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Substance Name: Carbaril [INN]
RN: 63-25-2
UNII: R890C8J3N1
InChIKey: CVXBEEMKQHEXEN-UHFFFAOYSA-N

Note

  • A carbamate insecticide and parasiticide. It is a potent anticholinesterase agent belonging to the carbamate group of reversible cholinesterase inhibitors. It has a particularly low toxicity from dermal absorption and is used for control of head lice in some countries.

Molecular Formula

  • C12-H11-N-O2

Molecular Weight

  • 201.224
 

Classification Codes

Classification Codes

  • Acaricide
  • Agricultural Chemical
  • Cholinergic Agents
  • Cholinesterase Inhibitors
  • Enzyme Inhibitors
  • Growth Regulator / Fertilizer
  • Human Data
  • Insecticide
  • Insecticides
  • Mutation Data
  • Neurotransmitter Agents
  • Pesticides
  • Reproductive Effect
  • Skin / Eye Irritant
  • Tumor Data

Superlist Classification Codes

  • 2007 CERCLA Priority List, Rank: 272
  • 2011 CERCLA Priority List, Rank: 270
  • Overall Carcinogenic Evaluation: Group 3
  • Reportable Quantity (RQ) = 100 lb
  • TWA 5 mg/m3
  • TWA 5 mg/m3; Not classifiable as a human carcinogen

Names and Synonyms

Name of Substance

  • Carbaril [INN]
  • Carbaryl

MeSH Heading

  • Carbaryl

Synonyms

  • 1-Naftylester kyseliny methylkarbaminove
  • 1-Naftylester kyseliny methylkarbaminove [Czech]
  • 1-Naphthalenol, methylcarbamate (9CI)
  • 1-Naphthalenyl methylcarbamate
  • 1-Naphthol N-methylcarbamate
  • 1-Naphthyl methylcarbamate
  • 1-Naphthyl N-methylcarbamate
  • 1-Naphthyl-N-methyl-karbamat
  • 1-Naphthyl-N-methyl-karbamat [German]
  • 4-06-00-04219 (Beilstein Handbook Reference)
  • AI3-23969
  • alpha-Naftyl-N-methylkarbamat
  • alpha-Naftyl-N-methylkarbamat [Czech]
  • alpha-Naphthalenyl methylcarbamate
  • alpha-Naphthyl methylcarbamate
  • alpha-Naphthyl N-methylcarbamate
  • Arilat
  • Arilate
  • Arylam
  • Atoxan
  • Bercema NMC50
  • BRN 1875862
  • Bug master
  • Caprolin
  • Carbamic acid, methyl-, 1-naphthyl ester (8CI)
  • Carbamine
  • Carbaril
  • Carbaril [Italian]
  • Carbarilo
  • Carbarilo [INN-Spanish]
  • Carbarilum
  • Carbarilum [INN-Latin]
  • Carbaryl
  • Carbaryl [ANSI:BSI:ISO]
  • Carbatox
  • Carbatox-60
  • Carbatox-75
  • Carbavur
  • Carbomate
  • Carpolin
  • Carylderm
  • Caswell No. 160
  • CCRIS 850
  • Cekubaryl
  • Compound 7744
  • Crag sevin
  • Crunch
  • Denapon
  • Devicarb
  • Dicarbam
  • Dicarbament 23,969
  • Dyna-carbyl
  • EINECS 200-555-0
  • ENT 23,969
  • ENT 23969
  • ENT-23969
  • EPA Pesticide Chemical Code 056801
  • Experimental Insecticide 7744
  • Gamonil
  • Germain's
  • Hexavin
  • HSDB 952
  • Karbaryl
  • Karbaryl [Polish]
  • Karbaryl [Polish]
  • Karbaspray
  • Karbatox
  • Karbatox 75
  • Karbatox zawiesinowy
  • Karbosep
  • Latka 7744
  • Latka 7744 [Czech]
  • Menaphtam
  • Methylcarbamate 1-naphthalenol
  • Methylcarbamate 1-naphthol
  • Methylcarbamic acid, 1-naphthyl ester
  • Monsur
  • Mugan
  • Murvin
  • N-Methyl-1-naftyl-carbamaat
  • N-Methyl-1-naftyl-carbamaat [Dutch]
  • N-Methyl-1-naphthyl carbamate
  • N-Methyl-1-naphthyl-carbamat
  • N-Methyl-1-naphthyl-carbamat [German]
  • N-Methyl-alpha-naphthylcarbamate
  • N-Methyl-alpha-naphthylurethan
  • N-Methylcarbamate de 1-naphtyle
  • N-Methylcarbamate de 1-naphtyle [French]
  • N-Metil-1-naftil-carbammato
  • N-Metil-1-naftil-carbammato [Italian]
  • NAC
  • NAC (insecticide)
  • NAC (VAN)
  • NMC 50
  • Noflo 5 vet
  • NSC 27311
  • O-(1-Naphthyl)-N-methylcarbamat
  • Olititox
  • Oltitox
  • OMS 29
  • OMS-29
  • Panam
  • Pomex
  • Prosevor 85
  • Ravyon
  • Rylam
  • Savit
  • Seffein
  • Septene
  • Sevimol
  • Sevin
  • Sevin 4
  • SOK
  • Suleo
  • Tercyl
  • Toxan
  • Tricarnam
  • UC 7744
  • UNII-R890C8J3N1
  • Union carbide 7,744
  • Vetox
  • Vioxan

Systematic Names

  • 1-Naphthalenol, 1-(N-methylcarbamate)
  • 1-Naphthalenol, methylcarbamate
  • 1-Naphthyl methylcarbamate
  • Carbamic acid, methyl-, 1-naphthyl ester
  • Carbaryl

Superlist Names

  • 1-Naphthalenol, methylcarbamate
  • Carbaryl
  • Sevin

Registry Numbers

CAS Registry Number

  • 63-25-2

FDA UNII

  • R890C8J3N1

Other Registry Numbers

  • 11095-11-7
  • 11130-47-5
  • 1392204-77-1
  • 51274-03-4
  • 52001-89-5

System Generated Number

  • 0000063252

Structure Descriptors

InChI

1S/C12H11NO2/c1-13-12(14)15-11-8-4-6-9-5-2-3-7-10(9)11/h2-8H,1H3,(H,13,14)

InChIKey

CVXBEEMKQHEXEN-UHFFFAOYSA-N

Smiles

c12c(OC(NC)=O)cccc1cccc2

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
bird - wild LD50 oral 56mg/kg (56mg/kg)   Toxicology and Applied Pharmacology. Vol. 21, Pg. 315, 1972.
cat LD50 oral 150mg/kg (150mg/kg) GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS

BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 32(4), Pg. 29, 1967.
chicken LDLo subcutaneous 2gm/kg (2000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 9, Pg. 30, 1961.
dog LD50 oral 759mg/kg (759mg/kg)   VM/SAC, Veterinary Medicine and Small Animal Clinician. Vol. 74, Pg. 1119, 1979.
gerbil LD50 oral 491mg/kg (491mg/kg)   Pesticide Biochemistry and Physiology. Vol. 21, Pg. 199, 1984.
guinea pig LC inhalation > 390mg/m3/4H (390mg/m3)   Union Carbide Data Sheet. Vol. 11/21/1973,
guinea pig LD50 oral 250mg/kg (250mg/kg)   Pesticide Biochemistry and Physiology. Vol. 21, Pg. 199, 1984.
hamster LD50 intraperitoneal 640mg/kg (640mg/kg)   Archives of Toxicology. Vol. 58, Pg. 152, 1986.
hamster LDLo oral 250mg/kg (250mg/kg)   Toxicology and Applied Pharmacology. Vol. 15, Pg. 152, 1969.
mammal (species unspecified) LD50 oral 510mg/kg (510mg/kg)   Herba Polonica. Vol. 21, Pg. 53, 1975.
mammal (species unspecified) LD50 unreported 310mg/kg (310mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 53(7), Pg. 72, 1988.
man TDLo oral 500mg/kg (500mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

PERIPHERAL NERVE AND SENSATION: SENSORY CHANGE INVOLVING PERIPHERAL NERVE
Neurology. Vol. 37, Pg. 1229, 1987.
mouse LD50 intraperitoneal 25mg/kg (25mg/kg)   Toxicology and Applied Pharmacology. Vol. 6, Pg. 402, 1964.
mouse LD50 oral 128mg/kg (128mg/kg)   Journal of Pharmacology and Experimental Therapeutics. Vol. 181, Pg. 576, 1972.
mouse LD50 subcutaneous 860mg/kg (860mg/kg)   Arhiv za Higijenu Rada i Toksikologiju. Archives of Industrial Hygiene and Toxicology. Vol. 29, Pg. 251, 1978.
mouse LD50 unreported 370mg/kg (370mg/kg)   Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 49(10), Pg. 23, 1984.
quail LD50 oral 829mg/kg (829mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA

GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS
Oyo Yakuri. Pharmacometrics. Vol. 51, Pg. 137, 1996.
rabbit LD subcutaneous > 2gm/kg (2000mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 9, Pg. 30, 1961.
rabbit LD50 intraperitoneal 223mg/kg (223mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 9, Pg. 30, 1961.
rabbit LD50 oral 710mg/kg (710mg/kg)   Pesticide Chemicals Official Compendium, Association of the American Pesticide Control Officials, Inc., 1966. Vol. -, Pg. 192, 1966.
rabbit LD50 skin 2gm/kg (2000mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat LD50 intraperitoneal 64mg/kg (64mg/kg)   Proceedings of the Society for Experimental Biology and Medicine. Vol. 114, Pg. 509, 1963.
rat LD50 intravenous 18mg/kg (18mg/kg)   Journal of Agricultural and Food Chemistry. Vol. 9, Pg. 30, 1961.
rat LD50 oral 230mg/kg (230mg/kg)   Toxicology and Applied Pharmacology. Vol. 11, Pg. 546, 1967.
rat LD50 skin 4gm/kg (4000mg/kg)   "Wirksubstanzen der Pflanzenschutz und Schadlingsbekampfungsmittel," Perkow, W., Berlin, Verlag Paul Parey, 1971-1976Vol. -, Pg. -, 1971/1976.
rat LD50 subcutaneous 1400mg/kg (1400mg/kg)   "Toxicology of Drugs and Chemicals," Deichmann, W.B., New York, Academic Press, Inc., 1969Vol. -, Pg. 528, 1969.
rat LD50 unreported 500mg/kg (500mg/kg)   "Chemistry of Pesticides," Melnikov, N.N., New York, Springer-Verlag New York, Inc., 1971Vol. -, Pg. 188, 1971.
women LDLo oral 5gm/kg (5000mg/kg)   Human & Experimental Toxicology. Vol. 11, Pg. 373, 1992.
women LDLo oral 5gm/kg (5000mg/kg) CARDIAC: CHANGE IN RATE

AUTONOMIC NERVOUS SYSTEM: PARASYMPATHOLYTIC
Human & Experimental Toxicology. Vol. 11, Pg. 373, 1992.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 145 deg C   EXP
Boiling Point 315 deg C   EXP
log P (octanol-water) 2.36 (none)   EXP
Water Solubility 110 mg/L 22 EXP
Vapor Pressure 1.36E-06 mm Hg 25 EXP
Henry's Law Constant 3.27E-09 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.60E-11 cm3/molecule-sec 25 EST

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