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Temefos

Alias: Bithion; Abate; Temefos
Cat No.:V16045 Purity: ≥98%
Temefos is an organophosphorus larvicide used to treat waters infested with disease-carrying insects like mosquitoes, midges, and black fly larvae.
Temefos
Temefos Chemical Structure CAS No.: 3383-96-8
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
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Other Forms of Temefos:

  • Temephos-d12 (Temefos-d12)
Official Supplier of:
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Top Publications Citing lnvivochem Products
Product Description
Temefos is an organophosphorus larvicide used to treat waters infested with disease-carrying insects like mosquitoes, midges, and black fly larvae. Temefos affects the central nervous system by inhibiting the enzyme cholinesterase, causing larvae to mature before reaching the adult stage. Just die.
Biological Activity I Assay Protocols (From Reference)
ADME/Pharmacokinetics
Absorption, Distribution and Excretion
Dermal penetration of (14)C-labeled abate was measured in rats, rabbits, and dogs. Absorption was assessed by monitoring excreted radioactivity in urine and feces for 7 days and analysis of tissue specimens /were conducted/. Absorption would be expected to be less than 3% of applied dose. No evidence of bodily retention or pooling of radioactive moiety was demonstrated.
In guinea pig, /oral/ absorption apparently was less than in rat, & biliary excretion of metabolites was demonstrated.
When (3)H temephos was administered to rats by mouth, radioactivity reached a peak in the blood between 5 and 8 hr and then dissipated within a half-life of about 10 hr. Appreciable radioactivity was found only in the GI tract and fat. Both in the feces and in the fat, most of the radioactivity came from unchanged insecticide, but small amounts of the sulfoxide were present also. Traces of temephos were found in the urine ... .
In mammals, elimination of mainly of unchanged temephos in the feces and urine.
Metabolism / Metabolites
Studies with tritium-labeled abate indicated that this insecticide was relatively resistant to metabolic degradation. Residues on bean leaves ... consisted primarily of intact abate- about 70% of applied dose. The major metabolite was the sulfoxide derivative- less than 5% of the dose. Traces of sulfone derivative, oxygen analog, and glucosidic conjugates of phenolic hydrolysis products from abate and its sulfoxide & sulfone derivatives were also observed.
When rats were fed Abate, 60% of the material appeared in ... feces as the oxygen analog of Abate and its sulfoxide. The thiodiphenol, sulfinyldiphenol and sulfonyldiphenol were also found. In the urine, sulfate and glucoside conjugates of the hydrolysis products of Abate and sulfoxide as well as sulfone analogs accounted for 39.5% of the material administered. ... Five compounds found in feces and three in urine were not identified.
Larvae of the mosquito (Aedes aegypti L) metabolized Abate to sulfoxides and sulfones of Abate, the oxygen analog, and the demethylated analog. Some conjugates were also formed. In the housefuly, all expected metabolic products were found internally either as the intact ester or as hydrolyzed material ...
Abate yields in rat, abate sulfoxide and thiodiphenol. /From table/
For more Metabolism/Metabolites (Complete) data for TEMEPHOS (8 total), please visit the HSDB record page.
Biological Half-Life
When (3)H temephos was administered to rats by mouth, radioactivity reached a peak in blood between 5 & 8 hr & then dissipated with half-life of about 10 hr.
Toxicity/Toxicokinetics
Interactions
Mixture of abate and malathion are appreciably more toxic in rats than either compound alone.
Non-Human Toxicity Values
LD50 Rabbit female dermal 970 mg/kg
LD50 Rabbit male dermal 1930 mg/kg
LD50 Rat oral male 8600 mg/kg
LD50 Rat oral female 13,000 mg/kg
For more Non-Human Toxicity Values (Complete) data for TEMEPHOS (15 total), please visit the HSDB record page.
Additional Infomation
Temephos appears as white crystalline solid or liquid (above 87 °F). Used as an insecticide. Technical grade is a viscous brown liquid. (NIOSH, 2024)
Temephos is an organic sulfide that is diphenyl sulfide in which the hydrogen at the para position of each of the phenyl groups has been replaced by a (dimethoxyphosphorothioyl)oxy group. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor, an acaricide, an agrochemical and an ectoparasiticide. It is an organic thiophosphate, an organothiophosphate insecticide and an organic sulfide. It is functionally related to a 4,4'-thiodiphenol.
Diphos has been used in trials studying the treatment of Plasmodium Falciparum Malaria.
An organothiophosphate insecticide.
Mechanism of Action
Abate is a cholinesterase inhibiting insecticide.
Organophosphates poison insects and humans primarily by phosphorylation of the acetylcholinesterase enzyme at nerve endings. /Organophosphate Cholinesterase-inhibiting pesticides/
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C16H20O6P2S3
Molecular Weight
466.46
Exact Mass
465.989
CAS #
3383-96-8
Related CAS #
Temephos-d12;1219795-39-7
PubChem CID
5392
Appearance
Colorless crystals
White, crystalline solid or liquid (above 87 degrees F) [Note: Technical grade is a brown, viscous liquid].
Density
1.4±0.1 g/cm3
Boiling Point
518.5±60.0 °C at 760 mmHg
Melting Point
30-31°C
Flash Point
267.4±32.9 °C
Vapour Pressure
0.0±1.3 mmHg at 25°C
Index of Refraction
1.613
LogP
5.96
Hydrogen Bond Donor Count
0
Hydrogen Bond Acceptor Count
9
Rotatable Bond Count
10
Heavy Atom Count
27
Complexity
474
Defined Atom Stereocenter Count
0
SMILES
COP(OC(C=C1)=CC=C1SC2=CC=C(OP(OC)(OC)=S)C=C2)(OC)=S
InChi Key
WWJZWCUNLNYYAU-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H20O6P2S3/c1-17-23(25,18-2)21-13-5-9-15(10-6-13)27-16-11-7-14(8-12-16)22-24(26,19-3)20-4/h5-12H,1-4H3
Chemical Name
[4-(4-dimethoxyphosphinothioyloxyphenyl)sulfanylphenoxy]-dimethoxy-sulfanylidene-λ5-phosphane
Synonyms
Bithion; Abate; Temefos
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ~100 mg/mL (~214.38 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 2.5 mg/mL (5.36 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 2.5 mg/mL (5.36 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 25.0 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.1438 mL 10.7190 mL 21.4381 mL
5 mM 0.4288 mL 2.1438 mL 4.2876 mL
10 mM 0.2144 mL 1.0719 mL 2.1438 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
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