise to oligodendrogliomas (OLIGODENDROGLIOMA) and ependymocytes may undergo transformation to become EPENDYMOMA; CHOROID PLEXUS NEOPLASMS; or colloid cysts of the third ventricle. (From Escourolle et al., Manual of Basic Neuropathology, 2nd ed, p21)		03.4111
Metastase
[description not available]		04.3411
Colorectal Cancer
[description not available]		04.3411
Local Neoplasm Recurrence
[description not available]		04.3411
Neoplasm Metastasis
The transfer of a neoplasm from one organ or part of the body to another remote from the primary site.		04.3411
Colorectal Neoplasms
Tumors or cancer of the COLON or the RECTUM or both. Risk factors for colorectal cancer include chronic ULCERATIVE COLITIS; FAMILIAL POLYPOSIS COLI; exposure to ASBESTOS; and irradiation of the CERVIX UTERI.		04.3411
Leukemia, Lymphocytic
[description not available]		0210
Leukemia, Lymphoid
Leukemia associated with HYPERPLASIA of the lymphoid tissues and increased numbers of circulating malignant LYMPHOCYTES and lymphoblasts.		0210