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MedKoo Cat#: 581170 | Name: Diazinon
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Description:

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

Diazinon is a cholinesterase inhibitor that is used as an organothiophosphorus insecticide. Diazinon is active against approximately 120 species of insects and pests.1 It is metabolized into the cholinesterase inhibitors monothionotetraethyl pyrophosphate, dithionotetraethyl pyrophosphate, and triethylthionophosphate in vivo, which induce vomiting, fasciculation with muscular twitching, paralysis, and death (LD50 = 125 mg/kg) in rats. Diazinon induces formation of capsular adhesion in the kidneys and ulcer formation in the duodenum of dogs as well as mucosal erosion and serosal seepage in the intestines of mini pigs. Formulations containing diazinon were previously used as agricultural pesticides.

Chemical Structure

Diazinon
CAS#333-41-5

Theoretical Analysis

MedKoo Cat#: 581170

Name: Diazinon

CAS#: 333-41-5

Chemical Formula: C12H21N2O3PS

Exact Mass: 304.1010

Molecular Weight: 304.34

Elemental Analysis: C, 47.36; H, 6.96; N, 9.20; O, 15.77; P, 10.18; S, 10.53

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 weeks
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Related CAS #
No Data
Synonym
Diazinon; Diazitol; Dicid; Diazol; Dimpylate; Diazinone; Oleodiazinon; NSC 8938; NSC8938; NSC-8938;
IUPAC/Chemical Name
4-Pyrimidinol, 2-isopropyl-6-methyl-, O-ester with O,O-diethyl phosphorothioate
InChi Key
FHIVAFMUCKRCQO-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H21N2O3PS/c1-6-15-18(19,16-7-2)17-11-8-10(5)13-12(14-11)9(3)4/h8-9H,6-7H2,1-5H3
SMILES Code
CC1=CC(OP(OCC)(OCC)=S)=NC(C(C)C)=N1
Appearance
Oil
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 304.34 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: Aronzon CM, Marino DJ, Ronco AE, Pérez Coll CS. Differential toxicity and uptake of Diazinon on embryo-larval development of Rhinella arenarum. Chemosphere. 2014 Apr;100:50-6. doi: 10.1016/j.chemosphere.2013.12.078. Epub 2014 Jan 31. PubMed PMID: 24485812. 2: Katuli KK, Amiri BM, Massarsky A, Yelghi S, Ghasemzadeh J. Impact of a short-term diazinon exposure on the osmoregulation potentiality of Caspian roach (Rutilus rutilus) fingerlings. Chemosphere. 2014 Aug;108:396-404. doi: 10.1016/j.chemosphere.2014.02.038. Epub 2014 Mar 12. Erratum in: Chemosphere. 2015 Feb;120:456. Ghasemzadeh, Javad [added]. PubMed PMID: 24630256. 3: Aggarwal V, Deng X, Tuli A, Goh KS. Diazinon-chemistry and environmental fate: a California perspective. Rev Environ Contam Toxicol. 2013;223:107-40. doi: 10.1007/978-1-4614-5577-6_5. Review. Erratum in: Rev Environ Contam Toxicol. 2013;223:E1. PubMed PMID: 23149814. 4: Zein MA, McElmurry SP, Kashian DR, Savolainen PT, Pitts DK. Toxic effects of combined stressors on Daphnia pulex: Interactions between diazinon, 4-nonylphenol, and wastewater effluent. Environ Toxicol Chem. 2015 May;34(5):1145-53. doi: 10.1002/etc.2908. Epub 2015 Apr 7. PubMed PMID: 25655444. 5: Moore MT, Kröger R, Locke MA, Lizotte RE Jr, Testa S 3rd, Cooper CM. Diazinon and permethrin mitigation across a grass-wetland buffer. Bull Environ Contam Toxicol. 2014 Nov;93(5):574-9. doi: 10.1007/s00128-014-1357-8. Epub 2014 Aug 22. PubMed PMID: 25145638. 6: Oğuzhanoğlu E, Andaç AC, Tüfek A, Yavuz L, Vural H, Gökalp O. Protective role of caffeic acid phenethyl ester on serum cholinesterase inhibition by acute exposure to diazinon in rats. Turk J Med Sci. 2014;44(1):115-20. PubMed PMID: 25558570. 7: Briceño G, Schalchli H, Rubilar O, Tortella GR, Mutis A, Benimeli CS, Palma G, Diez MC. Increased diazinon hydrolysis to 2-isopropyl-6-methyl-4-pyrimidinol in liquid medium by a specific Streptomyces mixed culture. Chemosphere. 2016 Aug;156:195-203. doi: 10.1016/j.chemosphere.2016.04.118. Epub 2016 May 10. PubMed PMID: 27176942. 8: Adamkovicova M, Toman R, Cabaj M, Massanyi P, Martiniakova M, Omelka R, Krajcovicova V, Duranova H. Effects of subchronic exposure to cadmium and diazinon on testis and epididymis in rats. ScientificWorldJournal. 2014;2014:632581. doi: 10.1155/2014/632581. Epub 2014 Dec 7. PubMed PMID: 25548789; PubMed Central PMCID: PMC4273512. 9: Ganjeizadeh Rohani F, Mahdavi V, Aminaei MM. Investigation on diazinon and oxydemeton-methyl residues in cucumbers grown in Kerman greenhouses. Environ Monit Assess. 2014 Jul;186(7):3995-9. doi: 10.1007/s10661-014-3674-0. Epub 2014 Feb 14. PubMed PMID: 24526616. 10: Wang G, Liu Y. Diazinon degradation by a novel strain Ralstonia sp. DI-3 and X-ray crystal structure determination of the metabolite of diazinon. J Biosci. 2016 Sep;41(3):359-66. PubMed PMID: 27581928. 11: Zafiropoulos A, Tsarouhas K, Tsitsimpikou C, Fragkiadaki P, Germanakis I, Tsardi M, Maravgakis G, Goutzourelas N, Vasilaki F, Kouretas D, Hayes A, Tsatsakis A. Cardiotoxicity in rabbits after a low-level exposure to diazinon, propoxur, and chlorpyrifos. Hum Exp Toxicol. 2014 Dec;33(12):1241-52. doi: 10.1177/0960327114532384. Epub 2014 May 12. PubMed PMID: 24818614. 12: Lari P, Rashedinia M, Abnous K, Hosseinzadeh H. Alteration of protein profile in rat liver of animals exposed to subacute diazinon: a proteomic approach. Electrophoresis. 2014 May;35(10):1419-27. doi: 10.1002/elps.201300475. Epub 2014 Mar 24. PubMed PMID: 24478057. 13: Zare F, Ghaedi M, Daneshfar A, Ostovan A. Magnetic molecularly imprinted polymer for the efficient and selective preconcentration of diazinon before its determination by high-performance liquid chromatography. J Sep Sci. 2015 Aug;38(16):2797-803. doi: 10.1002/jssc.201500383. Epub 2015 Jul 23. PubMed PMID: 26082081. 14: Savy CY, Fitchett AE, McQuade R, Gartside SE, Morris CM, Blain PG, Judge SJ. Low-level repeated exposure to diazinon and chlorpyrifos decrease anxiety-like behaviour in adult male rats as assessed by marble burying behaviour. Neurotoxicology. 2015 Sep;50:149-56. doi: 10.1016/j.neuro.2015.08.010. Epub 2015 Aug 19. PubMed PMID: 26297601. 15: Oropesa AL, Pérez-López M, Soler F. Characterization of plasma cholinesterase in rabbit and evaluation of the inhibitory potential of diazinon. Ecotoxicol Environ Saf. 2014 Feb;100:39-43. doi: 10.1016/j.ecoenv.2013.12.001. Epub 2013 Dec 20. PubMed PMID: 24433789. 16: Shadboorestan A, Shokrzadeh M, Ahangar N, Abdollahi M, Omidi M, Payam SS. The chemoprotective effects of L-carnitine against genotoxicity induced by diazinon in rat blood lymphocyte. Toxicol Ind Health. 2015 Dec;31(12):1334-40. doi: 10.1177/0748233713491811. Epub 2013 Jul 10. PubMed PMID: 23843223. 17: Pakzad M, Fouladdel S, Nili-Ahmadabadi A, Pourkhalili N, Baeeri M, Azizi E, Sabzevari O, Ostad SN, Abdollahi M. Sublethal exposures of diazinon alters glucose homostasis in Wistar rats: Biochemical and molecular evidences of oxidative stress in adipose tissues. Pestic Biochem Physiol. 2013 Jan;105(1):57-61. doi: 10.1016/j.pestbp.2012.11.008. Epub 2012 Dec 19. PubMed PMID: 24238291. 18: Jayachandra S, D'Souza UJ. Prenatal and postnatal exposure to diazinon and its effect on spermatogram and pituitary gonadal hormones in male offspring of rats at puberty and adulthood. J Environ Sci Health B. 2014;49(4):271-8. doi: 10.1080/03601234.2014.868287. PubMed PMID: 24502214. 19: Adamkovicova M, Toman R, Martiniakova M, Omelka R, Babosova R, Krajcovicova V, Grosskopf B, Massanyi P. Sperm motility and morphology changes in rats exposed to cadmium and diazinon. Reprod Biol Endocrinol. 2016 Aug 8;14(1):42. doi: 10.1186/s12958-016-0177-6. PubMed PMID: 27503218; PubMed Central PMCID: PMC4977869. 20: Shokrzadeh M, Ahmadi A, Ramezaninejhad S, Shadboorestan A. Hesperidin, a citrus bioflavonoid, ameliorates genotoxicity-induced by diazinon in human blood lymphocytes. Drug Res (Stuttg). 2015 Feb;65(2):57-60. doi: 10.1055/s-0033-1363998. Epub 2014 Jan 27. PubMed PMID: 24470310.