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OM137_Molecular_structure_CAS_292170-13-9)
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OM137

Catalog No. O8140 Name Sigma Aldrich
CAS Number 292170-13-9 Website http://www.sigmaaldrich.com
M. F. C13H14N4O3S Telephone 1-800-521-8956
M. W. 306.34026 Fax
Purity ≥95% (NMR) Email
Storage Chembase ID: 154520

SYNONYMS

IUPAC name
2-amino-N'-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-methyl-1,3-thiazole-5-carbohydrazide
IUPAC Traditional name
2-amino-N'-[(4-hydroxy-3-methoxyphenyl)methylidene]-4-methyl-1,3-thiazole-5-carbohydrazide
Synonyms
2-Amino-N′-(4-hydroxy-3-methoxybenzylidene)-4-methyl-1,3-thiazole-5-carbohydrazide
5-Thiazolecarboxylic acid, 2-amino-4-methyl-, 2-[(4-hydroxy-3-methoxyphenyl)methylene]hydrazide

DATABASE IDS

MDL Number MFCD02086738
CAS Number 292170-13-9

PROPERTIES

Empirical Formula (Hill Notation) C13H14N4O3S
Purity ≥95% (NMR)
Apperance powder
Solubility DMSO: >10 mg/mL
GHS Pictograms GHS07
GHS Signal Word Warning
GHS Hazard statements H302-H315-H319-H335
European Hazard Symbols Harmful Harmful (Xn)
MSDS Link Download
GHS Precautionary statements P261-P305 + P351 + P338
Risk Statements 22-36/37/38
Safety Statements 26
Storage Temperature room temp
German water hazard class 3

DETAILS

Description (English)
Biochem/physiol Actions
OM137 is an inhibitor of aurora kinases; inhibitor of spindle checkpoint. OM137 is an aminothiazole derivative, which functions to override the spindle checkpoint primarily through inhibition of the Aurora kinases (mitotic kinases). OM137 is a more potent inhibitor of Aurora B compared with Aurora A in vitro, consistent with the effects of OM137 on checkpoint function in living cells. The compound has some CDK1 inhibitory activity, but is likely that the major mode by which OM137 drives mitotic exit of cells arrested in M phase via the spindle checkpoint is through its inhibitory activity against Aurora B kinase. The compound is less potent than N-[4-[(6,7-Dimethoxy-4-quinazolinyl)amino]phenyl]benzamide hydrochloride (Sigma Cat. D6068), which is more suited for in vitro testing due to low solubility and high serum binding. OM137 is less potent than selective Aurora A inhibitor, cyclopropanecarboxylic acid {3-[4-(3-trifluoromethyl-phenylamino)-pyrimidin-2-ylamino]-phenyl}-amide (Sigma Cat. C2368).
Description (简体中文)
Biochem/physiol Actions
OM137 is an inhibitor of aurora kinases; inhibitor of spindle checkpoint. OM137 is an aminothiazole derivative, which functions to override the spindle checkpoint primarily through inhibition of the Aurora kinases (mitotic kinases). OM137 is a more potent inhibitor of Aurora B compared with Aurora A in vitro, consistent with the effects of OM137 on checkpoint function in living cells. The compound has some CDK1 inhibitory activity, but is likely that the major mode by which OM137 drives mitotic exit of cells arrested in M phase via the spindle checkpoint is through its inhibitory activity against Aurora B kinase. The compound is less potent than N-[4-[(6,7-Dimethoxy-4-quinazolinyl)amino]phenyl]benzamide hydrochloride (Sigma Cat. D6068), which is more suited for in vitro testing due to low solubility and high serum binding. OM137 is less potent than selective Aurora A inhibitor, cyclopropanecarboxylic acid {3-[4-(3-trifluoromethyl-phenylamino)-pyrimidin-2-ylamino]-phenyl}-amide (Sigma Cat. C2368).

REFERENCES