| Identification | Back Directory | [Name]
C-DIM12 | [CAS]
178946-89-9 | [Synonyms]
C-DIM12
C-DIMI2
CS-2311
C-DIM12, >98%
C-DIM12 (C-DIM-12
C-DIM12, 178946-89-9
C-DIM12 >=98% (HPLC)
bis(3-indolyl)-4-chlorophenylmethane
3,3'-[(4-chlorophenyl)methylene]bis-1H-Indole
1H-Indole, 3,3'-[(4-chlorophenyl)methylene]bis-
C-DIM12(1,1-bis (3'-indolyl)-1-(p-chlorophenyl) methane) | [Molecular Formula]
C23H17ClN2 | [MDL Number]
MFCD05625919 | [MOL File]
178946-89-9.mol | [Molecular Weight]
356.85 |
| Chemical Properties | Back Directory | [Melting point ]
76-77 °C | [Boiling point ]
585.6±45.0 °C(Predicted) | [density ]
1.324±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Sealed in dry,2-8°C | [solubility ]
Soluble in DMSO (up to 35 mg/ml) or in Ethanol (up to 35 mg/ml) | [form ]
solid | [pka]
16.40±0.30(Predicted) | [color ]
Orange | [Stability:]
Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 2 months. |
| Hazard Information | Back Directory | [Description]
C-DIM12 is a para-phenyl-substituted diindolylmethane (C-DIM) that is an orally bioavailable activator of nuclear receptor-related protein 1 (Nurr1/NR4A2). It is selective for Nurr1, not activating Nur77, neuron-derived orphan receptor 1 (Nor1), or the retinoid X receptor (RXR) in parallel luciferase assays. C-DIM12 (2.5-10 μM) inhibits proliferation of Ku7 and 253J B-V bladder cancer cells in a dose-dependent manner and induces apoptosis of KU7 cells in a Nurr1-dependent manner. In an orthotopic nude mouse model, C-DIM12 suppresses bladder cancer cell growth by 44 and 59% at doses of 12.5 and 25 mg/kg, respectively. C-DIM12 has neuroprotective properties, preventing dopaminergic cell loss and reducing the expression of NF-κB in the substantia nigra pars compacta in an MPTP mouse model of Parkinson’s disease. It also has analgesic and anti-inflammatory activity in the tail immersion and carrageenan paw edema assays at a dose of 100 mg/kg, without causing ulcers in rats. | [storage]
Store at -20°C | [References]
1) Inamoto et al. (2008), 1,1-Bis(3’-indolyl)-1-(p-chlorophenyl)methane activates the orphan nuclear receptor Nurr1 and inhibits bladder cancer growth; Mol Cancer Ther., 7 3825
2) Li et al. (2012), Structure-dependent activation of NR4A2 (Nurr1) by 1,1-bis(3’-indoyl)-1-(aromatic)methane analogs in pancreatic cancer cells; Biochem. Pharmacol., 83 1445
3) De Miranda et al. (2015), The Nurr1 Activator 1,1-Bis(3’-Indolyl)-1-(p-chlorophenyl)Methane blocks Inflammatory Gene Expression in BV-2 Microglial Cells by Inhibiting Nuclear Factor kB; Mol. Pharmacol., 87 1021
4) De Miranda et al. (2013), Neuroprotective efficacy and pharmokinetic behavior of novel anti-inflammatory para phenyl substituted diindolylmethanes ina a mouse model of Parkinson’s disease; J. Pharmacol. Exp. Ther., 345 125 |
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