| Size | Price | Stock | Qty |
|---|---|---|---|
| 100mg |
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| Other Sizes |
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| ln Vivo |
Embrilla has a significant interventional effect on bleeding in the stomach and variceum, and more research on this topic has to be done in the US. To compare this strategy with radiation therapy, randomized trials are necessary [1]. When it comes to the surgical management of symptomatic nephroptosis, the tissue adhesive embuclide seems to be a safe and efficient medication that can produce positive outcomes quickly and easily [2].
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| ADME/Pharmacokinetics |
Metabolism / Metabolites
Organic nitriles are converted into cyanide ions through the action of cytochrome P450 enzymes in the liver. Cyanide is rapidly absorbed and distributed throughout the body. Cyanide is mainly metabolized into thiocyanate by either rhodanese or 3-mercaptopyruvate sulfur transferase. Cyanide metabolites are excreted in the urine. (L96) |
| Toxicity/Toxicokinetics |
Toxicity Summary
Organic nitriles decompose into cyanide ions both in vivo and in vitro. Consequently the primary mechanism of toxicity for organic nitriles is their production of toxic cyanide ions or hydrogen cyanide. Cyanide is an inhibitor of cytochrome c oxidase in the fourth complex of the electron transport chain (found in the membrane of the mitochondria of eukaryotic cells). It complexes with the ferric iron atom in this enzyme. The binding of cyanide to this cytochrome prevents transport of electrons from cytochrome c oxidase to oxygen. As a result, the electron transport chain is disrupted and the cell can no longer aerobically produce ATP for energy. Tissues that mainly depend on aerobic respiration, such as the central nervous system and the heart, are particularly affected. Cyanide is also known produce some of its toxic effects by binding to catalase, glutathione peroxidase, methemoglobin, hydroxocobalamin, phosphatase, tyrosinase, ascorbic acid oxidase, xanthine oxidase, succinic dehydrogenase, and Cu/Zn superoxide dismutase. Cyanide binds to the ferric ion of methemoglobin to form inactive cyanmethemoglobin. (L97) |
| References | |
| Additional Infomation |
Enbucrilate is a nitrile and an alpha,beta-unsaturated monocarboxylic acid.
Enbucrilate is under investigation in clinical trial NCT02468206 (Secondary Prophylaxis of Gastric Variceal Bleed). Butyl cyanoacrylate is a chemical compound of cyanide. It is the main component of medical cyanoacrylate glues, which are used as adhesives for lacerations of the skin, and in the treatment of bleeding from vascular structures. (L595) A tissue adhesive that is applied as a monomer to moist tissue and polymerizes to form a bond. It is slowly biodegradable and used in all kinds of surgery, including dental. |
| Molecular Formula |
C8H11NO2
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|---|---|
| Molecular Weight |
153.18
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| Exact Mass |
153.078
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| CAS # |
6606-65-1
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| Related CAS # |
25154-80-7;25154-80-7 (homopolymer);6606-65-1 (Parent)
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| PubChem CID |
23087
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| Appearance |
Typically exists as solid at room temperature
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| Density |
1.0±0.1 g/cm3
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| Boiling Point |
232.8±23.0 °C at 760 mmHg
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| Flash Point |
99.4±0.0 °C
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| Vapour Pressure |
0.1±0.5 mmHg at 25°C
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| Index of Refraction |
1.443
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| LogP |
1.29
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| Hydrogen Bond Donor Count |
0
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| Hydrogen Bond Acceptor Count |
3
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| Rotatable Bond Count |
5
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| Heavy Atom Count |
11
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| Complexity |
199
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| Defined Atom Stereocenter Count |
0
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| SMILES |
O(C(C(C#N)=C([H])[H])=O)C([H])([H])C([H])([H])C([H])([H])C([H])([H])[H]
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| InChi Key |
JJJFUHOGVZWXNQ-UHFFFAOYSA-N
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| InChi Code |
InChI=1S/C8H11NO2/c1-3-4-5-11-8(10)7(2)6-9/h2-5H2,1H3
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| Chemical Name |
butyl 2-cyanoprop-2-enoate
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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) |
DMSO : ~100 mg/mL (~652.83 mM)
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|---|---|
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.5 mg/mL (16.32 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.
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 (16.32 mM) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), suspension solution; with ultrasonication. 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. View More
Solubility in Formulation 3: ≥ 2.5 mg/mL (16.32 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 6.5283 mL | 32.6413 mL | 65.2827 mL | |
| 5 mM | 1.3057 mL | 6.5283 mL | 13.0565 mL | |
| 10 mM | 0.6528 mL | 3.2641 mL | 6.5283 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.
| NCT Number | Recruitment | interventions | Conditions | Sponsor/Collaborators | Start Date | Phases |
| NCT03388125 | UNKNOWN STATUS | Drug: Injection Sclerotherapy Drug: N-butyl-2-cyanoacrylate |
Bleeding Esophageal Varices | Sherief Abd-Elsalam | 2016-01-01 | Phase 3 |
| NCT01717612 | UNKNOWN STATUS | Drug: Thrombin Drug: Histoacryl |
Rebleeding From Gastric Varices Ulcer, on Gastric Varices |
National Science Council, Taiwan | 2012-10 | Phase 3 |
| NCT06298500 | RECRUITING | Device: hernia repair surgery | Inguinal Hernia | Aesculap AG | 2024-03-15 | |
| NCT00890578 | COMPLETED | Procedure: adhesive to suture | Surgical Incisions | Mayo Clinic | 2009-04 | |
| NCT02330731 | COMPLETED | Procedure: injection sclerotherapy for gastric varices | Gastric Varices | Ain Shams University | 2012-01 | Not Applicable |
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