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Chemistry

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Also known as: 52820-00-5, Ru 22950, Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate, Nrdc 161, Dekametrin, Synthetic pyrethrins
Molecular Formula
C22H19Br2NO3
Molecular Weight
505.2  g/mol
InChI Key
OWZREIFADZCYQD-UHFFFAOYSA-N

Decamethrin
1 2D Structure

Decamethrin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate
2.1.2 InChI
InChI=1S/C22H19Br2NO3/c1-22(2)17(12-19(23)24)20(22)21(26)28-18(13-25)14-7-6-10-16(11-14)27-15-8-4-3-5-9-15/h3-12,17-18,20H,1-2H3
2.1.3 InChI Key
OWZREIFADZCYQD-UHFFFAOYSA-N
2.1.4 Canonical SMILES
CC1(C(C1C(=O)OC(C#N)C2=CC(=CC=C2)OC3=CC=CC=C3)C=C(Br)Br)C
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Alpha-cyano-3-phenoxybenzyl (1r,3r)-cis-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

2. Butox

3. Decamethrin

4. Decamethrin, (1r-(1alpha(r*),3alpha))-isomer

5. Decamethrin, (1r-(1alpha(r*),3beta))-isomer

6. Decamethrin, (1r-(1alpha(s*),3beta))-isomer

7. Decamethrin, (1s-(1alpha(r*),3alpha))-isomer

8. Decamethrin, (1s-(1alpha(s*),3alpha))-isomer

9. Decis

10. Deltamethrin

11. Difexon

12. K-othrin

13. Nrdc 161

14. Oms 1998

2.2.2 Depositor-Supplied Synonyms

1. 52820-00-5

2. Ru 22950

3. Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

4. Nrdc 161

5. Dekametrin

6. Synthetic Pyrethrins

7. Rup 987

8. Caswell No. 463b

9. Ipo 8831

10. Oms 1988

11. Fmc 45498

12. Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropane-1-carboxylate

13. Cyclopropanecarboxylic Acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, Cyano(3-phenoxyphenyl)methyl Ester, [1r-[1.alpha.(s*),3.alpha.]]-

14. Nrdc 16

15. Nrdc 156

16. Nrdc 158

17. Epa Pesticide Chemical Code 209400

18. Deltametrin

19. Cyclopropanecarboxylic Acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, (s)-cyano(3-phenoxyphenyl)methyl Ester, (1r,3r)-

20. Cyclopropanecarboxylic Acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, Cyano(3-phenoxyphenyl)methyl Ester, (1r-(1.alpha.(s*),3.alpha.))-

21. Butoflin (salt/mix)

22. 1r,3s,as-delta Methrin

23. Alpha-cyano-3-phenoxybenzyl-3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate

24. Bmk1-h9

25. Schembl678019

26. Nrdc-158

27. Dtxsid8041822

28. Albb-024960

29. Cyclopropanecarboxylic Acid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, (r)-cyano(3-phenoxyphenyl)methyl Ester, (1r,3r)-rel-

30. Hsci1_000217

31. Stk664292

32. Akos005535936

33. [cyano-(3-phenoxyphenyl)methyl] 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropane-1-carboxylate

34. Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromoethenyl)-2,2-dimethyl-cyclopropanecarboxylate

35. Ncgc00160425-01

36. Db-052207

37. Cyano(3-phenoxyphenyl)methyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate

38. (s)-cyano(4-phenoxyphenyl)methyl 3-(2,2-dibromovinyl)-2,2-dimethylcyclopropanecarboxylate, (1r,3r)-

39. Alpha-cyano-3-phenoxybenzyl 3-(2,2-dibromoethenyl)-2,2-dimethylcyclopropanecarboxylate

40. Cyclopropanecarboxylicacid, 3-(2,2-dibromoethenyl)-2,2-dimethyl-, (r)-cyano(3-phenoxyphenyl)methylester, (1r,3r)-rel-

2.3 Create Date
2005-03-25
3 Chemical and Physical Properties
Molecular Weight 505.2 g/mol
Molecular Formula C22H19Br2NO3
XLogP36.2
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count7
Exact Mass504.97112 g/mol
Monoisotopic Mass502.97317 g/mol
Topological Polar Surface Area59.3 Ų
Heavy Atom Count28
Formal Charge0
Complexity643
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count3
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Insecticides

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics. (See all compounds classified as Insecticides.)


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