Phoxim

HCID 26927CAS 14816-18-3
Substructure searchFind similar structures

Basic information

Standard SMILES
CCOP(=S)(OCC)ON=C(C#N)c1ccccc1
InChIKey
ATROHALUCMTWTB-UHFFFAOYSA-N
Molecular formula
C12H15N2O3PS
Average molar mass
298.3 g/mol
Monoisotopic mass
298.05410052

Names & identifiers

Preferred name
Phoxim
IUPAC
N-diethoxyphosphinothioyloxybenzenecarboximidoyl cyanide
English name
Phoxim
Molecular formula
C12H15N2O3PS
Molecular weight
298.3

Names & synonyms

PHOXIM14816-18-3BaythionPhoximeSebacil (insecticide)6F5V775VPOBAYER-9053Bay-77488BAY 77488PhoxinDTXSID8034324Phenylglyoxylnitrile oxime O,O-diethyl phosphorothioate
Show more names
Foximb77488VOLATONoms1170Sebacilsra7502Valexon
O,O-Diethyl-alpha-cyanobenzylidineaminooxyphosphonothiateCHEBI:38812Sebacil Pour-onRefChem:863020DTXCID20810007phenylglyoxylonitrile oxime O,O-diethylphosphorothioate238-887-3alpha-(((Diethoxyphosphinothioyl)oxy)imino)benzeneacetonitrile

Database identifiers

CAS
14816-18-3
PubChem CID
26927
DTXSID
DTXSID8034324
ChEMBL
CHEMBL1906626
UNII
6F5V775VPO
EC Number
238-887-3

Properties

Computed structural properties

XLogP
4.4
Topological polar surface area
95.9 Ų
Hydrogen bond donors
0
Hydrogen bond acceptors
6
Rotatable bonds
7
Heavy atoms
19

Experimental & physicochemical properties

Collision Cross Section165.7 Ų [M-H]- [CCS Type: DT; Buffer gas: N2; Ionization: ESI-; Dataset: TOXCAST; Source Identifier: DTXSID8034324]

Physicochemical properties

Melting point
5.55 °C · 5.55°C
Boiling point
0.01 · bp0.01 102°
Density
420 · d420 1.176
vapor pressure
2.1 · 2.1×10-3 Pa (20 °C)
refractive index
20 · nD20 1.5405
storage temp.
0 · 0-6°C

Safety & regulation

GHS classification

GHS Classification · 6 items

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]；H317: May cause an allergic skin reaction [Warning Sensitization, Skin]；H361f ***: Suspected of damaging fertility [Warning Reproductive toxicity]；H400: Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]；H410: Very toxic to aquatic life with long lasting effects [Warning Hazardous to the aquatic environment, long-term hazard]

P203, P261, P264, P270, P272, P273, P280, P301+P317, P302+P352, P318, P321, P330, P333+P317, P362+P364, P391, P405, and P501 (click each P-code to see the statement)

Danger

Hazard information

Other Safety Information · 1 item

IMAP assessments - 3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide: Human health tier I assessment；IMAP assessments - 3,5-Dioxa-6-aza-4-phosphaoct-6-ene-8-nitrile, 4-ethoxy-7-phenyl-, 4-sulfide: Environment tier I assessment

Hazard Classes and Categories · 3 items

Acute Tox. 3 (33.6%)；Acute Tox. 4 (66.4%)；Acute Tox. 3 (67.3%)；Skin Sens. 1 (97.3%)；Acute Tox. 2 (34.5%)；Repr. 2 (96.5%)；Aquatic Acute 1 (100%)；Aquatic Chronic 1 (100%)

Reproductive toxicity - category 2；Acute toxicity - category 4；Skin sensitisation - category 1；Hazardous to the aquatic environment (acute) - category 1；Hazardous to the aquatic environment (chronic) - category 1

Repr. 2；Acute Tox. 4 *；Skin Sens. 1；Aquatic Acute 1；Aquatic Chronic 1

Toxicology

Acute Toxicity LinkChemical: PHOXIM

Safety data

wgk
3
rtecs
MD4740000
ridadr
UN 2810
hs_code
29269090
Toxicity
LD50 orally in mice: >2000 mg/kg (Vinopal, Fukuto)
risk_code
22-50/53-62-43

Chemistry & industry

Pharmacology

ATC CodeQP - Antiparasitic products, insecticides and repellents；QP53 - Ectoparasiticides, insecticides and repellents；QP53A - Ectoparasiticides for topical use, incl. insecticides；QP53AF - Organophosphorous compounds；QP53AF01 - Phoxime
MeSH Pharmacological Classification · 2 items

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

Pesticides designed to control insects that are harmful to man. The insects may be directly harmful, as those acting as disease vectors, or indirectly harmful, as destroyers of crops, food products, or textile fabrics.

Uses & manufacturing

Use Classification · 4 items

Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes

Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes

Veterinary Drug -> INSECTICIDE -> JECFA Functional Classes

INSECTICIDES

Applications · 3 items

DescriptionPhoxim 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.

UsesInsecticide.

UsesPhoxim 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.

Upstream & downstream products

Downstream products

Suppliers50 total

国药集团化学试剂有限公司86-21-63210123 · [email protected]
上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
湖北威德利化学试剂有限公司181-6332-1995 18062128043 · [email protected]
盐城通铭生物科技有限公司15195160625 · [email protected]

Related reactions

1 records
New reaction record

Linked notes

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