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Decamethrin

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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

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 Formula	C₂₂H₁₉Br₂NO₃
Molecular Weight	505.2 g/mol
XLogP3	6.2
Hydrogen Bond Donor Count	0
Hydrogen Bond Acceptor Count	4
Rotatable Bond Count	7
Exact Mass	504.97112 g/mol
Monoisotopic Mass	502.97317 g/mol
Topological Polar Surface Area	59.3 Å²
Heavy Atom Count	28
Formal Charge	0
Complexity	643
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	3
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	1

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.)