{"Abbreviation":"MCA","Aliases":["Mecrylate","Methyl 2-cyanoacrylate","2-Propenoic acid, 2-cyano-, methyl ester","Methyl cyanoacrylate","Mecrilate","Cyanolit","Mecrilat","Adhere","Coapt","Krazy-Glue"],"Boiling Point":"117 to 120 °F at 1.8 mmHg (NTP, 1992)","CAS":"137-05-3","ChEMBL":"CHEMBL2106424","ChemicalClasses":["cyanoacrylate"],"Chirality":"achiral","Classes":null,"Color/Form":"Clear, colorless liquid","Decomposition":"When heated to decomposition it emits toxic fumes of /nitrogen oxides and CN-/.","Density":"1.1044 at 81 °F (NTP, 1992) - Denser than water; will sink g/cm\u003csup\u003e3\u003c/sup\u003e","Dosing Info":[],"Drug Warnings":"Methyl-2-cyanoacrylate, a widely used material for coating cerebral aneurysm, was recently withdrawn.","DrugClasses":[],"EINECS":"205-275-2","European Community (EC) Number":"205-275-2","Flash Point":"174 °F (NIOSH, 2024)","HeavyAtomCount":8,"IUPACName":"methyl 2-cyanoprop-2-enoate","InChI":"InChI=1S/C5H5NO2/c1-4(3-6)5(7)8-2/h1H2,2H3","InChIKey":"MWCLLHOVUTZFKS-UHFFFAOYSA-N","MeSH Pharmacological Classification":"Substances used to cause adherence of tissue to tissue or tissue to non-tissue surfaces, as for prostheses. (See all compounds classified as Tissue Adhesives.)","Melting Point":"-40 °C","MolecularFormula":"C\u003csub\u003e5\u003c/sub\u003eH\u003csub\u003e5\u003c/sub\u003eNO\u003csub\u003e2\u003c/sub\u003e","MolecularWeight":"111.10 g/mol","Odor":"Strong, acrid odor","Physical Description":"Methyl 2-cyanoacrylate is a clear slightly yellow liquid. (NTP, 1992)","PrevSalts":[],"PubChemId":8711,"Record Description":["Methyl 2-cyanoacrylate is a clear slightly yellow liquid. (NTP, 1992)","MECRYLATE is a small molecule drug with a maximum clinical trial phase of III (across all indications) and has 2 investigational indications.","Methyl cyanoacrylate is a chemical compound of cyanide. It is used as the main component of certain cyanoacrylate glues. (L608)"],"References":[{"Name":"Wikipedia","Urls":[{"Link":"https://en.wikipedia.org/wiki/Methyl_cyanoacrylate","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"Wikidata","Urls":[{"Link":"https://www.wikidata.org/wiki/Q209367","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"PubChem","Urls":[{"Link":"https://pubchem.ncbi.nlm.nih.gov/compound/8711","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"ChEMBL","Urls":[{"Link":"https://www.ebi.ac.uk/chembl/explore/compound/CHEMBL2106424","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"Common Chemistry","Urls":[{"Link":"https://commonchemistry.cas.org/detail?cas_rn=137-05-3","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"KEGG","Urls":[{"Link":"https://www.kegg.jp/entry/D03460","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"UNII","Urls":[{"Link":"https://gsrs.ncats.nih.gov/ginas/app/ui/substances/WN7979561R","Name":"Methylcyanoacrylate","Sub":false}]},{"Name":"EPA DSSTox","Urls":[{"Link":"https://comptox.epa.gov/dashboard/chemical/details/DTXSID4025589","Name":"Methylcyanoacrylate","Sub":false}]}],"Reported Fatal Dose":"222 to 300 milligrams for an adult human (cyanide salts). (T86)","SMILES":"COC(=O)C(=C)C#N","Solubility":"less than 1 mg/mL at 72 °F (NTP, 1992)","Stability/Shelf Life":"Liquid /dries/ within 15-45 seconds without aid of catalysts, heat, or solvent evaporation.","StoreUNII":["WN7979561R"],"StructureBase64":"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Uses":"Methyl-2-cyanoacrylate, a widely used material for coating cerebral aneurysm, was recently withdrawn.","Title":"Methylcyanoacrylate","UNII":"WN7979561R","Wikidata":"Q209367","Wikipedia":"Methyl_cyanoacrylate","XLogP":0.6}