ChemicalBook--->CAS DataBase List--->218600-44-3

218600-44-3

218600-44-3 Structure

218600-44-3 Structure
IdentificationBack Directory
[Name]

Bardoxolone
[CAS]

218600-44-3
[Synonyms]

CDDO
CCDO
CS-321
RTA 401
Bardoxolone
RTA-401;RTA401
CDDO(Bardoxolone)
Bardoxolone (CDDO)
bardoxolone RTA 401
BARDOXOLONE;CDDO;RTA 401
BARDOXOLONE; RTA 402; CCDO
2-Cyano-3,12-dioxooleana-1,9-dien-28-oic acid
2-cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid
Oleana-1,9(11)-dien-28-oic acid, 2-cyano-3,12-dioxo-
Bardoxolone, 98%, a novel nuclear regulator factor (Nrf-2) activator
(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,3,4,5,6,7,8,8a,14a,14b-decahydropicene-4a-carboxylic acid
(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10-oxo-1,3,4,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-hexadecahydropicene-4a(2H)-carboxylic acid
(4aS,6aR,6bS,8aR,12aS,14aR,14bS)-11-cyano-2,2,6a,6b,9,9,12a-heptamethyl-10,14-dioxo-1,2,3,4,4a,5,6,6a,6b,7,8,8a,9,10,12a,14,14a,14b-octadecahydropicene-4a-carboxylic acid
[Molecular Formula]

C31H41NO4
[MDL Number]

MFCD07772296
[MOL File]

218600-44-3.mol
[Molecular Weight]

491.66
Chemical PropertiesBack Directory
[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)
[color ]

White to yellow
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P330-P302+P352-P321-P304+P340-P305+P351+P338-P332+P313-P362+P364-P337+P313-P403+P233-P405-P501
Hazard InformationBack Directory
[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.
[in vivo]

Bardoxolone methyl(5, 10 mg/kg) decreased the percentage of caspase-3 immunopositive cells in a dose-dependent manner in rat kidney [3]. Bardoxolone methyl (0-10 mg/kg, i.p., a single dose) results in analgesia but not sedation in rats[4]. Bardoxolone methyl [10 mg/kg, twice-daily on day 21 after the first PAC (HY-B0015) injection] decreases PAC-induced levels of pNFκB and MCP-1 by increasing pNRf2 and HO-1 in rat DRG[4].

Spectrum DetailBack Directory
[Spectrum Detail]

Bardoxolone(218600-44-3)1HNMR
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