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Substance Name: Mecrylate [USAN]
RN: 137-05-3
UNII: WN7979561R
InChIKey: MWCLLHOVUTZFKS-UHFFFAOYSA-N

Note

  • A group of compounds having the general formula CH2=C(CN)-COOR; it polymerizes on contact with moisture; used as tissue adhesive; higher homologs have hemostatic and antibacterial properties.

Molecular Formula

  • C5-H5-N-O2

Molecular Weight

  • 111.0995
 

Classification Codes

Classification Codes

  • Mutation Data
  • Reproductive Effect
  • Skin / Eye Irritant
  • Surgical Aid (Tissue Adhesive)
  • Surgical Fixation Devices
  • Tissue Adhesives

Superlist Classification Code

  • TWA (0.2 ppm)
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Names and Synonyms

Name of Substance

  • Mecrilate [INN]
  • Mecrylate
  • Mecrylate [USAN]
  • Methyl 2-cyanoacrylate

Synonyms

  • 2-Cyano-2-propenoic acid methyl ester
  • 2-Cyanoacrylic acid, methyl ester
  • 2-Propenoic acid, 2-cyano-, methyl ester
  • 4-02-00-02226 (Beilstein Handbook Reference)
  • Acrylic acid, 2-cyano-, methyl ester
  • Adhere
  • alpha-Cyanoacrylic acid methyl ester
  • Borden Ad/Here
  • BRN 1751282
  • CCRIS 1692
  • Cemedine 3000
  • Cemedine 3000 Type II
  • Coapt
  • Cyanoacrylate
  • Cyanolit
  • Eastman 910
  • Eastman 910 adhesive
  • Eastman 910 monomer
  • EC 205-275-2
  • EINECS 205-275-2
  • HSDB 1207
  • Krazy-Glue
  • Mecrilat
  • Mecrilate
  • Mecrilato
  • Mecrilato [INN-Spanish]
  • Mecrilatum
  • Mecrilatum [INN-Latin]
  • Mecrylate
  • Methyl 2-cyano-2-propenoate
  • Methyl 2-cyanoacrylate
  • Methyl cyanoacrylate
  • UNII-WN7979561R

Systematic Names

  • 2-Cyanoacrylic acid, methyl ester
  • 2-Propenoic acid, 2-cyano-, methyl ester
  • Acrylic acid, 2-cyano-, methyl ester
  • Mecrilate
  • Methyl 2-cyanoacrylate

Superlist Names

  • 2-Propenoic acid, 2-cyano-, methyl ester
  • Methyl 2-cyanoacrylate
  • Methyl cyanoacrylate

Registry Numbers

CAS Registry Number

  • 137-05-3

FDA UNII

  • WN7979561R

Other Registry Numbers

  • 118232-59-0
  • 12790-65-7
  • 53028-65-2

System Generated Number

  • 0000137053

Structure Descriptors

InChI

1S/C5H5NO2/c1-4(3-6)5(7)8-2/h1H2,2H3

InChIKey

MWCLLHOVUTZFKS-UHFFFAOYSA-N

Smiles

COC(=O)C(=C)C#N

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
guinea pig LD50 skin > 10959mg/kg (10959mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 965, 1991.
rat LC50 inhalation 101ppm/6H (101ppm)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 965, 1991.
rat LD50 oral 1600mg/kg (1600mg/kg)   "Documentation of the Threshold Limit Values and Biological Exposure Indices," 5th ed., Cincinnati, OH, American Conference of Governmental Industrial Hygienists, Inc., 1986Vol. 6, Pg. 965, 1991.

Physical Properties

Physical Property Value Units Temp (deg C) Source
log P (octanol-water) 0.930 (none)   EST
Water Solubility 9480 mg/L 25 EST
Vapor Pressure 0.796 mm Hg 25 EST
Henry's Law Constant 2.06E-07 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 3.10E-12 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.