Synonym
Cyanofenphos; S 4087; S-4087; S4087;
IUPAC/Chemical Name
O-(4-cyanophenyl) O-ethyl phenylphosphonothioate
InChi Key
LRNJHZNPJSPMGK-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H14NO2PS/c1-2-17-19(20,15-6-4-3-5-7-15)18-14-10-8-13(12-16)9-11-14/h3-11H,2H2,1H3
SMILES Code
S=P(C1=CC=CC=C1)(OCC)OC2=CC=C(C#N)C=C2
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
Preparing Stock Solutions
The following data is based on the
product
molecular weight
303.31
Batch specific molecular weights may vary
from batch to batch
due to the degree of hydration, which will
affect the solvent
volumes required to prepare stock solutions.
Concentration / Solvent Volume / Mass |
1 mg |
5 mg |
10 mg |
1 mM |
1.15 mL |
5.76 mL |
11.51 mL |
5 mM |
0.23 mL |
1.15 mL |
2.3 mL |
10 mM |
0.12 mL |
0.58 mL |
1.15 mL |
50 mM |
0.02 mL |
0.12 mL |
0.23 mL |
1: Konno N, Yamauchi T, Yamaguchi Y, Fukushima M. Protective effect of pretreatment against the anticholinesterase action of cyanofenphos. Dev Toxicol Environ Sci. 1983;11:503-6. PubMed PMID: 6677495.
2: Soliman SA, Curley A, Farmer J, Novak R. In vivo inhibition of chicken brain acetylcholinesterase and neurotoxic esterase in relation to the delayed neurotoxicity of leptophos and cyanofenphos. J Environ Pathol Toxicol Oncol. 1986 Sep-Dec;7(1-2):211-24. PubMed PMID: 2432215.
3: Konno N, Yamauchi T, Yamaguchi Y, Fukushima M. Protective effect of pretreatment against the acute toxicity of formulated cyanofenphos in hens. Tohoku J Exp Med. 1984 Feb;142(2):155-63. PubMed PMID: 6719451.
4: Soliman SA, Ahmed NS, el-Gendy KS, el-Bakary AS, el-Sebae AH. Delayed neurotoxicity in the wild mallard duckling caused by the organophosphorus insecticides cyanofenphos and leptophos. J Environ Sci Health B. 1986 Oct;21(5):401-11. PubMed PMID: 2430007.
5: Soliman SA, Farmer JD. Delayed neuropathy in adult Peking ducks induced by some organophosphorus esters. J Toxicol Environ Health. 1984;14(5-6):789-801. PubMed PMID: 6084066.
6: El-Sebae AH, Othman MA, Hammam SM, Tantawy G, Soliman SA. Delayed neurotoxicity of Cyanofenphos in chickens. J Environ Sci Health B. 1980;15(3):267-85. PubMed PMID: 7381187.
7: El-Sebae AH, Soliman SA, Ahmed NS. Delayed neuropathy in sheep by the phosphonothioate insecticide cyanofenphos. J Environ Sci Health B. 1979;14(3):247-63. PubMed PMID: 438464.
8: Enan E, Berberian IG, el-Fiki S, el-Masry M, Enan OH. Effects of two organophosphorus insecticides on some biochemical constituents in the nervous system and liver of rabbits. J Environ Sci Health B. 1987 Apr;22(2):149-70. PubMed PMID: 3584839.
9: Francis BM, Hansen LG, Metcalf RA, Metcalf RL. Comparison of the delayed neurotoxicity of O-methyl and O-ethyl analogs of EPN, leptophos, and cyanofenphos. J Environ Sci Health B. 1982;17(6):611-33. PubMed PMID: 7166625.
10: Yamauchi T, Konno N, Yamaguchi Y, Fukushima M. [Intensifying effect of repeated pretreatment for delayed neurotoxicity from organophosphorus insecticide cyanofenphos in hens]. Nihon Eiseigaku Zasshi. 1984 Aug;39(3):611-20. Japanese. PubMed PMID: 6521033.
11: El-Sebae AH, Soliman SA, Ahmed NS, Curley A. Biochemical interaction of six OP delayed neurotoxicants with several neurotargets. J Environ Sci Health B. 1981;16(4):465-74. PubMed PMID: 6169754.
12: Soliman SA, Linder R, Farmer J, Curley A. Species susceptibility to delayed toxic neuropathy in relation to in vivo inhibition of neurotoxic esterase by neurotoxic organophosphorus esters. J Toxicol Environ Health. 1982 Feb;9(2):189-97. PubMed PMID: 7077681.
13: Enan EE, El-Sebae AH, Enan OH, El-Fiki S. In-vivo interaction of some organophosphorus insecticides with different biochemical targets in white rats. J Environ Sci Health B. 1982;17(5):549-70. PubMed PMID: 6184393.
14: Abou-Donia MB. Delayed neurotoxicity of phenylphosphonothioate esters. Science. 1979 Aug 17;205(4407):713-5. PubMed PMID: 462181.
15: Yoshikawa H. New Synthesis of Optically Active O-Aryl O-Ethyl Phenylphosphonothionates. Biosci Biotechnol Biochem. 1999;63(2):424-6. doi: 10.1271/bbb.63.424. PubMed PMID: 27393069.
16: MacCuaig RD. Pesticides for locust control. Philos Trans R Soc Lond B Biol Sci. 1979 Nov 20;287(1022):447-55. PubMed PMID: 43523.
17: Lasker JM, Sivarajah K, Eling TE, Abou-Donia MB. High-pressure liquid chromatography of neurotoxic phenylphosphonothioate esters and related compounds. Anal Biochem. 1980 Dec;109(2):369-75. PubMed PMID: 6164313.