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Phoxim

Product Name
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
Formula Weight
298.3
MOL File
14816-18-3.mol
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Phoxim Property

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)
NIST Chemistry Reference
Phoxim(14816-18-3)
EPA Substance Registry System
Phoxim (14816-18-3)
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Safety

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)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Danger
Hazard statements

H302Harmful if swallowed

H311Toxic in contact with skin

H317May cause an allergic skin reaction

H330Fatal if inhaled

H410Very toxic to aquatic life with long lasting effects

Precautionary statements

P201Obtain special instructions before use.

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P273Avoid release to the environment.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

TRC
Product number
P380000
Product name
Phoxim
Packaging
250mg
Price
$135
Updated
2021/12/16
Medical Isotopes, Inc.
Product number
48306
Product name
Phoxim
Packaging
1g
Price
$650
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
PST0000173
Product name
PHOXIM
Purity
95.00%
Packaging
5G
Price
$909.56
Updated
2021/12/16
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Phoxim Chemical Properties,Usage,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.

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.

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Phoxim Suppliers

Hubei Xiantao Xianlong Chemical Industry Co., Ltd
Tel
183 0728 1616
Email
xlhgxs@163.com
Country
China
ProdList
119
Advantage
64
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
BeiJing Hwrk Chemicals Limted
Tel
0757-86329057 18501085097
Fax
010-89508210
Email
sales3.gd@hwrkchemical.com
Country
China
ProdList
7583
Advantage
55
Capot Chemical Co., Ltd
Tel
+86 (0) 571 85 58 67 18
Fax
0086-571-85864795
Email
sales@capotchem.com
Country
China
ProdList
18217
Advantage
66
BEST-REAGENT
Tel
400-1166-196 18981987031
Fax
028-84555506 800101999
Email
cdhxsj@163.com
Country
China
ProdList
11726
Advantage
57
Sinopharm Chemical Reagent Co,Ltd.
Tel
86-21-63210123
Fax
86-21-63290778 86-21-63218885
Email
sj_scrc@sinopharm.com
Country
China
ProdList
9823
Advantage
79
Chengdu Ai Keda Chemical Technology Co., Ltd.
Tel
4008-755-333 18080918076
Fax
028-86757656
Email
800078821@qq.com
Country
China
ProdList
9725
Advantage
55
Shanghai T&W Pharmaceutical Co., Ltd.
Tel
+86 21 61551611
Fax
+86 21 50676805
Country
China
ProdList
9901
Advantage
58
9ding chemical ( Shanghai) Limited
Tel
4009209199
Fax
86-021-52271987
Email
sales@9dingchem.com
Country
China
ProdList
22519
Advantage
55
UHN Shanghai Research & Development Co., Ltd.
Tel
021-58958002 18930822973
Fax
+86 (21) 5895-8628
Email
SALES@UHNSHANGHAI.COM
Country
China
ProdList
977
Advantage
58
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View Lastest Price from Phoxim manufacturers

Hebei Mojin Biotechnology Co., Ltd
Product
Phoxim 14816-18-3
Price
US $0.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
50000KG/month
Release date
2023-06-29
Hebei Guanlang Biotechnology Co., Ltd.
Product
Phoxim 14816-18-3
Price
US $10.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
10 mt
Release date
2022-10-10
Zhuozhou Wenxi import and Export Co., Ltd
Product
Phoxim 14816-18-3
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-07-11

14816-18-3, PhoximRelated Search:


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  • 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
  • Foxim
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  • 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]
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  • 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
  • Phoxim Solution, 1000ppm
  • Phoxim in Methanol
  • Phoxim-d5 (deuterated)
  • 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