Malathion
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MedKoo CAT#: 318171

CAS#: 121-75-5

Description: Malathion is an organophosphorous compound that inhibits cholinesterase enzyme activity. Malathion contains an interesting phosphinothioyl-thio ester as its active moiety where modification of acetylcholinesterase occurs. The action of Malathion on acetylcholinesterase has been correlated to prolonged modulation of the functioning of the cutaneous vasculature. Malathion is an organophosphate insecticide of relatively low human toxicity.

Chemical Structure

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Malathion
CAS# 121-75-5
Instruction

Theoretical Analysis

MedKoo Cat#: 318171
Name: Malathion
CAS#: 121-75-5
Chemical Formula: C10H19O6PS2
Exact Mass: 330.04
Molecular Weight: 330.360
Elemental Analysis: C, 36.36; H, 5.80; O, 29.06; P, 9.38; S, 19.41

Price and Availability

Size Price Availability Quantity
100mg USD 250 2 weeks
1g USD 850 2 weeks
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Synonym: Malathion; Carbophos; Mercaptothion; Carbofos; Karbofos; Maldison; Cythion; Karbofos; Malathion; Prioderm; Sadophos;

IUPAC/Chemical Name: diethyl 2-dimethoxyphosphinothioylsulfanylbutanedioate

InChi Key: JXSJBGJIGXNWCI-UHFFFAOYSA-N

InChi Code: InChI=1S/C10H19O6PS2/c1-5-15-9(11)7-8(10(12)16-6-2)19-17(18,13-3)14-4/h8H,5-7H2,1-4H3

SMILES Code: CCOC(=O)CC(C(=O)OCC)SP(=S)(OC)OC

Appearance: Oil

Purity: >95% (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, not in water

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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 330.36 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Zhang Y, Wu L, Zhang G, Guan Y, Wang Z. Effect of low-dose malathion on the
gonadal development of adult rare minnow Gobiocypris rarus. Ecotoxicol Environ
Saf. 2016 Mar;125:135-40. doi: 10.1016/j.ecoenv.2015.11.041. Epub 2015 Dec 10.
PubMed PMID: 26685786.


2: Ji Q, Lee J, Lin YH, Jing G, Tsai LJ, Chen A, Hetrick L, Jocoy D, Liu J.
Atrazine and malathion shorten the maturation process of Xenopus laevis oocytes
and have an adverse effect on early embryo development. Toxicol In Vitro. 2016
Apr;32:63-9. doi: 10.1016/j.tiv.2015.12.006. Epub 2015 Dec 10. PubMed PMID:
26686575.


3: Dos Santos AA, Naime AA, de Oliveira J, Colle D, Dos Santos DB, Hort MA,
Moreira EL, Suñol C, de Bem AF, Farina M. Long-term and low-dose malathion
exposure causes cognitive impairment in adult mice: evidence of hippocampal
mitochondrial dysfunction, astrogliosis and apoptotic events. Arch Toxicol. 2016
Mar;90(3):647-60. doi: 10.1007/s00204-015-1466-0. Epub 2015 Jan 25. PubMed PMID:
25618550.


4: Lu XP, Wang LL, Huang Y, Dou W, Chen CT, Wei D, Wang JJ. The epsilon
glutathione S-transferases contribute to the malathion resistance in the oriental
fruit fly, Bactrocera dorsalis (Hendel). Comp Biochem Physiol C Toxicol
Pharmacol. 2016 Feb;180:40-8. doi: 10.1016/j.cbpc.2015.11.001. Epub 2015 Nov 24.
PubMed PMID: 26610787.


5: Trac LN, Andersen O, Palmqvist A. Deciphering mechanisms of malathion toxicity
under pulse exposure of the freshwater cladoceran Daphnia magna. Environ Toxicol
Chem. 2016 Feb;35(2):394-404. doi: 10.1002/etc.3189. Epub 2016 Jan 19. PubMed
PMID: 26419489.


6: Wang LL, Feng ZJ, Li T, Lu XP, Zhao JJ, Niu JZ, Smagghe G, Wang JJ.
Inheritance, Realized Heritability, and Biochemical Mechanisms of Malathion
Resistance in Bactrocera dorsalis (Diptera: Tephritidae). J Econ Entomol. 2016
Feb;109(1):299-306. doi: 10.1093/jee/tov276. Epub 2015 Sep 11. PubMed PMID:
26362988.


7: Karmakar S, Patra K, Jana S, Mandal DP, Bhattacharjee S. Exposure to
environmentally relevant concentrations of malathion induces significant
cellular, biochemical and histological alterations in Labeo rohita. Pestic
Biochem Physiol. 2016 Jan;126:49-57. doi: 10.1016/j.pestbp.2015.07.006. Epub 2015
Jul 29. PubMed PMID: 26778434.


8: Cabrera-Marín NV, Liedo P, Sánchez D. The Effect of Application Rate of GF-120
(Spinosad) and Malathion on the Mortality of Apis mellifera (Hymenoptera: Apidae)
Foragers. J Econ Entomol. 2016 Jan 6. pii: tov385. [Epub ahead of print] PubMed
PMID: 26739308.


9: Wang L, Espinoza HM, MacDonald JW, Bammler TK, Williams CR, Yeh A, Louie KW,
Marcinek DJ, Gallagher EP. Olfactory Transcriptional Analysis of Salmon Exposed
to Mixtures of Chlorpyrifos and Malathion Reveal Novel Molecular Pathways of
Neurobehavioral Injury. Toxicol Sci. 2016 Jan;149(1):145-57. doi:
10.1093/toxsci/kfv223. Epub 2015 Oct 22. PubMed PMID: 26494550; PubMed Central
PMCID: PMC4731405.


10: Ghosh SK, Pal S. Entomopathogenic potential of Trichoderma longibrachiatum
and its comparative evaluation with malathion against the insect pest Leucinodes
orbonalis. Environ Monit Assess. 2016 Jan;188(1):37. doi:
10.1007/s10661-015-5053-x. Epub 2015 Dec 17. PubMed PMID: 26676413.


11: Nagato EG, Simpson AJ, Simpson MJ. Metabolomics reveals energetic impairments
in Daphnia magna exposed to diazinon, malathion and bisphenol-A. Aquat Toxicol.
2016 Jan;170:175-86. doi: 10.1016/j.aquatox.2015.11.023. Epub 2015 Nov 25. PubMed
PMID: 26655661.


12: Bhardwaj JK, Saraf P. Transmission electron microscopic analysis of
malathion-induced cytotoxicity in granulosa cells of caprine antral follicles.
Ultrastruct Pathol. 2016 Jan-Feb;40(1):43-50. doi: 10.3109/01913123.2015.1088908.
Epub 2015 Oct 29. PubMed PMID: 26513701.


13: Kamaladevi A, Ganguli A, Balamurugan K. Lactobacillus casei stimulates
phase-II detoxification system and rescues malathion-induced physiological
impairments in Caenorhabditis elegans. Comp Biochem Physiol C Toxicol Pharmacol.
2016 Jan;179:19-28. doi: 10.1016/j.cbpc.2015.08.004. Epub 2015 Aug 19. PubMed
PMID: 26297616.


14: Huang Y, Lu XP, Wang LL, Wei D, Feng ZJ, Zhang Q, Xiao LF, Dou W, Wang JJ.
Functional characterization of NADPH-cytochrome P450 reductase from Bactrocera
dorsalis: Possible involvement in susceptibility to malathion. Sci Rep. 2015 Dec
18;5:18394. doi: 10.1038/srep18394. PubMed PMID: 26681597; PubMed Central PMCID:
PMC4683403.


15: Saeedi Saravi SS, Amirkhanloo R, Arefidoust A, Yaftian R, Saeedi Saravi SS,
Shokrzadeh M, Dehpour AR. On the effect of minocycline on the depressive-like
behavior of mice repeatedly exposed to malathion: interaction between nitric
oxide and cholinergic system. Metab Brain Dis. 2015 Nov 19. [Epub ahead of print]
PubMed PMID: 26581675.


16: Flehi-Slim I, Chargui I, Boughattas S, El Mabrouk A, Belaïd-Nouira Y, Neffati
F, Najjar MF, Haouas Z, Ben Cheikh H. Malathion-induced hepatotoxicity in male
Wistar rats: biochemical and histopathological studies. Environ Sci Pollut Res
Int. 2015 Nov;22(22):17828-38. doi: 10.1007/s11356-015-5014-5. Epub 2015 Jul 11.
PubMed PMID: 26162445.


17: Rahimi S, Talebi K, Torabi E, Naveh VH. The dissipation kinetics of malathion
in aqueous extracts of different fruits and vegetables. Environ Monit Assess.
2015 Nov;187(11):693. doi: 10.1007/s10661-015-4865-z. Epub 2015 Oct 19. PubMed
PMID: 26483084.


18: Dorri SA, Hosseinzadeh H, Abnous K, Hasani FV, Robati RY, Razavi BM.
Involvement of brain-derived neurotrophic factor (BDNF) on malathion induced
depressive-like behavior in subacute exposure and protective effects of crocin.
Iran J Basic Med Sci. 2015 Oct;18(10):958-66. PubMed PMID: 26730329; PubMed
Central PMCID: PMC4686579.


19: Ural MŞ, Yonar ME, Mişe Yonar S. Protective effect of ellagic acid on
oxidative stress and antioxidant status in Cyprinus carpio during malathion
exposure. Cell Mol Biol (Noisy-le-grand). 2015 Oct 23;61(5):58-63. PubMed PMID:
26516111.


20: El-Bini Dhouib I, Lasram MM, Annabi A, Gharbi N, El-Fazaa S. A comparative
study on toxicity induced by carbosulfan and malathion in Wistar rat liver and
spleen. Pestic Biochem Physiol. 2015 Oct;124:21-8. doi:
10.1016/j.pestbp.2015.03.012. Epub 2015 Apr 2. PubMed PMID: 26453226.