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| | Bardoxolone Basic information |
| Product Name: | Bardoxolone | | Synonyms: | 2-Cyano-3,12-dioxooleana-1,9-dien-28-oic acid;CDDO(Bardoxolone);BARDOXOLONE;CDDO;RTA 401;Oleana-1,9(11)-dien-28-oic acid, 2-cyano-3,12-dioxo-;Bardoxolone;CDDO;RTA 401;2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid | | CAS: | 218600-44-3 | | MF: | C31H41NO4 | | MW: | 491.66 | | EINECS: | | | Product Categories: | | | Mol File: | 218600-44-3.mol |  |
| | Bardoxolone Chemical Properties |
| Melting point | 180-182 °C | | Boiling point | 632.9±55.0 °C(Predicted) | | density | 1.18 | | storage temp. | Sealed in dry,Store in freezer, under -20°C | | solubility | ≥49.2 mg/mL in DMSO; insoluble in H2O; ≥2.682 mg/mL in EtOH with gentle warming and ultrasonic | | form | solid | | pka | 4.52±0.70(Predicted) |
| | Bardoxolone Usage And Synthesis |
| Chemical Properties | Tan Solid | | Uses | Bardoxolone is a synthetic oleanane triterpenoid that exerts multifunctional activities in the control of cellular growth and differentiation. Bardoxolone is capable of activating the transcription fa
ctor peroxisome proliferator activator receptor-γ (PPARγ), its apoptotic effects in malignant cells have been shown to occur independently of PPARγ. Bardoxolone was developed as an potential drug for
the improvement of hyperglycemia, proteinuria, glomerulus structure, serum creatine, which may in turn be beneficial to treat diabetic kidney diseases, cancer and thromboembolic events. | | Definition | ChEBI: Bardoxolone is a member of cyclohexenones. | | Biological Activity | bardoxolone methyl, previously known as rta 402, is the lead molecule in reata's portfolio of antioxidant inflammation modulators (aims). the aims are potent inducers of the transcription factor nrf2, an important biological target that controls the production of many of the body's antioxidant and detoxification enzymes. because oxidative stress and inflammation occur throughout the course of chronic kidney disease (ckd) and are known to contribute to loss of kidney function, agents that activate the nrf2 pathway in patients with ckd may provide a novel method for preserving or improving kidney function. bardoxolone methyl is currently being investigated as a potential oral once-a-day treatment for ckd. |
| | Bardoxolone Preparation Products And Raw materials |
| Raw materials | (4aS,6aR,6bS,12aS,14aR,14bR,Z)-Methyl 11-(hydroxyMethylene)-2,2,6a,6b,9,9,12a-heptaMethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4a-carboxylate-->(4aS,6aR,6bS,12aS,14aR,14bR)-Methyl 11-cyano-10-hydroxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,12,12a,14,14a,14b-octadecahydropicene-4a-carboxylate-->218600-51-2-->Bardoxolone methyl-->(4aS,6aR,6bS,10R,12aS,14aR,14bR)-Methyl 10-hydroxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4a-carboxylate-->Oleanolic acid-->(4aS,6aR,6bS,10S,12aS,14aR,14bR)-Methyl 10-acetoxy-2,2,6a,6b,9,9,12a-heptaMethyl-14-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,11,12,12a,14,14a,14b-icosahydropicene-4a-carboxylate-->(4aS,6aR,6bS,13aS,15aR,15bR)-Methyl 2,2,6a,6b,9,9,13a-heptaMethyl-15-oxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,13,13a,15,15a,15b-octadecahydropiceno[2,3-d]isoxazole-4a-carboxylate-->Olean-9(11)-en-28-oic acid, 3,12-dioxo-, methyl ester (9CI) |
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