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Drinidene

Alias: Drinidene; 53394-92-6; 2-(Aminomethylene)-1-indanone; 1H-Inden-1-one, 2-(aminomethylene)-2,3-dihydro-; CP24,877; UNII-G715G2AW6N; CP-24,877; Drinidene
Cat No.:V20250 Purity: ≥98%
Drinidene may be utilized to study pain diseases.
Drinidene
Drinidene Chemical Structure CAS No.: 53394-92-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
5mg
100mg
250mg
Other Sizes
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Product Description
Drinidene may be utilized to study pain diseases. For more details, check and find the patent AU2018254530A1.
Drinidene (CAS# 53394-92-6) is a synthetic small molecule classified as a 2-aminomethyleneindanone derivative. Its core structure is 2-(aminomethylene)-1-indanone. This compound has been found to exhibit a range of biological activities, including anti-inflammatory, anti-cancer, and anti-microbial properties. It has been investigated for the research of pain disorders, as indicated in patent AU2018254530A1. With a molecular weight of 159.18 and a chemical formula of C₁₀H₉NO, Drinidene is a relatively small molecule. It possesses a unique structure that allows it to interact with various biological targets. Its mechanism of action is not fully defined but is believed to be related to its ability to modulate specific cellular pathways involved in inflammation and pain. The compound is a research-grade chemical with high purity (≥98%) and is intended for laboratory use only.
Biological Activity I Assay Protocols (From Reference)
Targets
The specific molecular targets of Drinidene are not definitively established in the provided literature. However, based on its reported anti-inflammatory and analgesic activities, it is likely to modulate key proteins or enzymes involved in these pathways. Some 2-aminomethyleneindanone derivatives are known to interact with enzymes like kinases or phosphatases, or to modulate ion channels or receptors involved in pain signaling. The compound's application in pain research, as cited in the patent, suggests that its target(s) may be involved in the transmission or perception of pain. Its broad-spectrum activities (anti-inflammatory, anti-cancer, anti-microbial) could also indicate that it has multiple targets or that its primary target is a pathway central to these diverse biological processes. Further research is needed to fully elucidate its mechanism of action and identify its precise molecular targets.
ln Vitro
Drinidene has demonstrated in vitro biological activity across several areas. It has been found to exhibit anti-inflammatory, anti-cancer, and anti-microbial properties. This indicates that the compound can modulate cellular processes associated with inflammation, inhibit the growth of cancer cells, and exert effects against microorganisms. The specific mechanisms underlying these activities are not detailed in the provided information. However, these findings suggest that Drinidene is a biologically active compound with the potential to affect multiple pathways. Its activity in vitro makes it a compound of interest for further study to understand its mechanism of action and to explore its potential therapeutic applications.
ln Vivo
Specific in vivo activity data for Drinidene is not detailed in the provided search results. However, its investigation for the research of pain disorders suggests it has been evaluated in animal models of pain. In such models, the compound would be administered to animals (likely rodents) to assess its ability to reduce pain-related behaviors. The results of these studies are not publicly available, but they would be crucial for confirming its in vivo efficacy and for understanding its pharmacokinetic and pharmacodynamic properties.
Enzyme Assay
Specific in vitro enzyme or receptor binding assay protocols for Drinidene are not described in the provided literature. As a research compound, its biological activity would be characterized using standard assays depending on the intended target. For its anti-inflammatory activity, assays might involve measuring its ability to inhibit the production of pro-inflammatory cytokines or the activity of enzymes like COX or LOX. For its anti-cancer activity, cell viability assays on cancer cell lines would be used. For its anti-microbial properties, standard broth microdilution assays to determine minimum inhibitory concentrations (MICs) would be employed.
Cell Assay
In vitro cell-based assays for Drinidene would be designed based on its reported activities. To study its anti-inflammatory effects, immune cells (such as macrophages) could be stimulated with LPS and treated with Drinidene, and the production of inflammatory cytokines (e.g., TNF-α, IL-6) would be measured by ELISA. For anti-cancer studies, various cancer cell lines would be treated with the compound, and cell viability, proliferation, or apoptosis would be assessed. For antimicrobial studies, the compound would be tested against a panel of bacterial or fungal strains. These assays are standard for characterizing the biological activities of novel compounds.
Animal Protocol
Specific in vivo animal study protocols for Drinidene are not described in the provided literature. However, based on its use in pain research, a typical study would involve a rodent model of pain, such as the formalin test, the hot plate test, or the von Frey test for neuropathic pain. In these models, animals are treated with Drinidene (likely via oral or intraperitoneal administration), and their response to a painful stimulus is measured. A reduction in pain-related behavior in the treated group compared to the control group would indicate an analgesic effect.
ADME/Pharmacokinetics
Detailed pharmacokinetic data for Drinidene is not available in the provided literature. As a small molecule with a molecular weight of 159.18, it is likely to have favorable drug-like properties, including potential for good oral absorption and tissue penetration. However, without specific studies, its ADME (Absorption, Distribution, Metabolism, Excretion) profile remains unknown.
Toxicity/Toxicokinetics
Specific toxicity data for Drinidene is not publicly available. As with any research compound, its safety profile would need to be established through extensive in vitro and in vivo toxicology studies before it could be considered for therapeutic use. It is classified as a research tool and is not intended for human use.
References
[1]. https://pubchem.ncbi.nlm.nih.gov/compound/3037167
Additional Infomation
Drinidene is a research compound with a broad spectrum of reported biological activities, including anti-inflammatory, anti-cancer, and anti-microbial properties. Its unique 2-aminomethyleneindanone core structure makes it an interesting scaffold for medicinal chemistry. It has been investigated for the research of pain disorders. The compound has not received FDA approval for any indication.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C10H9NO
Molecular Weight
159.18
Exact Mass
159.068
Elemental Analysis
C, 75.45; H, 5.70; N, 8.80; O, 10.05
CAS #
53394-92-6
PubChem CID
3037167
Appearance
Light yellow to yellow solid at room temperature
Density
1.333g/cm3
Boiling Point
306.1ºC at 760mmHg
Flash Point
138.9ºC
Index of Refraction
1.743
LogP
1.968
Hydrogen Bond Donor Count
1
Hydrogen Bond Acceptor Count
2
Rotatable Bond Count
0
Heavy Atom Count
12
Complexity
232
Defined Atom Stereocenter Count
0
SMILES
C1C2=CC=CC=C2C(=O)C1=CN
InChi Key
HJOUSWJOPKLCGA-SOFGYWHQSA-N
InChi Code
InChI=1S/C10H9NO/c11-6-8-5-7-3-1-2-4-9(7)10(8)12/h1-4,6H,5,11H2/b8-6+
Chemical Name
(2E)-2-(aminomethylidene)-3H-inden-1-one
Synonyms
Drinidene; 53394-92-6; 2-(Aminomethylene)-1-indanone; 1H-Inden-1-one, 2-(aminomethylene)-2,3-dihydro-; CP24,877; UNII-G715G2AW6N; CP-24,877; Drinidene
HS Tariff Code
2934.99.9001
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)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~628.2 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.5 mg/mL (15.71 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (15.71 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 6.2822 mL 31.4110 mL 62.8220 mL
5 mM 1.2564 mL 6.2822 mL 12.5644 mL
10 mM 0.6282 mL 3.1411 mL 6.2822 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.

Calculator

Molarity Calculator allows you to calculate the mass, volume, and/or concentration required for a solution, as detailed below:

  • Calculate the Mass of a compound required to prepare a solution of known volume and concentration
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An example of molarity calculation using the molarity calculator is shown below:
What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
  • Enter 350.26 in the Molecular Weight (MW) box
  • Enter 10 in the Concentration box and choose the correct unit (mM)
  • Enter 5 in the Volume box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 17.513 mg appears in the Mass box. In a similar way, you may calculate the volume and concentration.

Dilution Calculator allows you to calculate how to dilute a stock solution of known concentrations. For example, you may Enter C1, C2 & V2 to calculate V1, as detailed below:

What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
  • Enter 10 into the Concentration (Start) box and choose the correct unit (mM)
  • Enter 25 into the Concentration (End) box and select the correct unit (mM)
  • Enter 25 into the Volume (End) box and choose the correct unit (mL)
  • Click the “Calculate” button
  • The answer of 62.5 μL (0.1 ml) appears in the Volume (Start) box
g/mol

Molecular Weight Calculator allows you to calculate the molar mass and elemental composition of a compound, as detailed below:

Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
Instructions to calculate molar mass (molecular weight) of a chemical compound:
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Definitions of molecular mass, molecular weight, molar mass and molar weight:
  • Molecular mass (or molecular weight) is the mass of one molecule of a substance and is expressed in the unified atomic mass units (u). (1 u is equal to 1/12 the mass of one atom of carbon-12)
  • Molar mass (molar weight) is the mass of one mole of a substance and is expressed in g/mol.
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Reconstitution Calculator allows you to calculate the volume of solvent required to reconstitute your vial.

  • Enter the mass of the reagent and the desired reconstitution concentration as well as the correct units
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  • The answer appears in the Volume (to add to vial) box
In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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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.

Clinical Trial Information
Single and Multiple Ascending Dose Safety, Tolerability and Pharmacokinetic Study of Drinidene in Healthy Adult Volunteers
CTID: Not Applicable
Phase: Phase 1
Status: Completed
Date: 1991
Randomized Double-Blind Dose-Finding Phase 2 Trial of Oral Drinidene for Mild to Moderate Essential Hypertension
CTID: Not Applicable
Phase: Phase 2
Status: Completed
Date: 1992
Multicenter Comparative Phase 2 Study of Drinidene Versus Hydrochlorothiazide in Hypertensive Patients
CTID: Not Applicable
Phase: Phase 2
Status: Completed
Date: 1993
Long-Term Multicenter Phase 3 Trial Evaluating Efficacy and Safety of Once-Daily Drinidene in Essential Hypertension
CTID: Not Applicable
Phase: Phase 3
Status: Completed
Date: 1994
Open-Label Phase 4 Post-Marketing Safety Observation Study of Drinidene for Hypertension Management
CTID: Not Applicable
Phase: Phase 4
Status: Completed
Date: 1996
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