23103-98-2

Primicarb is a carbamate (N-methyl) insecticide. Originally registered in the United States for non-food use on alfalfa grown for seed in selected. Elsewhere it is used on a wide range of cereals, potatoes, fruits, vegetables and other crop

Speed in removing material from eyes and skin is of extreme importance. Move victim to fresh air. Call 911 or emergency medical service. Give artificial respiration if victim is not breathing. Do not use mouth-to-mouth method if victim ingested or inhaled the substance; give artificial respiration with the aid of a pocket mask equipped with a one-way valve or other proper respiratory medical device. Administer oxygen if breathing is difficult. Remove and isolate contaminated clothing and shoes. In case of contact with substance, immediately flush skin or eyes with running water for at least 20 minutes. For minor skin contact, avoid spreading material on unaffected skin. Keep victim warm and quiet. Effects of exposure (inhalation, ingestion or skin contact) to substance may be delayed. Ensure that medical personnel are aware of the material(s) involved and take precautions to protect themselves. Medical observation is recommended for 24
48 hours after breathing overexposure, as pulmonary edema may be delayed. As first aid for pulmonary edema, a doctor or authorized paramedic may consider administering a drug or other inhalation therapy.

UN2811 Toxic solids, organic, n.o.s., Hazard Class: 6.1; Labels: 6.1-Poisonous materials, Technical Name Required.

May react with strong oxidizers such as chlorates, peroxides, and nitrates. May form explosive materials with phosphorus pentachloride.

Pirimicarb is a colorless solid that is moderately soluble in water, acetone, ethanol, xylene, and chloroform.
Pirimicarb is produced by reaction of 2-dimethylamino- 5,6-dimethyl-4-pyrimidone with dimethylcarbamic acid chloride in the presence of a base or phosgene and dimethylamine. Pirimicarb is a systemic, selective aphicide used largely on grain crops, but also on ornamentals, cotton, fruit, and in greenhouses.

Colorless crystalline solid. Odorless. Commercial product may be available as a liquid

Do not discharge into drains or sewers. Dispose of waste material as hazardous waste using a licensed disposal contractor to an approved landfill. Consult with environmental regulatory agencies for guidance on acceptable disposal practices. Incineration with effluent gas scrubbing is recommended. Containers must be disposed of properly by following package label directions or by contacting your local or federal environmental control agency, or by contacting your regional EPA office.

Insecticide.

Pirimicarb is a systemic insecticide with contact, stomach and respiratory action. It is a selective aphicide used in cereals, fruit, ornamentals, strawberries, potatoes, sugar beet, fodder beet, cotton, oilseed rape, tobacco and glasshouse crops.

ChEBI: An aminopyrimidine that is N,N,4,5-tetramethylpyrimidin-2-amine substituted by a (dimethylcarbamoyl)oxy group at position 4.

Highly toxic insecticide by oral and possibly other routes of entry; cholinesteraseinhibitor; median oral lethal doses in experimental animals ranged at 100–150 mg/kg;toxic symptoms include excessive salivation,lacrimation, slow heartbeat, blurred vision,headache, muscle twitching, tremor and convulsion; gastrointestinal effects include vomiting, nausea, abdominal pain, and diarrhea;severe poisoning can progress to death.
LD50 oral (rat): ～50 mg/kg
LD50 oral (dog): 100 mg/kg.

Insecticide: Originally registered in the U.S. for non-food use on alfalfa grown for seed in selected. Elsewhere it is used on a wide range of cereals, potatoes, fruits, vegetables and other crop.

ABOL®; AFICIDA®; APHOX®; FERNOS®; PIRIMIKARB; PIRIMOR®; PP 062®; PYRIMOR®; RAPID®

The influence on the qualitative photochemical behavior of pirimicarb which leads to the photoproducts N-formylpirimicarb and demethylpirimicarb is modified by the waxes that are extracted from nectarines, oranges, and mandarin oranges. The formation of the photoproducts is hindered by the waxes.

Pirimicarb is hydrolysed in alkaline solutions (PM). Sterilised buffer solutions of unlabelled pirimicarb at pH values of 4,7 and 9 were incubated in the dark at 50 °C for 5 days. Samples were taken and analysed by HPLC. No hydrolysis of pirirnicarb was detected. At longer incubation times, some of the N-formyl derivative (2) (see Scheme 1) was produced (PSD, 1995). [¹⁴C-pyrimidinyl]Pirimicarb was dissolved in buffer solutions of pH 5,7 or 9 and exposed to natural sunlight (August in southern England) for up to 27 days. Losses of radioactivity by volatilisation were insignificant. After 3 weeks virtually all the pirimicarb was degraded. In neutral and acid solutions the main product was the N-formyl derivative (2). At pH 9 this was unstable. The N-monodemethylpirimicarb (3), aminopirimicarb (4) and the pyrimidinol(5) were also identified and some polar products were formed.
A further study under similar conditions (August 1974) afforded compounds 14 and the pyrimidinol derivatives (5, 6, 7). N,N-Dimethylguanidine (8), N-methylguanidine (9) and guanidine (10) were identified by electrophoretic methods. The guanidines were formed by opening of the pyrimidine ring (PSD, 1995). These pathways are illustrated in Scheme 1.
In other studies in which aqueous solutions or solid samples of pirimicarb were exposed to sunlight or lamps in the laboratory, the products 2, 3, 4 and 5 were also found, the first usually being the major product. Pirisi ef al. (1996) also detected a formylaminodimethylcarbamate (11) whilst Romero et al. (1994) reported that the formaminopyrimidinol (12) was formed via the N-formyl compound (2). [¹⁴C-pyrimidinyl]Pirimicarb was applied to a silty-clay loam on a thin-layer plate coated with soil. The plate was exposed under polythene to sunlight in southern England. Pirimicarb was completely degraded over 20 days. The major degradation product was the pyrimidinol (5) formed by hydrolysis of the carbamate ester group. No volatile products were detected (Hill, 1976; PSD, 1995).