ChemicalBook--->CAS DataBase List--->33016-12-5

33016-12-5

33016-12-5 Structure

33016-12-5 Structure
IdentificationBack Directory
[Name]

TN-16
[CAS]

33016-12-5
[Synonyms]

TN-16
Nsc 239274
TN-16, 10 mM in DMSO
3-(ANILINOETHYLIDENE)-5-BENZYLPYRROLIDINE-2,4-DIONE
3-(1-ANILINOETHYLIDENE)-5-BENZYLPYRROLIDINE-2,4-DIONE
TN-16,TN16,TN 16,inhibit,Microtubule/Tubulin,Inhibitor
5-Benzyl-3-[1-(phenylamino)ethylidene]pyrrolidine-2,4-dione
2,4-Pyrrolidinedione, 3-(1-anilinoethylidene)-5-benzyl- (8ci)
3-[1-(Phenylamino)ethylidene]-5-(phenylmethyl)-2,4-pyrrolidinedione
2,4-Pyrrolidinedione, 3-[1-(phenylamino)ethylidene]-5-(phenylmethyl)-
2,4-Pyrrolidinedione, 3-(1-(phenylamino)ethylidene)-5-(phenylmethyl)- (9ci)
[Molecular Formula]

C19H18N2O2
[MDL Number]

MFCD02684017
[MOL File]

33016-12-5.mol
[Molecular Weight]

306.36
Chemical PropertiesBack Directory
[Melting point ]

182~185℃
[Boiling point ]

532.7±50.0 °C(Predicted)
[density ]

1.249±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥17mg/mL
[form ]

powder
[pka]

10.53±0.40(Predicted)
[color ]

white to tan
[InChI]

1S/C19H18N2O2/c1-13(20-15-10-6-3-7-11-15)17-18(22)16(21-19(17)23)12-14-8-4-2-5-9-14/h2-11,16,20H,12H2,1H3,(H,21,23)/b17-13-
[InChIKey]

KWSXUGYAGMSUTN-LGMDPLHJSA-N
[SMILES]

C\C(Nc1ccccc1)=C2\C(=O)NC(Cc3ccccc3)C2=O
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)Environment (GHS09)
GHS07,GHS09
[Signal word ]

Warning
[Hazard statements ]

H317-H400
[Precautionary statements ]

P273-P280-P302+P352
[Hazard Codes ]

Xi,N
[Risk Statements ]

43-50/53
[Safety Statements ]

36/37-60-61
[RIDADR ]

UN 3077 9 / PGIII
[WGK Germany ]

3
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Aquatic Acute 1
Skin Sens. 1
Hazard InformationBack Directory
[Uses]

A novel synthetic inhibitor of microtubule formation which binds to the colchicine site. It prevents the stabilization of microtubules in taxol-treated cells. Blocks the cell cycle in M-phase.
[Biological Activity]

3-(l-anilinoethylidene)-5-benzylpyrrolidine-2,4-dione (TN-16)a tenuazonic acid derivativeis a synthetic antitumor agent which arrests mitosis of tumor cells at metaphase. It is a colchicine site binding agent and a powerful autophagy flux inhibitor th at could be used as a conventional autophagy inhibitor with anti-cancer potential in pre-clinical trials.''Inhibitor of microtubule assembly''TN-16 is a synthetic compound th at blocks the assemblyand promotes the dissociation of microtubules. It can prevent the b-TrCP-mediated degradation of the transcription factor Gli2leading to the up-regulation of BMP-2 and supporting a role for microtubule formation in the regulation of bone formation.
Spectrum DetailBack Directory
[Spectrum Detail]

TN-16(33016-12-5)MS
TN-16(33016-12-5)1HNMR
TN-16(33016-12-5)IR1
TN-16(33016-12-5)IR2
TN-16(33016-12-5)Raman
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