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Details

Stereochemistry ACHIRAL
Molecular Formula C12H11NO2
Molecular Weight 201.2212
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CARBARIL

SMILES

CNC(=O)OC1=C2C=CC=CC2=CC=C1

InChI

InChIKey=CVXBEEMKQHEXEN-UHFFFAOYSA-N
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)

HIDE SMILES / InChI

Molecular Formula C12H11NO2
Molecular Weight 201.2212
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

Carbaryl (1-naphthyl methylcarbamate) is a chemical in the carbamate family used chiefly as an insecticide. It is a white crystalline solid commonly sold under the brand name Sevin, a trademark of the Bayer Company.Union Carbide discovered carbaryl and introduced it commercially in 1958. Bayer purchased Aventis CropScience in 2002, a company that included Union Carbide pesticide operations. It remains the third-most-used insecticide in the United States for home gardens, commercial agriculture, and forestry and rangeland protection. As a veterinary drug, it is known as carbaril. Carbaryl is an anticholinesterase inhibitor. It is indicated for the treatment of head and pubic lice. It is available as a lotion (Carylderm) and a shampoo (Carylderm; New Suleo; Derbac). Carbaryl was developed because lice began to show resistance to organochlorine insecticides such as DDT and gamma benzene hexachloride (Quellada; Lorexane). It was introduced in the late 1960s particularly for the control of head lice; it is less effective against mites, and not recommended for scabies.

CNS Activity

Originator

Approval Year

Targets

Primary TargetPharmacologyConditionPotency
109.98 µM [IC50]

Conditions

ConditionModalityTargetsHighest PhaseProduct
Curative
Carylderm

Doses

AEs

PubMed

Sample Use Guides

In Vivo Use Guide
Carylderm solution should be applied to the hair and scalp and left for 10 to 12 hours, to ensure that all the eggs are treated. This is eventually washed out and the eggs removed from the scalp using a special nit comb. It is usually recommended that family members and close contacts be treated at the same time, if infected. In the event of early re-infestation of lice from surviving eggs, carylderm preparations may be reapplied, provided 7 days have elapsed since the first application.
Route of Administration: Topical
In Vitro Use Guide
Rat hair cell and neuronal damage was observed at carbaryl concentrations as low as 50 uM after 96-h treatment and 100 uM after 48-h treatment.
Substance Class Chemical
Record UNII
R890C8J3N1
Record Status Validated (UNII)
Record Version