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Details

Stereochemistry ACHIRAL
Molecular Formula C14H16ClO5PS
Molecular Weight 362.766
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of COUMAPHOS

SMILES

CCOP(=S)(OCC)OC1=CC=C2C(C)=C(Cl)C(=O)OC2=C1

InChI

InChIKey=BXNANOICGRISHX-UHFFFAOYSA-N
InChI=1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3

HIDE SMILES / InChI

Molecular Formula C14H16ClO5PS
Molecular Weight 362.766
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

Coumaphos is an organophosphate insecticide used against ectoparasites. It was approved by FDA for the control of gastrointestinal roundworms in cattle (Purina brand name). It was also used in medicated feed against internal parasites (Ascaidia galli, Capilleria obsignata and Heterakis gallinarum) in layer chickens (Meldane brand name). However, coumaphos is highly toxic to birds. Sever acute toxicity and eventual death were caused in hens after they were given oral doses of 10mg/kg for 1-8 days.The oral LD50 for coumaphos is 3mg/kg in wildbirds, 29.4mg/kg in mallard ducks, 7.94mg/kg in pheasants and 14mg/kg in chicken. Due to its toxicity, coumaphos is no longer available as a drug.

Approval Year

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
PURINA

PubMed

Patents

Sample Use Guides

In Vivo Use Guide
The recommended dose is 27.2 and 36,3 grams per ton of feed (0.003 and 0.004 percent) for laying chickens and replacement pullets, respectively. In cattles, coumaphos is given at a dose of 0.0002 pound (0.091 gram) per 100 pounds of body weight per day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
L08SZ5Z5JC
Record Status Validated (UNII)
Record Version