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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
Last updated:2023-06-29 17:13:30

Phoxim Properties

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
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)  GHS hazard pictogramsGHS hazard pictogramsGHS hazard pictograms
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(3)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC P380000 Phoxim 14816-18-3 250mg $135 2021-12-16 Buy
Medical Isotopes, Inc. 48306 Phoxim 14816-18-3 1g $650 2021-12-16 Buy
American Custom Chemicals Corporation PST0000173 PHOXIM 95.00% 14816-18-3 5G $909.56 2021-12-16 Buy
Product number Packaging Price Buy
P380000 250mg $135 Buy
48306 1g $650 Buy
PST0000173 5G $909.56 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.

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.

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.

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.

Global( 206)Suppliers
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Hebei Mojin Biotechnology Co., Ltd
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CONIER CHEM AND PHARMA LIMITED
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SIMAGCHEM CORP
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View Lastest Price from Phoxim manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Phoxim pictures 2023-06-30 Phoxim
14816-18-3
US $0.00 / KG 1KG 99% 50000KG/month Hebei Mojin Biotechnology Co., Ltd
Phoxim pictures 2022-10-11 Phoxim
14816-18-3
US $10.00 / KG 1KG 99% 10 mt Hebei Guanlang Biotechnology Co., Ltd.
Phoxim pictures 2021-07-13 Phoxim
14816-18-3
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
  • Phoxim pictures
  • Phoxim
    14816-18-3
  • US $0.00 / KG
  • 99%
  • Hebei Mojin Biotechnology Co., Ltd
  • Phoxim pictures
  • Phoxim
    14816-18-3
  • US $10.00 / KG
  • 99%
  • Hebei Guanlang Biotechnology Co., Ltd.
  • Phoxim pictures
  • Phoxim
    14816-18-3
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
Benzoyl cyanide-0-(diethoxyphosphinothioyl)oxime BAYTHION BAYTHION(R) PHOXIM O,O-Diethyl O-(alpha-cyanobenzylideneamino)phosphorothioate O,O-DIETHYL-2-CYANOBENZYLIDENEAMINO-OXOPHOSPHONOTHIOATE 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide ALPHA-[[(DIETHOXYPHOS-PHINOTHIOYL)OXY]IMINO]BENZENE-ACETONITRILE VOLATON VOLATON(R) OMS 1170 oms1170 (Diethoxy-thiophosphoryloxyimino)-phenyl acetonitrile (diethoxy-thiophosphoryloxyimino)-phenylacetonitrile 2-(Diethoxyphosphinothioyloxyimino)-2-phenylacetonitrile 3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide 3,5-Dioxa-6-aza-4-phospha-oct-6-ene-8-nitrile,4-ethoxy-7-phenyl-,4-sulfide bayer77488 baysra7502 Benzeneacetonitrile, [[(diethoxyphosphinothioyl)oxy]imino]- Benzeneacetonitrile, alpha-[[(diethoxyphosphinothioyl)oxy]imino]- Benzoyl cyanide O-(diethoxyphosphinothioyl)oxime benzoylcyanideo-(diethoxyphosphinothioyl)oxime ENT 27488 ent27488 Glyoxylonitrile, phenyl-, oxime O,O-diethyl phosphorothioate glyoxylonitrile,phenyl-,oxime,o,o-diethylphosphorothioate O,O-Diaethyl-O-(alpha-cyanbenzyliden-amino)-thionphosphat O,O-Diaethyl-O-(alpha-cyano-benzylidenamino)-monothiophosphat O,O-Diethyl alpha-cyanobenzylideneamino-oxyphosphonothioate O,O-Diethyl phosphorothioate, O-ester with phenylglyoxylonitrile oxime O,O-Diethyl-alpha-cyanobenzylidineaminooxyphosphonothiate O,O-Diethyl-O-(.alpha.-cyanobenzylideneamino)thiophosphate O,O-Diethyl-O-(-cyanobenzylideneamino)thiophosphate o,o-diethylphosphorothioate,o-esterwithphenylglyoxylonitrileoxime Phenylglyoxylnitrile oxime O,O-diethyl phosphorothioate Phenylglyoxylonitrile Oxime O,O-diethyl phosphorothioate phenylglyoxylonitrileoximeo,o-diethylphosphorothioate Phoxime Phoxin Sebacil sra7502 Valexon Valexone Volathion Volation Phosphorothioic acid O-(α-cyanobenzylideneamino) O,O-diethyl Phoxim 100mg [14816-18-3] Phoximsolution,100ppm phoxim,Valaxon O,O-Diethyl O-(alpha-cyanobenzylideneamino)phosphorothioate 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide alpha-[[(Diethoxyphosphinothioyl)oxy]imino]benzeneacetonitrile 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitril 4-sulfide 4-Ethoxy-7-phenyl-3,5-dioxa-8-aza-4-phospha-oct-6-ene-8-nitrile-4-sulfide 5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile,4-ethoxy-7-phenyl-4-sulfide alpha-(((diethoxyphosphinothioyl)oxy)imino)-benzeneacetonitril B 77488 b77488 BAY 5621