Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C5H5NO2 |
| Molecular Weight | 111.0987 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
COC(=O)C(=C)C#N
InChI
InChIKey=MWCLLHOVUTZFKS-UHFFFAOYSA-N
InChI=1S/C5H5NO2/c1-4(3-6)5(7)8-2/h1H2,2H3
| Molecular Formula | C5H5NO2 |
| Molecular Weight | 111.0987 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Mecrylate (metyl 2-cyanoacrylate) ) is a clear,
colorless liquid with a strong, acrid odor. In contact with hydroxide ions (liquids like blood or water, air humidity), the cyanoacrylates form long, strong and waterproof chains in an exothermic reaction. The resulting polymer leads to a stable adhesive bond. It may be used as tissue adhesive in surgery. Mecrylate is the first generation short-chain cyanoacrylate, it turned out to be histotoxic and caused distinct foreign-body reactions.
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Case of the month: Honey I glued the kids: tissue adhesives are not the same as "superglue". | 2007-03 |
|
| A mechanistic model for the superglue fuming of latent fingerprints. | 2006-11 |
|
| A morphometric, neuroanatomical, and behavioral study on the effects of geometric constraint on the growing brain: the methyl 2-cyanoacrylate craniosynostosis model. | 2005-05 |
|
| [Occupational asthma due to cyanoacrylate: a case-report]. | 2005-03-01 |
|
| A novel coating biomaterial for intracranial aneurysms: effects and safety in extra- and intracranial carotid artery. | 2005-03 |
|
| Spectroscopic studies of rhodamine 6G dispersed in polymethylcyanoacrylate. | 2005-02 |
|
| Influence of cervical preflaring on determination of apical file size in maxillary molars: SEM analysis. | 2005 |
|
| [Hygienic standards of the occupational air quality established by the Experts on Chemical Agents, 2002]. | 2004 |
|
| Surgical glue and necrosis of arterial wall. | 2003-03 |
|
| Airborne concentrations of ethyl and methyl cyanoacrylate in the workplace. | 2001-03-22 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Wed Apr 02 09:43:34 GMT 2025
by
admin
on
Wed Apr 02 09:43:34 GMT 2025
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| Record UNII |
WN7979561R
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| Record Status |
Validated (UNII)
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| Record Version |
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| Code System | Code | Type | Description | ||
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C174934
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1207
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m7387
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DTXSID4025589
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8711
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2752
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WN7979561R
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Methyl cyanoacrylate
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CHEMBL2106424
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SUB08687MIG
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205-275-2
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C008424
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137-05-3
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100000081987
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| Related Record | Type | Details | ||
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ACTIVE MOIETY |