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MedKoo Cat#: 598525 | Name: Isofenphos

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Isofenphos is a pesticide residue found in plant based food that may have acute health risks for consumers.

Chemical Structure

Isofenphos
Isofenphos
CAS#25311-71-1

Theoretical Analysis

MedKoo Cat#: 598525

Name: Isofenphos

CAS#: 25311-71-1

Chemical Formula: C15H24NO4PS

Exact Mass: 345.1164

Molecular Weight: 345.39

Elemental Analysis: C, 52.16; H, 7.00; N, 4.06; O, 18.53; P, 8.97; S, 9.28

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Synonym
Isofenphos; EPA Pesticide Chemical Code 109401; LE-Mat; Amaze;
IUPAC/Chemical Name
isopropyl 2-((ethoxy(isopropylamino)phosphorothioyl)oxy)benzoate
InChi Key
HOQADATXFBOEGG-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H24NO4PS/c1-6-18-21(22,16-11(2)3)20-14-10-8-7-9-13(14)15(17)19-12(4)5/h7-12H,6H2,1-5H3,(H,16,22)
SMILES Code
O=C(OC(C)C)C1=CC=CC=C1OP(NC(C)C)(OCC)=S
Appearance
Solid powder
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 345.39 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.

Recalculate based on batch purity %
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: Gao B, Zhang Q, Tian M, Zhang Z, Wang M. Enantioselective determination of the chiral pesticide isofenphos-methyl in vegetables, fruits, and soil and its enantioselective degradation in pak choi using HPLC with UV detection. Anal Bioanal Chem. 2016 Sep;408(24):6719-27. doi: 10.1007/s00216-016-9790-7. Epub 2016 Jul 23. PubMed PMID: 27449646. 2: Li R, Liu Y, Zhang J, Chen K, Li S, Jiang J. An isofenphos-methyl hydrolase (Imh) capable of hydrolyzing the P-O-Z moiety of organophosphorus pesticides containing an aryl or heterocyclic group. Appl Microbiol Biotechnol. 2012 Jun;94(6):1553-64. doi: 10.1007/s00253-011-3709-1. Epub 2011 Nov 27. PubMed PMID: 22120622. 3: Boros LG, Williams RD. Isofenphos induced metabolic changes in K562 myeloid blast cells. Leuk Res. 2001 Oct;25(10):883-90. PubMed PMID: 11532522. 4: Chapman RA, Harris CR. Persistence of isofenphos and isazophos in a mineral and an organic soil. J Environ Sci Health B. 1982;17(4):355-61. PubMed PMID: 7108145. 5: Chen X, Dong F, Xu J, Liu X, Chen Z, Liu N, Zheng Y. Enantioseparation and determination of isofenphos-methyl enantiomers in wheat, corn, peanut and soil with Supercritical fluid chromatography/tandem mass spectrometric method. J Chromatogr B Analyt Technol Biomed Life Sci. 2016 Mar 15;1015-1016:13-21. doi: 10.1016/j.jchromb.2016.02.003. Epub 2016 Feb 6. PubMed PMID: 26894851. 6: Wester RC, Maibach HI, Melendres J, Sedik L, Knaak J, Wang R. In vivo and in vitro percutaneous absorption and skin evaporation of isofenphos in man. Fundam Appl Toxicol. 1992 Nov;19(4):521-6. PubMed PMID: 1426710. 7: Knaak JB, al-Bayati MA, Raabe OG, Blancato JN. Development of in vitro Vmax and Km values for the metabolism of isofenphos by P-450 liver enzymes in animals and human. Toxicol Appl Pharmacol. 1993 May;120(1):106-13. PubMed PMID: 8511771. 8: Moretto A, Lotti M. The relationship between isofenphos cholinergic toxicity and the development of polyneuropathy in hens and humans. Arch Toxicol. 2002 Jun;76(5-6):367-75. Epub 2002 May 16. PubMed PMID: 12107655. 9: Abou-Assaf N, Coats JR. Degradation of [14C]isofenphos in soil in the laboratory under different soil pH's, temperatures, and moistures. J Environ Sci Health B. 1987 Jun;22(3):285-301. PubMed PMID: 3655186. 10: Chow E, Seiber JN, Wilson BW. Isofenphos and an in vitro activation assay for delayed neuropathic potential. Toxicol Appl Pharmacol. 1986 Mar 30;83(1):178-83. PubMed PMID: 3952746. 11: Williams RD, Boros LG, Kolanko CJ, Jackman SM, Eggers TR. Chromosomal aberrations in human lymphocytes exposed to the anticholinesterase pesticide isofenphos with mechanisms of leukemogenesis. Leuk Res. 2004 Sep;28(9):947-58. PubMed PMID: 15234572. 12: Zoppellari R, Borron SW, Chieregato A, Targa L, Scaroni I, Zatelli R. Isofenphos poisoning: prolonged intoxication after intramuscular injection. J Toxicol Clin Toxicol. 1997;35(4):401-4. PubMed PMID: 9204101. 13: Cairns T, Siegmund EG, Bong RL. Chemical ionization mass spectrometry of isofenphos and its metabolites. Anal Chem. 1984 Nov;56(13):2547-52. PubMed PMID: 6517337. 14: Lemmon CR, Pylypiw HM Jr. Degradation of diazinon, chlorpyrifos, isofenphos, and pendimethalin in grass and compost. Bull Environ Contam Toxicol. 1992 Mar;48(3):409-15. PubMed PMID: 1378329. 15: Shaw IC, Parker RM, Porter S, Quick MP, Lamont MH, Patel RK, Norman IM, Johnson MK. Delayed neuropathy in pigs induced by isofenphos. Vet Rec. 1995 Jan 28;136(4):95-7. PubMed PMID: 7740724. 16: Catz A, Chen B, Jutrin I, Mendelson L. Late onset isofenphos neurotoxicity. J Neurol Neurosurg Psychiatry. 1988 Oct;51(10):1338-40. PubMed PMID: 3225590; PubMed Central PMCID: PMC1032925. 17: Wei LY, Felsot AS. Mass spectrometric identification of methyl-isofenphos. Bull Environ Contam Toxicol. 1988 May;40(5):665-71. PubMed PMID: 3382782. 18: Wilson BW, Hooper M, Chow E, Higgins RJ, Knaak JB. Antidotes and neuropathic potential of isofenphos. Bull Environ Contam Toxicol. 1984 Oct;33(4):386-94. PubMed PMID: 6487833. 19: Choudhari PD, Chakrabarti CH. Effect of Isofenphos (oftanol) & Acephate (orthene) on fecal bile acids, cholesterol & total protein content of serum & liver in albino rats. Indian J Exp Biol. 1983 Dec;21(12):684-5. PubMed PMID: 6678223. 20: Boros LG, Williams RD. Chronic isofenphos poisoning: case report of agnogenic myeloid metaplasia with a rapid progression into acute myeloid leukemia. Leuk Res. 1998 Sep;22(9):849-51. PubMed PMID: 9716018.