| Identification | Back Directory | [Name]
VACOR | [CAS]
53558-25-1 | [Synonyms]
VACOR
Vacot
lh 105
rh-787
dlp787
dlp-87
pnu[qr]
Pyriminl
PYRINURON
rh787[qr]
vacor[qr]
pyrininil
PYRIMINIL
pyriminyl
Phriminil
dlp-787[qr]
pyriminyl[qr]
pyrinuron[qr]
VACOR STANDARD
piriminil(jmaf)
Pyrinuron Solution
Pyriminil: (Pyriminyl)
pyriminil(Rohm & Haas)
pyrinuron(bsi,e-iso,ansi)
N3PYRIDYLMETHYLNPARANITROPHENYLUREA
1-nitrophenyl-3-(3-pyridylmethyl)-ure
n-3-pyridylmethyl-n’-p-nitrophenylurea
1-(4-nitrophenyl)-3-(3-pyridylmethyl)urea
1-(3-pyridylmethyl)-3-(4-nitrophenyl)urea
n-3-pyridylmethyl-n’-p-nitrophenylurea[qr]
n-(4-nitrophenyl)-n’-(3-pyridinylmethyl)-ure
n-(4-nitrophenyl)-n’-(3-pyridinylmethyl)urea
1-(4-nitrophenyl)-3-(pyridin-3-ylmethyl)urea
N-(4-nitrophenyl)-N’-(3-pyridinylmethyl)-Urea
1-(3-pyridylmethyl)-3-(4-nitrophenyl)urea[qr]
N-（3-pyridinylmethyl)-N'-(4-nitrophenyl) urea
Urea, N-(4-nitrophenyl)-N'-(3-pyridinylmethyl)-
n-(4-nitrophenyl)-n’-(3-pyridinylmethyl)urea[qr]
1-(4-nitrophenyl)-n’-(3-pyridinylmethyl)urea[qr] | [EINECS(EC#)]
258-626-7 | [Molecular Formula]
C13H12N4O3 | [MDL Number]
MFCD00023608 | [MOL File]
53558-25-1.mol | [Molecular Weight]
272.26 |
| Chemical Properties | Back Directory | [Appearance]
Pyriminil is a yellow crystalline solid, resem-
bling corn meal. | [Melting point ]
223-225° (dec) | [Boiling point ]
415.32°C (rough estimate) | [density ]
1.2545 (rough estimate) | [refractive index ]
1.6120 (estimate) | [pka]
12.25±0.46(Predicted) | [CAS DataBase Reference]
53558-25-1 | [EPA Substance Registry System]
Pyrinuron (53558-25-1) |
| Hazard Information | Back Directory | [Uses]
Rodenticide. | [General Description]
Yellow, resembling corn meal. Used as a single-dose, acute rodenticide. Not registered as a pesticide in the U.S. | [Reactivity Profile]
A nitrated amine and amide. Amines are chemical bases. They neutralize acids to form salts plus water. These acid-base reactions are exothermic. The amount of heat that is evolved per mole of amine in a neutralization is largely independent of the strength of the amine as a base. Amines may be incompatible with isocyanates, halogenated organics, peroxides, phenols (acidic), epoxides, anhydrides, and acid halides. Flammable gaseous hydrogen is generated by amines in combination with strong reducing agents, such as hydrides. Organic amides/imides react with azo and diazo compounds to generate toxic gases. Flammable gases are formed by the reaction of organic amides/imides with strong reducing agents. Amides are very weak bases (weaker than water). Imides are less basic yet and in fact react with strong bases to form salts. That is, they can react as acids. Mixing amides with dehydrating agents such as P2O5 or SOCl2 generates the corresponding nitrile. The combustion of these compounds generates mixed oxides of nitrogen (NOx). | [Health Hazard]
VACOR may cause death by cardiovascular collapse and respiratory failure. It may cause diabetes. Also it affects the central nervous system. Human survivors regularly develop an insulin-deficient, ketosis-prone form of diabetes millitus. | [Potential Exposure]
A potential danger to those involved
in the application of this single-dose, acute rodenticide.
No longer registered, produced or used in the United States
There are more than 20 global suppliers . | [First aid]
If this chemical gets into the eyes, remove any
contact lenses at once and irrigate immediately for at least
15 minutes, occasionally lifting upper and lower lids. Seek
medical attention immediately. If this chemical contacts the
skin, remove contaminated clothing and wash immediately
with soap and water. Seek medical attention immediately.
If this chemical has been inhaled, remove from exposure,
begin rescue breathing (using universal precautions, includ-
ing resuscitation mask) if breathing has stopped and CPR
if heart action has stopped. Transfer promptly to a medical
facility. When this chemical has been swallowed, get
medical attention. Give large quantities of water and induce
vomiting. Do not make an unconscious person vomit.
Keep victim quiet and maintain normal body temperature.
Effects may be delayed; keep victim under observation. | [Incompatibilities]
A nitrated amine. Amines are
combustible. Azo, diazo, azido compounds can detonate.
This applies in particular to organic azides that have been
sensitized by the addition of metal salts or strong acids.
Toxic gases are formed by mixing materials of this
class with acids, aldehydes, amides, carbamates, cyanides,
inorganic fluorides, halogenated organics, isocyanates,
ketones, metals, nitrides, peroxides, phenols, epoxides,
acyl halides, and strong oxidizing or reducing agents.
Flammable gases are formed by mixing materials in this
group with alkali metals. Explosive combination can occur
with strong oxidizing agents, metal salts, peroxides, and
sulfides. | [Description]
Pyriminil was used formerly as a rodenticide in products
such as DLP 787 as a 10% house mouse tracking powder or
Vacor. It is now banned in the United States and Europe for
use as a rodenticide and is listed as an extremely hazardous
substance by the US Environmental Protection Agency
(EPA). Toxic effects of pyriminil include neurotoxicity and
pancreatic beta-cell death, which, if not immediately lethal,
will lead to prolonged autonomic dysfunction and permanent
insulin-dependent diabetes mellitus in most species,
including humans. | [Chemical Properties]
Pyriminil is a yellow crystalline solid, resem-
bling corn meal. | [Environmental Fate]
If released into air, soil, or water, pyriminil is unlikely to
volatilize and is instead expected to be bound to particulates
based on a low vapor pressure (3.39 × 10-9 mm Hg) and low
Henry’s Law constant (1.84 × 10-16 atm-m3 mol-1). The pKa
value for pyriminil is 3.5 for the conjugate acid of nitrogen in
the pyridine ring, while the pKa is 7.6 for the benzyl amide.
Based on these pKa values, pyriminil is predicted to be in the
uncharged form under most environmental conditions. The
Kow of pyriminil is 2.09 and the water solubility is high
(4.81 × 102 mg l-1), which predicts that it will readily dissolve in water and disperse in aquatic media. However, pyriminil will
also sorb to suspended particulates and has some potential to
bioconcentrate (bioconcentration factor ? 8). | [Toxicity evaluation]
Acute pyriminil toxicity occurs primarily because it inhibits
NADH:ubiquinone oxidoreductase activity of complex I in
mammalian mitochondria, resulting in preferential toxicity to
high-energy-demanding cells such as nerves and pancreatic
beta cells. However, pyriminil may also act as a nicotinamide
antagonist and interfere with the synthesis of NADH/NADPH,
furthering neural and beta-cell toxicity. Inhibition of mitochondrial
respiration in nerves causes somatic, autonomic, and
central nervous system neuropathies. Furthermore, inhibition
of beta-cell respiration is suggested to cause increased expression
of glutamic acid decarboxylase, which is considered to be
a major autoantigen driving development of insulin-dependent
diabetes mellitus. Pyriminil also acts as a noncompetitive
inhibitor of rat acetylcholinesterase. |
| Safety Data | Back Directory | [RIDADR ]
2588 | [TSCA ]
TSCA listed | [HazardClass ]
6.1(a) | [PackingGroup ]
I | [Safety Profile]
Human poison by ingestion. Human systemic effects: altered sleep time, blood pressure lowering, change in motor activity, dabetes mektus, dstorted perceptions, dyspnea, hallucinations, hyperglycemia, somnolence, structural change in nerve or sheath. When heated to decomposition it emits toxic fumes of NOx. | [Hazardous Substances Data]
53558-25-1(Hazardous Substances Data) | [Toxicity]
LD50 orally in male, female rats: 6.2, 7.2 mg/kg (Brooks, Htun) |
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