4,6-Dibromo indole
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4,6-Dibromo indole is a natural product found in the adipose tissue of bottlenose dolphins, algae, and invertebrates including species of the genus Tubastrea, with multiple activities such as nematicidal and antifungal properties. 4,6-Dibromo indole inhibits the motility of Caenorhabditis elegans and induces a multi-stage nematicidal effect. 4,6-Dibromo indole inhibits the growth, biofilm formation, and yeast-hypha transition of Candida, induces ROS accumulation, disrupts hyphal networks, and reduces biofilm biomass. 4,6-Dibromo indole can be used in studies on crop damage related to nematode infestation and Candida infection.
For research use only. We do not sell to patients.
- CAS No.: 99910-50-6
- Formula: C8H5Br2N
- Molecular Weight:274.94
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Storage:
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
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Biological Activity
4,6‑dibromoindole exhibits nematicidal and locomotion-inhibiting activities against Caenorhabditis elegans fer‑15 (b26); fem‑1 (hc17) mutants: it significantly inhibits nematode locomotion, reducing head thrashing to 7 times per minute; it shows strong, dose-dependent nematicidal effects against synchronized nematodes and L4-stage larvae; at 20 μg/mL, nearly complete nematode lethality is achieved within only 90 min[1].
4,6-dibromoindole exhibits extremely strong predicted binding affinity (<0.1 μM) for Caenorhabditis elegans GST-5, and forms key interactions with Asn10, Tyr8 and Met112 residues, which suggests that it may have the potential to inhibit this oxidative stress-responsive enzyme[1].
4,6-dibromoindole potently inhibits the growth of azole-resistant Candida albicans DAY185 with an MIC of 25 µg/mL; it dose-dependently inhibits biofilm formation and hyphal morphogenesis[3].
4,6-dibromoindole exhibits broad-spectrum antifungal activity against 10 Candida species (including drug-resistant strains), with MIC values ranging from 10 to 25 µg/mL[3].
4,6-dibromoindole (0-50 µg/mL; 24 h) exhibits additive antifungal interactions with azole drugs (Miconazole (HY-B0454), Econazole (HY-B0885)) against Candida albicans DAY185, with FICI values ranging from 0.8 to 0.9[3].
4,6-dibromoindole (10-50 µg/mL; 1 h) induces intracellular reactive oxygen species production in Candida albicans DAY185 in a dose-dependent manner[3].
4,6-dibromoindole (10-200 µg/mL; 24 h) exhibits moderate cytotoxicity against human HepG2 cells, with an LD50 of 36 µg/mL, and maintains >90% cell viability at its antifungal MIC (20 µg/mL) concentration[3].
4,6-dibromoindole (5-50 µg/mL; 5 days) exhibits low phytotoxicity to Brassica rapa seedlings[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
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Cell Line:human HepG2 hepatocellular carcinoma cells
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Concentration:10, 20, 50, 100, 200 µg/mL
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Incubation Time:24 h
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Result:Exhibited moderate cytotoxicity toward HepG2 cells, with an LD50 of 36 µg/mL.
Maintained cell viability above 90% at 20 µg/mL, a concentration matching its antifungal MIC against *C. albicans*.
Chemical Information
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CAS No. 99910-50-6
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Appearance Solid
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Molecular Weight 274.94
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Formula C8H5Br2N
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SMILES
C1=CNC2=CC(=CC(=C12)Br)Br
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Structure Classification
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Initial Source
Tursiops truncatus
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
4°C, protect from light
* In solvent : -80°C, 6 months; -20°C, 1 month (protect from light)
Solvent & Solubility
DMSO : 100 mg/mL (363.72 mM; Need ultrasonic; Hygroscopic DMSO has a significant impact on the solubility of product, please use newly opened DMSO)
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Purity & Documentation
References
Complete Stock Solution Preparation Table
Please refer to the solubility information to select the appropriate solvent. Once prepared, please aliquot and store the solution to prevent product inactivation from repeated freeze-thaw cycles.
Storage method and period of stock solution: -80°C, 6 months; -20°C, 1 month (protect from light). When stored at -80°C, please use it within 6 months. When stored at -20°C, please use it within 1 month.
| Optional Solvent | Concentration Solvent Mass | 1 mg | 5 mg | 10 mg | 25 mg |
|---|---|---|---|---|---|
| DMSO | 1 mM | 3.6372 mL | 18.1858 mL | 36.3716 mL | 90.9289 mL |
| 5 mM | 0.7274 mL | 3.6372 mL | 7.2743 mL | 18.1858 mL | |
| 10 mM | 0.3637 mL | 1.8186 mL | 3.6372 mL | 9.0929 mL | |
| 15 mM | 0.2425 mL | 1.2124 mL | 2.4248 mL | 6.0619 mL | |
| 20 mM | 0.1819 mL | 0.9093 mL | 1.8186 mL | 4.5464 mL | |
| 25 mM | 0.1455 mL | 0.7274 mL | 1.4549 mL | 3.6372 mL | |
| 30 mM | 0.1212 mL | 0.6062 mL | 1.2124 mL | 3.0310 mL | |
| 40 mM | 0.0909 mL | 0.4546 mL | 0.9093 mL | 2.2732 mL | |
| 50 mM | 0.0727 mL | 0.3637 mL | 0.7274 mL | 1.8186 mL | |
| 60 mM | 0.0606 mL | 0.3031 mL | 0.6062 mL | 1.5155 mL | |
| 80 mM | 0.0455 mL | 0.2273 mL | 0.4546 mL | 1.1366 mL | |
| 100 mM | 0.0364 mL | 0.1819 mL | 0.3637 mL | 0.9093 mL |
4,6-Dibromo indole Related Classifications
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