Phoxim
- CAS No.
- 14816-18-3
- Chemical Name:
- Phoxim
- Synonyms
- Foxim;PHOXIM;Phoxin;b77488;VOLATON;oms1170;Phoxime;Sebacil;sra7502;Valexon
- CBNumber:
- CB2255860
- Molecular Formula:
- C12H15N2O3PS
- Molecular Weight:
- 298.3
- MDL Number:
- MFCD05863734
- MOL File:
- 14816-18-3.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| Melting point | 5.55°C |
|---|---|
| Boiling point | bp0.01 102° |
| Density | d420 1.176 |
| vapor pressure | 2.1×10-3 Pa (20 °C) |
| refractive index | nD20 1.5405 |
| storage temp. | 0-6°C |
| solubility | Acetonitrile (Slightly), Chloroform (Slightly), Methanol (Slightly) |
| Water Solubility | 1.5 mg l-1 (20 °C) |
| form | liquid |
| color | Colorless to light yellow |
| Henry's Law Constant | 5.0×101 mol/(m3Pa) at 25℃, Ebert et al. (2023) |
| Stability | Hygroscopic, Moisture Sensitive |
| InChIKey | ATROHALUCMTWTB-WYMLVPIESA-N |
| CAS DataBase Reference | 14816-18-3(CAS DataBase Reference) |
| EWG's Food Scores | 3 |
| FDA UNII | 6F5V775VPO |
| NIST Chemistry Reference | Phoxim(14816-18-3) |
| EPA Substance Registry System | Phoxim (14816-18-3) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |    GHS06,GHS08,GHS09 |
|---|---|
| Signal word | Danger |
| Hazard statements | H302-H311-H317-H330-H361f-H410 |
| Precautionary statements | P201-P260-P273-P280-P304+P340+P310-P403+P233 |
| Hazard Codes | Xn;N,N,Xn |
| Risk Statements | 22-50/53-62-43 |
| Safety Statements | 36-60-61-46-36/37 |
| RIDADR | UN 2810 |
| WGK Germany | 3 |
| RTECS | MD4740000 |
| HazardClass | 6.1(b) |
| PackingGroup | III |
| HS Code | 29269090 |
| Toxicity | LD50 orally in mice: >2000 mg/kg (Vinopal, Fukuto) |
Phoxim price More Price(7)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Biosynth | FP148624 | Phoxim | 14816-18-3 | 50mg | $150 | 2026-06-04 | Buy |
| Biosynth | FP148624 | Phoxim | 14816-18-3 | 25mg | $150 | 2026-06-04 | Buy |
| Biosynth | FP148624 | Phoxim | 14816-18-3 | 100mg | $218 | 2026-06-04 | Buy |
| ChemScene | CS-0012836 | Phoxim | 14816-18-3 | 120μg(335.23μM*1.2mLinMethanol) | $97 | 2026-06-04 | Buy |
| TRC | P380000 | Phoxim | 14816-18-3 | 250mg | $135 | 2021-12-16 | Buy |
Phoxim Chemical Properties, Uses, Production
Description
Phoxim is a light yellow liquid, Solubility in water is 1.5 mg/L (20 C). It is readily soluble in most organic solvents and slightly in aliphatic hydrocarbons. Log Kow = 3.38. It is relatively slowly hydrolyzed in aqueous media; DT50 (22 C) at pH 4, 7, and 9 is 26.7, 7.2, and 3.1 d, respectively.
Chemical Properties
yellowish oily liquid, Specific gravity: 1.176 (20°C)
Uses
Insecticide.
Uses
Phoxim is used to control stored product insect pests in silos and barns. It is also used to control household insects such as ants and other public health pests. Agricultural targets include caterpillars and soil insects in maize, vegetables, cotton and potatoes.
Production Methods
Phoxim is synthesised through a multi-step chemical process that typically begins with the preparation of alpha-cyanobenzaldehyde oxime sodium, an intermediate formed by reacting benzyl alcohol with nitrite compounds under controlled conditions. This intermediate is then reacted with diethyl chlorothiophosphate, a phosphorus-containing reagent, to form the final phoxim molecule. Traditional methods often use volatile nitrites like ethyl or methyl nitrite, which pose safety risks due to their low boiling points and explosive potential. However, newer, greener methods have introduced high-boiling nitrites and optimised reaction conditions to improve safety, reduce waste, and increase yield.
Mechanism of action
Non-systemic with contact and stomach action. Short activity period. Acetylcholinesterase (AChE) inhibitor.
Safety Profile
Poison by ingestion. An experimental teratogen. When heated to decomposition it emits very toxic fumes of CN-, NO,, PO,, and SO,. See also NITRILES.
Metabolic pathway
The primary metabolic step in the metabolism of phoxim in most biological systems is hydrolysis to the oxime, which may occur either oxidatively or via oxidative desulfuration followed by hydrolysis of the oxon which is much more hydrolytically labile. Stage II metabolism in plants involves the oxime group of the oxaminophenylacetonitrile moiety being reduced to an amine followed by its conjugation with malonic acid. Phoxim is one of a quite large group of insecticidal organophosphates which generates tetraethyl pyrophosphate and its thio analogues under the influence of light. These are compounds which are very active as acetylcholinesterase inhibitors and highly toxic to mammals.
Metabolism
Phoxim is oxidatively desulfurated to the oxon, which inhibits housefly AChE 270 times as quickly as bovine AChE. In mammals, the oxon is immediately hydrolyzed into diethyl hydrogen phosphate. The direct cleavage of the oxime ester bond of phoxim, the hydrolytic transformation of the nitrile group into carboxyl, and deethylation also contribute to the low mammalian toxicity. Elimination is very quick, 97% of the dose being excreted in the urine and feces in 24 h. Degradation in soils is also very rapid. By photochemical reactions, the thiooxime phosphate isomer, tetraethyl pyrophosphate, and its monothio analog are produced in small amounts on foliage.
Toxicity evaluation
The acute oral LD50 for rats is >2000 mg/kg. Inhalation LC50 (4 h) for rats is >4.0 mg/L air. NOEL (2 yr) for rats is 15 mg/kg diet (0.75 mg/kg/d). ADI is 1 μg/kg b.w.
Degradation
Phoxim is relatively slowly hydrolysed in water. The half-lives at pH 4,7
and 9 were 26.7, 7.2 and 3.1 days, respectively (PM). Drager (1977)
reported a half-life of 145 min in pH 11.5 50% aqueous propanol at 37 °C.
It is gradually decomposed under UV irradiation (PM).
The photodecomposition of [32P]phoximon cotton leaves and glass
plates was investigated by Drager (1971) who characterised the more
hydrophobic organic-soluble components by TLC, GLC and 1H NMR and
MS of the purified products. The cotton plants were irradiated with
natural sunlight and mercury-vapour lamps at an average light intensity
of 3500-4000 lux. On both glass plates and irradiated cotton leaves,
phoxim was degraded relatively quickly to one major hydrophobic component,
the concentration of which reached a maximum after about one
day. This material was identified as the thiono-thiolo rearranged compound
O,O-diethyl a-cyanobenzylideneamino-thiophosphorothioate (2).
This transformation is an activation step as 2 is a highly active acetylcholinesterase
inhibitor. No metabolite 2 was formed on cotton leaves
placed in the dark so it can be considered to be a photochemical product
rather than a plant metabolite. Additional minor metabolites were tetraethyl
pyrophosphate (3) and O,O,O',O'-tetraethyl thiophosphorothioate
(4) which formed to a greater extent on the glass plates rather than the
cotton leaves.
Pesticide Type
Insecticide; Veterinary substance
Phoxim Preparation Products And Raw materials
Raw materials
1of4
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| Hubei Xiantao Xianlong Chemical Industry Co., Ltd | -- | xlhgxs@163.com | China | 125 | 64 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Beijing HwrkChemical Technology Co., Ltd | 89508211 18501085097 | sales.bj@hwrkchemical.com | China | 9407 | 55 |
| Capot Chemical Co., Ltd | +86 (0) 571 85 58 67 18 | China | 18187 | 66 | |
| Sichuan Kulinan Technology Co., Ltd | 400-1166-196 18981987031 | cdhxsj@163.com | China | 11674 | 57 |
| Sinopharm Chemical Reagent Co,Ltd. | 86-21-63210123 | sj_scrc@sinopharm.com | China | 9791 | 79 |
| Chengdu Ai Keda Chemical Technology Co., Ltd. | 4008-755-333 18080918076 | 800078821@qq.com | China | 9706 | 55 |
| Shanghai T&W Pharmaceutical Co., Ltd. | +86 21 61551611 | China | 9874 | 58 | |
| 9ding chemical ( Shanghai) Limited | 4009209199 | sales@9dingchem.com | China | 22497 | 55 |
| UHN Shanghai Research & Development Co., Ltd. | 021-58958002 18930822973 | sales@uhnshanghai.com | China | 997 | 58 |
View Latest Price from Phoxim manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-07-14 | phoxim
14816-18-3
|
1kg | 99 | 20tons | Qingdao Trust Agri Chemical Co.,Ltd | ||
 |
2024-04-29 | Phoxim
14816-18-3
|
$1.00 | 1KG | 99.91% | 200000 | Ouhuang Engineering Materials (Hubei) Co., Ltd | |
 |
2021-07-13 | Phoxim
14816-18-3
|
$10.00-15.00 | 1KG | 99%+ HPLC | Zhuozhou Wenxi import and Export Co., Ltd |
