![1,1,2-Trimethyl-1H-benz[e]indole](/upload/1124/V65751.png)
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| Other Sizes |
| Targets |
This compound does not have a specific biological target. It is a heterocyclic scaffold used to prepare fluorescent probes, near-infrared optical imaging agents, and bioactive compounds. The unmodified compound may serve as a pH-sensitive fluorescent probe for intracellular pH detection and labeling.
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| ln Vitro |
supplies for making hypoxia-sensitive fluorescent probes for in vivo real-time imaging of acute ischemia, near-infrared fluorescent probes for imaging integrin receptor expression, and fluorescent probes for in vivo tumor imaging.
In cell-free assays, 1,1,2-Trimethyl-1H-benz[e]indole itself has no reported biological activity. Its activity is as a synthetic building block. However, it can be used to prepare pH fluorescent probes for intracellular pH detection. It can also be used to prepare near-infrared optical probes for tumor imaging and hypoxia-sensitive probes for real-time ischemia imaging. |
| ln Vivo |
There is no specific in vivo activity reported for this compound itself. Its derivatives, particularly near-infrared fluorescent probes synthesized from this indole scaffold, have been used for in vivo tumor imaging, integrin receptor expression imaging, and ischemia imaging in animal models, demonstrating its utility as a platform for developing imaging agents.
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| Enzyme Assay |
There is no standard enzyme/receptor binding protocol for this compound. As a fragment molecule, it is typically characterized by NMR, HPLC, and mass spectrometry. In synthetic applications, a typical protocol involves using 1,1,2-Trimethyl-1H-benz[e]indole as a nucleophile in alkylation or condensation reactions to form larger conjugated systems, such as cyanine dyes or other fluorescent probes.
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| Cell Assay |
This compound is not used in cell-based experiments for its own activity. However, fluorescent probes derived from this indole scaffold are used in cellular imaging. A typical protocol involves incubating cells with the probe (1-10 uM) for 20-60 minutes, washing, and then imaging with a fluorescence microscope. The parent indole itself is not used directly in cell assays.
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| Animal Protocol |
There is no standard in vivo protocol for the parent compound. For fluorescent probes derived from it, animals are injected intravenously with the probe (0.1-5 mg/kg), and imaging is performed at various time points using an in vivo imaging system equipped with appropriate filters (near-infrared). Tumor-bearing mice are used for tumor imaging studies.
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| ADME/Pharmacokinetics |
PK properties are not applicable for the parent compound. For derived near-infrared probes, they typically have good tissue penetration, are cleared through the hepatobiliary system, and have half-lives ranging from 1-6 hours in rodents. Formulation for in vivo use is typically in PBS or saline with co-solvents (DMSO, Cremophor) to enhance solubility.
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| Toxicity/Toxicokinetics |
Toxicity of 1,1,2-Trimethyl-1H-benz[e]indole is low at typical laboratory handling concentrations. As an aromatic heterocycle, it may be an irritant. Standard safety precautions (gloves, goggles, fume hood) should be used. The compound is for research use only and not for diagnostic or therapeutic applications.
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| Additional Infomation |
1,1,2-Trimethyl-1H-benz[e]indole is a versatile heterocyclic intermediate in the synthesis of near-infrared (NIR) cyanine dyes and hemicyanine fluorescent probes. These probes are widely used for bioimaging applications, including tumor imaging, hypoxia detection, and pH sensing. The three methyl groups provide steric hindrance and enhance the stability of the resulting dyes. This product is for research use only.
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| Molecular Formula |
C15H15N
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| Molecular Weight |
209.29
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| Exact Mass |
209.12
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| CAS # |
41532-84-7
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| PubChem CID |
170530
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| Appearance |
Yellow to brown solid powder
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| Density |
1.1±0.1 g/cm3
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| Boiling Point |
333.7±35.0 °C at 760 mmHg
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| Melting Point |
111-117ºC
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| Flash Point |
147.7±26.8 °C
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| Vapour Pressure |
0.0±0.7 mmHg at 25°C
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| Index of Refraction |
1.600
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| LogP |
3
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
1
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| Rotatable Bond Count |
0
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| Heavy Atom Count |
16
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| Complexity |
315
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| Defined Atom Stereocenter Count |
0
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| SMILES |
N1C2C([H])=C([H])C3=C([H])C([H])=C([H])C([H])=C3C=2C(C([H])([H])[H])(C([H])([H])[H])C=1C([H])([H])[H]
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| InChi Key |
WJZSZXCWMATYFX-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C15H15N/c1-10-15(2,3)14-12-7-5-4-6-11(12)8-9-13(14)16-10/h4-9H,1-3H3
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| Chemical Name |
1,1,2-trimethylbenzo[e]indole
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| HS Tariff Code |
2934.99.9001
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| Storage |
Powder -20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition |
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
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| Solubility (In Vitro) |
May dissolve in DMSO (in most cases), if not, try other solvents such as H2O, Ethanol, or DMF with a minute amount of products to avoid loss of samples
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| Solubility (In Vivo) |
Note: Listed below are some common formulations that may be used to formulate products with low water solubility (e.g. < 1 mg/mL), you may test these formulations using a minute amount of products to avoid loss of samples.
Injection Formulations
Injection Formulation 1: DMSO : Tween 80： Saline = 10 : 5 : 85 (i.e. 100 μL DMSO stock solution → 50 μL Tween 80 → 850 μL Saline)(e.g. IP/IV/IM/SC) *Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH ₂ O to obtain a clear solution. Injection Formulation 2: DMSO : PEG300 ：Tween 80 : Saline = 10 : 40 : 5 : 45 (i.e. 100 μL DMSO → 400 μLPEG300 → 50 μL Tween 80 → 450 μL Saline) Injection Formulation 3: DMSO : Corn oil = 10 : 90 (i.e. 100 μL DMSO → 900 μL Corn oil) Example: Take the Injection Formulation 3 (DMSO : Corn oil = 10 : 90) as an example, if 1 mL of 2.5 mg/mL working solution is to be prepared, you can take 100 μL 25 mg/mL DMSO stock solution and add to 900 μL corn oil, mix well to obtain a clear or suspension solution (2.5 mg/mL, ready for use in animals). View More
Injection Formulation 4: DMSO : 20% SBE-β-CD in saline = 10 : 90 [i.e. 100 μL DMSO → 900 μL (20% SBE-β-CD in saline)] Oral Formulations
Oral Formulation 1: Suspend in 0.5% CMC Na (carboxymethylcellulose sodium) Oral Formulation 2: Suspend in 0.5% Carboxymethyl cellulose Example: Take the Oral Formulation 1 (Suspend in 0.5% CMC Na) as an example, if 100 mL of 2.5 mg/mL working solution is to be prepared, you can first prepare 0.5% CMC Na solution by measuring 0.5 g CMC Na and dissolve it in 100 mL ddH2O to obtain a clear solution; then add 250 mg of the product to 100 mL 0.5% CMC Na solution, to make the suspension solution (2.5 mg/mL, ready for use in animals). View More
Oral Formulation 3: Dissolved in PEG400 (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 4.7781 mL | 23.8903 mL | 47.7806 mL | |
| 5 mM | 0.9556 mL | 4.7781 mL | 9.5561 mL | |
| 10 mM | 0.4778 mL | 2.3890 mL | 4.7781 mL |
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.
Calculation results
Working concentration： mg/mL；
Method for preparing DMSO stock solution： mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.
Method for preparing in vivo formulation:：Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O，mix and clarify.
(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
(2) Be sure to add the solvent(s) in order.
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