C-DIM12
- CAS No.
- 178946-89-9
- Chemical Name:
- C-DIM12
- Synonyms
- CS-2311;C-DIMI2;C-DIM12;C-DIM12, >98%;C-DIM12 (C-DIM-12;C-DIM12, 178946-89-9;C-DIM12 >=98% (HPLC);C-DIM12, 10 mM in DMSO;bis(3-indolyl)-4-chlorophenylmethane;3,3'-[(4-chlorophenyl)methylene]bis-1H-Indole
- CBNumber:
- CB03067198
- Molecular Formula:
- C23H17ClN2
- Molecular Weight:
- 356.85
- MDL Number:
- MFCD05625919
- MOL File:
- 178946-89-9.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 76-77 °C |
|---|---|
| Boiling point | 585.6±45.0 °C(Predicted) |
| Density | 1.324±0.06 g/cm3(Predicted) |
| storage temp. | 2-8°C(protect from light) |
| 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. |
| InChI | 1S/C23H17ClN2/c24-16-11-9-15(10-12-16)23(19-13-25-21-7-3-1-5-17(19)21)20-14-26-22-8-4-2-6-18(20)22/h1-14,23,25-26H |
| InChIKey | LTLRXTDMXOFBDW-UHFFFAOYSA-N |
| SMILES | ClC(C=C1)=CC=C1C(C2=CNC3=C2C=CC=C3)C4=CNC5=C4C=CC=C5 |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H315-H319-H335 |
| Precautionary statements | P264-P280-P302+P352-P321-P332+P313-P362-P305+P351+P338-P337+P313-P261-P271-P304+P340-P312-P403+P233-P405-P501 |
| WGK Germany | WGK 3 |
| Storage Class | 11 - Combustible Solids |
C-DIM12 price More Price(45)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | SML1508 | C-DIM12 ≥98% (HPLC) | 178946-89-9 | 5 mg | $119 | 2026-04-30 | Buy |
| Sigma-Aldrich | SML1508 | C-DIM12 ≥98% (HPLC) | 178946-89-9 | 25 mg | $480 | 2026-04-30 | Buy |
| TCI Chemical | C3467 | C-DIM 12 | 178946-89-9 | 50MG | $246 | 2026-04-30 | Buy |
| Cayman Chemical | 22951 | C-DIM12 ≥98% | 178946-89-9 | 5mg | $55 | 2026-04-30 | Buy |
| Cayman Chemical | 22951 | C-DIM12 ≥98% | 178946-89-9 | 10mg | $104 | 2026-04-30 | Buy |
C-DIM12 Chemical Properties, Uses, Production
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.
Uses
C-DIM12 is a potent, orally active Nurr1 antagonist. C-DIM12 inhibits the tumor growth and autophagy, and induces the cell apoptosis. C-DIM12 has anti-inflammatory and neuroprotective effects, and can be used for cancer and neurological disease study[1][2][3].
in vivo
C-DIM12 (25 mg/kg for i.p., 14 day) modulates glial reactivity in MPTP-Induced Parkinsonism mice[2].
C-DIM12 (50-100 mg/kg for i.p., three times ) attenuates brain inflammation and improves functional recovery after intracerebral hemorrhage in mice[3].
C-DIM12 (30 mg/kg for i.p., 30 day) inhibits tumor growth and autophagy, and induces apoptosis in NURR1-KO cells orthotopic xenograft[1].
Pharmacokinetic Analysis in C57BL/6 male mice[1]
| Route | Organ | Dose (mg/kg) | Area under Curve (ng/mL*min) | t1/2 (min) | Cmax (ng/mL) |
| i.g. | Plasma | 25 | 539,220 | 249 | 1120 |
| i.g. | Brain | 25 | 2,273,711 | 265 | 3622 |
| Animal Model: | MPTP-induced C57BL/6 male Parkinsonism mice [2] |
| Dosage: | 25 mg/kg/day, 14day |
| Administration: | Intragastric gavage (i.g.) |
| Result: | Protected against the loss of DA neurons in the substantia nigra pars compacta and DA terminals in the striatum, maintained a ramified phenotype in microglia, and suppressed activation of astrocytes. |
| Animal Model: | The ICR mice model of intracerebral hemorrhage induced by collagenase type VII[3] |
| Dosage: | 50 and 100mg/kg/day at a 24-h interval, three times |
| Administration: | Orally administration |
| Result: | Improved the recovery of neurological function and prevented neuron loss in the hematoma, while suppressed activation of microglia/macrophages and expression of inflammatory mediators interleukin-6 and CC chemokine ligand 2. Preserved axonal structures in the internal capsule and axonal transport function. Decreased of iNOS mRNA expression. |
| Animal Model: | MiaPaCa2 cells (Ctrl and NURR1-KO) orthotopic xenograft tumor models[1] |
| Dosage: | 30 mg/kg, 30 day |
| Administration: | Intraperitoneal injection (i.p.) |
| Result: | Inhibited tumor growth and ATG7 and ATG12 mRNA levels, and induced apoptosis. |
IC 50
Nurr1/NR4A2
storage
Store at -20°C
References
[1] TERUO INAMOTO. 1,1-Bis(3’-indolyl)-1-(p-chlorophenyl)methane activates the orphan nuclear receptor Nurr1 and inhibits bladder cancer growth.[J]. Molecular Cancer Therapeutics, 2008: 3825-3833. DOI:10.1158/1535-7163.mct-08-0730
[2] XI LI Stephen S Syng Ook Lee. Structure-dependent activation of NR4A2 (Nurr1) by 1,1-bis(3′-indolyl)-1-(aromatic)methane analogs in pancreatic cancer cells[J]. Biochemical pharmacology, 2012, 83 10: Pages 1445-1455. DOI:10.1016/j.bcp.2012.02.021
[3] BRIANA R DE MIRANDA. 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 κB.[J]. Molecular Pharmacology, 2015, 87 6: 1021-1034. DOI:10.1124/mol.114.095398
[4] Neuroprotective efficacy and pharmokinetic behavior of novel anti-inflammatory para phenyl substituted diindolylmethanes ina a mouse model of Parkinson’s disease
C-DIM12 Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Shanghai Boyle Chemical Co., Ltd. | sales@boylechem.com | China | 2915 | 55 | |
| Dalian Meilun Biotech Co., Ltd. | 0411-62910999 13889544652 | sales@meilune.com | China | 4765 | 58 |
| Haoyuan Chemexpress Co., Ltd. | 021-58950125 | info@chemexpress.com | China | 7545 | 61 |
| MedChemexpress LLC | 021-58955995 | sales@medchemexpress.cn | United States | 4853 | 58 |
| Nanjing Chalf-Pharm Technology Co., Ltd. | 025-57018978 18251899859 | sales@chalf-pharm.com | China | 5855 | 50 |
| AdooQ Bioscience CHINA | 025-58849295 | info@adooq.cn | China | 2981 | 60 |
| Shanghai JiYi Biotechnology Co. Ltd. | 13621943973 | sales@shjiyipharmatech.com | China | 1166 | 55 |
| Hunan Cangood Medical Technology Ltd. | 400-026-9899 | China | 71 | 50 | |
| Shanghai Lollane Biological Technology Co.,Ltd. | 021-52996696，15000506266 15000506266 | China | 4859 | 55 | |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9799 | 58 |
