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N-Butyl Cyanoacrylate

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Chemistry

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Also known as: Butyl 2-cyanoacrylate, 6606-65-1, N-butyl cyanoacrylate, Butyl cyanoacrylate, Histoacryl, N-butyl-2-cyanoacrylate

Molecular Formula

C₈H₁₁NO₂

Molecular Weight

153.18 g/mol

InChI Key

JJJFUHOGVZWXNQ-UHFFFAOYSA-N

FDA UNII

F8CEP82QNP

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.

1 2D Structure

n-Butyl Cyanoacrylate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

butyl 2-cyanoprop-2-enoate

2.1.2 InChI

InChI=1S/C8H11NO2/c1-3-4-5-11-8(10)7(2)6-9/h2-5H2,1H3

2.1.3 InChI Key

JJJFUHOGVZWXNQ-UHFFFAOYSA-N

2.1.4 Canonical SMILES

CCCCOC(=O)C(=C)C#N

2.2 Other Identifiers

2.2.1 UNII

F8CEP82QNP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 2 Cyanobutylacrylate

2. 2-cyanobutylacrylate

3. 2-cyanobutylacrylates

4. Butyl 2 Cyanacrylate

5. Butyl 2-cyanacrylate

6. Butyl 2-cyanacrylates

7. Butylcyanoacrylate

8. Butylcyanoacrylates

9. Chirurcoll

10. Cyanoacrylate, Polybutyl

11. Cyanoacrylate, Polyisobutyl

12. Cyanoacrylates, Polybutyl

13. Cyanoacrylates, Polyisobutyl

14. Enbucrilate, Homopolymer

15. Enbucrilates

16. Enbucrilates, Homopolymer

17. Enbucrylate

18. Enbucrylates

19. Fimomed

20. Histacryl

21. Histacryls

22. Histoacryl

23. Histoacryl Blue

24. Histoacryl N Blau

25. Histoacryl N-blau

26. Histoacryls

27. Kanokonlit

28. Ligament-fimomed

29. N Butyl 2 Cyanoacrylate

30. N Butyl Cyanoacrylate

31. N-butyl-2-cyanoacrylate

32. N-butyl-2-cyanoacrylates

33. N-butyl-cyanoacrylate

34. N-butyl-cyanoacrylates

35. Nbca Compound

36. Nbca Compounds

37. Poly(isobutyl Cyanoacrylate)

38. Polybutyl Cyanoacrylate

39. Polybutyl Cyanoacrylates

40. Polyisobutyl Cyanoacrylate

41. Polyisobutyl Cyanoacrylates

42. Polyisobutylcyanoacrylate

43. Polyisobutylcyanoacrylates

2.3.2 Depositor-Supplied Synonyms

1. Butyl 2-cyanoacrylate

2. 6606-65-1

3. N-butyl Cyanoacrylate

4. Butyl Cyanoacrylate

5. Histoacryl

6. N-butyl-2-cyanoacrylate

7. Butyl 2-cyanoprop-2-enoate

8. 2-propenoic Acid, 2-cyano-, Butyl Ester

9. Glustitch

10. Medibond

11. Medicryl

12. Periacryl

13. Vetbond

14. F8cep82qnp

15. 2-cyano-2-propenoic Acid Butyl Ester

16. Enbucrilate (inn)

17. 25154-80-7

18. Enbucrilate [inn]

19. Enbucrilato

20. Enbucrilatum

21. Enbucrilate [inn:ban]

22. Unii-f8cep82qnp

23. Enbucrilatum [inn-latin]

24. Enbucrilato [inn-spanish]

25. Butyl 2-cyano-2-propenoate

26. Histoacryl (tn)

27. Einecs 229-552-2

28. Ec 229-552-2

29. Enbucrilate [mart.]

30. Schembl24796

31. Enbucrilate [who-dd]

32. 95% (stabilized With Tbc)

33. Cyanoacrylic Acid N-butyl Ester

34. Chembl2104251

35. Dtxsid5064417

36. Chebi:134778

37. Glxc-10897

38. N-butyl Cyanoacrylate [mi]

39. Mfcd00134196

40. Akos006272156

41. Db12358

42. Ds-7460

43. Hy-107346

44. A8931

45. Cs-0028189

46. Ns00003729

47. D07893

48. A1-01952

49. Q5003173

50. Inchi=1/c8h11no2/c1-3-4-5-11-8(10)7(2)6-9/h2-5h2,1h

2.4 Create Date

2005-06-24

3 Chemical and Physical Properties

Molecular Formula	C₈H₁₁NO₂
Molecular Weight	153.18 g/mol
XLogP3	2.4
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	3
Rotatable Bond Count	5
Exact Mass	g/mol
Monoisotopic Mass	g/mol
Topological Polar Surface Area	50.1
Heavy Atom Count	11
Formal Charge	0
Complexity	199
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

4 Drug and Medication Information

4.1 Minimum/Potential Fatal Human Dose

211 to 300 milligrams for an adult human (cyanide salts). (T86)

5 Pharmacology and Biochemistry

5.1 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)

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