| Stereochemistry | ACHIRAL |
| Molecular Formula | C7H9NO |
| Molecular Weight | 123.1525 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC=C(N)C=C1O
InChI
InChIKey=DBFYESDCPWWCHN-UHFFFAOYSA-N
InChI=1S/C7H9NO/c1-5-2-3-6(8)4-7(5)9/h2-4,9H,8H2,1H3
4-Amino-2-Hydroxytoluene is a substituted aromatic compound used in the formulation of permanent hair dyes, colors and tints. 4-Amino-2-Hydroxytoluene is used as a coupler in cosmetic hair dye formulations. The compound has a low oral toxicity in animals and has no significant mutagenic or teratogenic effects. The compound, at most, is a weak skin and eye irritant and, at most, a weak sensitizer. Carcinogenic skin painting studies of hair dyes containing this compound were negative. A variety of epidemio-logic studies have given no indication of a carcinogenic effect from the use of hair dyes.
Approval Year
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
Rats, 4 per sex/dose were administered 4-Amino-2-Hydroxytoluene via gavage in dose levels of 0, 0.4, 1,
2.5 or 6.4 g/kg bw. To determine the median lethal dose more precisely dosing was extended to a
larger group, and additional groups of 5 rats per dose/sex, were administered the test substance
via gavage in dose levels of 0, 1.6, 2.5, 4.0 or 6.4 g/kg bw. Shortly after dosing clinical signs
observed were lethargy, piloerection and decreased respiration rate. Above 1.6 g/kg these signs
were accompanied by ataxia, and in rats dosed above 2.5 mg/kg also fine body tremors and
increased lacrimation was observed.
The acute median lethal oral dose of 4-amino-2-hydroxytoluene in rats was calculated to be 3.6
(95% confidence limits: 3.1-4.0) g/kg bw.
Route of Administration:
Oral
A genotoxic potential of 4-Amino-2-Hydroxytoluene was observed after 48 hours of
incubation with V79 cells starting at the lowest concentration
tested (10 ug/ml), while DNA damage in both V79NAT1*4
and HaCaT cells started at substantially higher concentrations,
100 and 31,6 ug/ml, respectively.
SUBSTANCE RECORD
