ChemicalBook--->CAS DataBase List--->443104-02-7

443104-02-7

443104-02-7 Structure

443104-02-7 Structure
IdentificationBack Directory
[Name]

TP 235
[CAS]

443104-02-7
[Synonyms]

TP 235
CPD1598
CDDO-IM
RTA 403
CDDO IMidazolide
CDDO-Im (RTA-403)
CDDO-Im, RTA 403, TP 235
2-Cyano-3,12-dioxooleana-1,9(11)-dien-28-oic acid iMidazolide
1-(2-Cyano-3,12,28-trioxooleana-1,9(11)-dien-28-yl)-1H-iMidazole
1H-Imidazole, 1-(2-cyano-3,12,28-trioxooleana-1,9(11)-dien-28-yl)-
(4aR,6aR,6aS,6bR,8aS,12aS,14bS)-8a-(imidazole-1-carbonyl)-4,4,6a,6b,11,11,14b-heptamethyl-3,13-dioxo-4a,5,6,6a,7,8,9,10,12,12a-decahydropicene-2-carbonitrile
[Molecular Formula]

C34H43N3O3
[MDL Number]

MFCD12756341
[MOL File]

443104-02-7.mol
[Molecular Weight]

541.72
Chemical PropertiesBack Directory
[Melting point ]

>164°C (dec.)
[Boiling point ]

681.8±65.0 °C(Predicted)
[density ]

1.23±0.1 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Chloroform (Slightly), Methanol (Very Slightly, Heated)
[form ]

Solid
[pka]

3.47±0.10(Predicted)
[color ]

Pale Yellow to Very Dark Yellow
[Stability:]

Light Sensitive
[InChIKey]

ITFBYYCNYVFPKD-FMIDTUQUSA-N
[SMILES]

[n]6(cncc6)C(=O)[C@]21[C@H]([C@@H]3[C@]([C@@]4(CC[C@@H]5[C@@](C4=CC3=O)(C=C(C(=O)C5(C)C)C#N)C)C)(CC2)C)CC(CC1)(C)C
Safety DataBack Directory
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Chemical Properties]

Pale Yellow Solid
[Uses]

CDDO Imidozolide (CDDO-Im) is a synthetic triterpenoid CDDO-Im inhibits fatty acid synthase expression and has antiproliferative and proapoptotic effects in human liposarcoma cells. Studies show that CDDO-Im is highly active in suppressing cellular proliferation of human leukemia and breast cancer cell lines as well as being an effective therapeutic agent in the treatment of other types of cancers .
[Biological Activity]

CDDO-Im is a bifunctional CDDO analog th at enhances NRF2-mediated antioxidant and anti-inflammatory activity by forming not only KEAP1 covalent adducts (Michael adducts via cysteinesacyl adducts via lysines and tyrosines) in the same manner as CDDO and CDDO-Mebut also by covalently transacylating arginine and serine residues in GSTP and cross-linking them to adjacent cysteine residues. CDDO-Im is typically used in the range of 1-40 nM in cultures2-5.5 mg/kg via i.p. and 2.5 mg/kg via i.v. in vivo (mice and rats).
[in vivo]

CDDO-Im is a potent inhibitor of de novo inducible nitric oxide synthase expression in primary mouse macrophages. Moreover, CDDO-Im inhibits growth of B16 murine melanoma and L1210 murine leukemia cells in vivo. Injection of 10 nM (5.4 μg) of CDDO-Im almost completely blocks the ability of IFN-γ to induce iNOS, and treatment with as little as 1 nmol of CDDO-Im (0.54 μg) is partially effective[1].

[IC 50]

PPARα: 232 nM (Ki); PPARγ: 344 nM (Ki); Nrf2
[storage]

Store at RT
Spectrum DetailBack Directory
[Spectrum Detail]

TP 235(443104-02-7)1HNMR
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