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Substance Name: Phoxim [INN:BAN]
RN: 14816-18-3
UNII: 6F5V775VPO
InChIKey: ATROHALUCMTWTB-WYMLVPIESA-N

Molecular Formula

  • C12-H15-N2-O3-P-S

Molecular Weight

  • 298.3015
 

Classification Codes

  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Insecticide
  • Insecticides
  • Neurotransmitter Agents
  • Pesticides
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Phoxim
  • Phoxim [BSI:ISO]
  • Phoxim [INN:BAN]

Synonyms

  • (Diethoxy-thiophosphoryloxyimino)-phenyl acetonitrile
  • 2-(Diethoxyphosphinothioyloxyimino)-2-phenylacetonitrile
  • 3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide
  • 4-Ethoxy-7-phenyl-3,5-dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile 4-sulfide
  • AI3-27448
  • alpha-(((Diethoxyphosphinothioyl)oxy)imino)benzeneacetonitrile
  • B 77488
  • BAY 5621
  • BAY 77488
  • BAY sra 7502
  • Bayer 77488
  • Bayer 9053
  • Baythion
  • Benzeneacetonitrile, alpha-(((diethoxyphosphinothioyl)oxy)imino)-
  • Benzoyl cyanide O-(diethoxyphosphinothioyl)oxime
  • Caswell No. 902L
  • Diethoxyphosphinothioyloxyimino(phenyl)acetonitrile
  • EINECS 238-887-3
  • ENT 27488
  • EPA Pesticide Chemical Code 598800
  • Foxima
  • Foxima [INN-Spanish]
  • O,O-Diaethyl-O-(alpha-cyanbenzyliden-amino)-thionphosphat
  • O,O-Diaethyl-O-(alpha-cyanbenzyliden-amino)-thionphosphat [German]
  • O,O-Diaethyl-O-(alpha-cyano-benzylidenamino)-monothiophosphat
  • O,O-Diaethyl-O-(alpha-cyano-benzylidenamino)-monothiophosphat [German]
  • O,O-Diethyl alpha-cyanobenzylideneamino-oxyphosphonothioate
  • O,O-Diethyl phosphorothioate, O-ester with phenylglyoxylonitrile oxime
  • O,O-Diethyl-alpha-cyanobenzylidineaminooxyphosphonothiate
  • OMS 1170
  • Phenylglyoxylonitrile oxime O,O-diethyl phosphorothioate
  • Phoxim
  • Phoxime
  • Phoxime [INN-French]
  • Phoxime [ISO-French]
  • Phoximum
  • Phoximum [INN-Latin]
  • Sebacil
  • SRA 7502
  • UNII-6F5V775VPO
  • Valexon
  • Valexone
  • Volaton

Systematic Names

  • 3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide
  • Glyoxylonitrile, phenyl-, oxime, O,O-diethyl phosphorothioate
  • Phenylglyoxylnitrile oxime O,O-diethyl phosphorothioate
  • Phoxim

Registry Numbers

CAS Registry Number

  • 14816-18-3

FDA UNII

  • 6F5V775VPO

System Generated Number

  • 0014816183

Structure Descriptors

InChI

1S/C12H15N2O3PS/c1-3-15-18(19,16-4-2)17-14-12(10-13)11-8-6-5-7-9-11/h5-9H,3-4H2,1-2H3/b14-12+

InChIKey

ATROHALUCMTWTB-WYMLVPIESA-N

Smiles

P(O\N=C(\c1ccccc1)C#N)(OCC)(OCC)=S

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 5620ug/kg (5.62mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
cat LD50 oral 250mg/kg (250mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 181, 1976.
chicken LD50 unreported 40mg/kg (40mg/kg)   Farm Chemicals Handbook. Vol. -, Pg. C39, 1991.
dog LD50 oral 250mg/kg (250mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 181, 1976.
guinea pig LD50 oral 600mg/kg (600mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 181, 1976.
mouse LC50 inhalation 3100mg/m3/4H (3100mg/m3)   Yakkyoku. Pharmacy. Vol. 39, Pg. 251, 1988.
mouse LD50 oral 1050mg/kg (1050mg/kg)   "Veterinarnaya Entomologiya i Akarologiya," Veterinary Entomology and Acarology, Nepoklonov, A.A., ed., Moscow, Izdatel'stovo Kolos, 1983Vol. -, Pg. 230, 1983.
mouse LD50 unreported > 2gm/kg (2000mg/kg)   Bulletin of the World Health Organization. Vol. 44, Pg. 31, 1971.
pigeon LD50 oral 23700ug/kg (23.7mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
quail LD50 oral 23700ug/kg (23.7mg/kg)   ASTM Special Technical Publication. Vol. (680), Pg. 157, 1979.
rabbit LD50 oral 250mg/kg (250mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat LC50 inhalation > 3200mg/m3/1H (3200mg/m3)   "Agrochemicals Handbook," with updates, Hartley, D., and H. Kidd, eds., Nottingham, Royal Soc of Chemistry, 1983-86Vol. A328, Pg. 1983,
rat LD50 oral 300mg/kg (300mg/kg)   Fundamental and Applied Toxicology. Vol. 7, Pg. 299, 1986.
rat LD50 skin 1gm/kg (1000mg/kg)   "Pesticide Index," Frear, E.H., ed., State College, PA, College Science Pub., 1969Vol. 5, Pg. 181, 1976.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 6.1 deg C   EXP
log P (octanol-water) 4.39 (none)   EXP
Water Solubility 4.1 mg/L 25 EXP
Vapor Pressure 1.58E-05 mm Hg 25 EXP
Henry's Law Constant 1.51E-06 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 9.59E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.