| Identification | Back Directory | [Name]
BMS453 | [CAS]
166977-43-1 | [Synonyms]
BMS453
BMS-189453
(BMS189453
(E)-4-[2-(5,5-Dimethyl-8-phenyl-5,6-dihydronaphthalen-2-yl)vinyl]benzoic acid
4-[(1E)-2-(5,6-Dihydro-5,5-dimethyl-8-phenyl-2-naphthalenyl)ethenyl]-benzoicacid
(E)-4-[2-(5,6-Dihydro-5,5-dimethyl-8-phenyl-2-naphthalenyl)ethenyl]-benzoic acid
Benzoic acid, 4-[(1E)-2-(5,6-dihydro-5,5-dimethyl-8-phenyl-2-naphthalenyl)ethenyl]- | [Molecular Formula]
C27H24O2 | [MDL Number]
MFCD18086870 | [MOL File]
166977-43-1.mol | [Molecular Weight]
380.48 |
| Chemical Properties | Back Directory | [Boiling point ]
560.9±50.0 °C(Predicted) | [density ]
1.167±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO: soluble10mg/mL, clear | [form ]
powder | [pka]
4.27±0.10(Predicted) | [color ]
white to beige |
| Hazard Information | Back Directory | [Uses]
BMS 453 is a synthetic retinoid and RARβ antagonist which also displays antagonist acitivity in RARα. | [Definition]
ChEBI: BMS-453 is 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. It has a role as a retinoic acid receptor beta agonist, a retinoic acid receptor gamma antagonist, a retinoic acid receptor alpha antagonist and a teratogenic agent. It is a member of dihydronaphthalenes, a member of benzoic acids and a stilbenoid. | [Biological Activity]
BMS-189453 is a potent RARβ agonist th at acts as an antagonist against RARα and RARγ. BMS-189453 induces RARβ reporter gene expression at sub nanomolar levelsand is 30 fold more potent than all-trans retinoic acid for inducing TGFβ activity in normal breast cells. The compound BMS-189453 does not transactivate RARα or γ transcriptional activitybut binding to those family members induces a strong transrepression of phorbol ester-induced AP-1 activity (IC50 = 0.1 nM in HeLa and MCSF-7). BMS-189453 significantly increases the efficiency of cardiac differentiation of hESCs.''BMS-189453 specifically has sufficient bioavailability in rats and monkeys. BMS-189453 only binds to αβand γ retinoid receptors but its activation is unknown. BMS-189453 is found to inhibit the action of collagenase-3 (MMP-13) which catalyses cartilage matrix degradation. Thusit serves to tre at rheumatoid |
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