Basic information
- CAS
204205-90-3- Standard SMILES
O=C(Nc1ccncc1)C(=O)c1cn(Cc2ccc(Cl)cc2)c2ccccc12- InChIKey
SOLIIYNRSAWTSQ-UHFFFAOYSA-N- Molecular formula
- C22H16ClN3O2
- Average molar mass
- 389.8 g/mol
- Monoisotopic mass
- 389.0931045
Overview
Indibulin is a synthetic small molecule with antimitotic and potential antineoplastic activities. Indibulin binds to a site on tubulin that is different from taxane- or Vinca alkaloid-binding sites, destabilizing tubulin polymerization and inducing tumor cell cycle arrest and apoptosis. This agent has been shown to be active against multidrug-resistant (MDR) and taxane- resistant tumor cell lines.
Names & identifiers
- Preferred name
- Indibulin
- IUPAC
- 2-[1-[(4-chlorophenyl)methyl]indol-3-yl]-2-oxo-N-pyridin-4-ylacetamide
- English name
- Indibulin
- Molecular formula
- C22H16ClN3O2
- Molecular weight
- 389.83
Names & synonyms
Indibulin204205-90-3d-24851ZIO-301IndibulinaIndibuline80K4H2RB8PD 24851DTXSID701743682-{1-[(4-Chlorophenyl)methyl]-1H-indol-3-yl}-2-oxo-N-(pyridin-4-yl)acetamideindibulinum2-(1-((4-chlorophenyl)methyl)-1H-indol-3-yl)-2-oxo-N-(pyridin-4-yl)acetamide
Show more names
NascapineZIO 301lindiblinIndibulin, 10 mM in DMSO2-[1-(4-Chlorobenzyl)-1H-indol-3-yl]-2-oxo-N-pyridin-4-ylacetamide1H-Indole-3-acetamide, 1-[(4-chlorophenyl)methyl]-α-oxo-N-4-pyridinyl-2-(1-(4-Chlorophenylmethyl)-1H-indol-3-yl)-2-oxo-N-(pyridin-4-yl)acetamideIndibulin,Apoptosis,ZIO301,D24851,Inhibitor,inhibit,ZIO-301,D-24851,Microtubule/Tubulin
RefChem:790909DTXCID0096859N-(Pyridin-4-yl)-(1-(4-chlorobenzyl)indol-3-yl)glycoxylamiden-(pyridin-4-yl)-(1-(4-chlorobenzyl)indol-3-yl)glyoxylamide2-(1-(4-chlorobenzyl)-1H-indol-3-yl)-2-oxo-N-(pyridin-4-yl)acetamide2-[1-[(4-chlorophenyl)methyl]indol-3-yl]-2-oxo-N-pyridin-4-ylacetamideMFCD05861105ZIO 301;D 24851
Properties
Computed structural properties
- XLogP
- 3.9
- Topological polar surface area
- 64 Ų
- Hydrogen bond donors
- 1
- Hydrogen bond acceptors
- 3
- Rotatable bonds
- 5
- Heavy atoms
- 28
- Formal charge
- 0
- Complexity
- 558
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Density
- 1.31 · 1.31±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- solubility
- 33.25 · DMSO:33.25(Max Conc. mg/mL);85.29(Max Conc. mM)
- form
- A solid
- pka
- 9.38 · 9.38±0.70(Predicted)
- color
- Off-white to yellow
- FDA UNII
- 80 K4H2RB8P · 80K4H2RB8P
- NCI Drug Dictionary
- indibulin
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
- 315 · H315-H319-H335
- Precautionary statements
- 261 · P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P321-P362+P364-P332+P313-P337+P313-P403+P233-P405-P501
Chemistry & industry
Applications
DescriptionIndibulin (D-24851; ZIO-301), a novel synthetic small molecule microtubule inhibitor, destabilizes microtubules and has antitumor activity but does not exhibit neurotoxicity in preclinical animal studies. Indibulin reduces inter-kinetochoric tension, produces aberrant spindles, activates mitotic checkpoint proteins Mad2 and BubR1, and induces mitotic arrest and apoptosis. The drug can discriminate between highly posttranslationally modified tubulin present in mature neuronal microtubules, and less-modified tubulin present in immature neuronal or nonneuronal microtubules.
UsesIndibulin is a chemotherapeutic drug that destabilizes microtubules and is used to treat aggressive and heterogenous cancers, including breast cancer.
Suppliers54 total
上海腾准生物科技有限公司19821570922 · [email protected]
温州共赢化学有限公司+86-0086-577-64498589 +86-15355981851 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
河南闰霖化工有限公司+86-18738066252; +86-18738066252 · [email protected]
上海冬洋生物科技有限公司0512-13601744364 13601744364 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
安耐吉化学&3A（安徽泽升科技有限公司）021-58432009 400-005-6266 · [email protected]
Advanced chemblocks inc650-6922368 650-6922368;650-6922368 · [email protected]
Related reactions
0 records
No reaction records under the current filter.
Compound notes
Loading…