5-アミノ-o-クレゾール

5-Amino-2-methylphenol

HCID 17818CAS 2835-95-2

基本情報

標準SMILES
Cc1ccc(N)cc1O
InChIKey
DBFYESDCPWWCHN-UHFFFAOYSA-N
分子式
C7H9NO
平均分子量
123.15 g/mol
単同位体質量
123.06841391

概要

3-amino-6-methylphenol is a brown powder. (NTP, 1992)

名称と識別子

優先名称
5-Amino-2-methylphenol
IUPAC
5-amino-2-methylphenol
現地名
5-アミノ-o-クレゾール
英語名
5-Amino-o-cresol
分子式
C7H9NO
分子量
123.15

名称と別名

5-Amino-2-methylphenol5-Amino-o-cresol2835-95-24-Amino-2-hydroxytoluene3-Hydroxy-4-methylanilinePhenol, 5-amino-2-methyl-6-Methyl-3-aminophenol2-methyl-5-aminophenol4-Amino-2-hydroxy-1-methylbenzeneDTXSID9024489UBB8XEB10BDTXCID204489
名称をさらに表示
5-アミノ-o-クレゾール6-メチル-3-アミノフェノール4-アミノ-2-ヒドロキシトルエン2-アミノ-o-クレゾール3-アミノ-6-メチルフェノール5-アミノ-2-メチルフェノール2-メチル-5-アミノフェノール5アミノoクレゾ-ル3-ヒドロキシ-4-メチルアニリン5‐アミノ‐2‐メチルフェノール2M5APJAROCOL 2M5AP5-AMINO-ORTHO-CRESOL4-AMINO-2-HRYDROXYTOLUENERodol PAOC5- aMinocresol
3-HYDROXY-P-TOLUIDINE1-methyl-2-hydroxy-4-aminobenzeneRefChem:913242220-618-62-Hydroxy-p-toluidine3-AMINO-6-METHYLPHENOL2635-98-5MFCD00043922

データベース識別子

CAS
2835-95-2
PubChem CID
17818
DTXSID
DTXSID9024489
ChEMBL
CHEMBL1446372
UNII
UBB8XEB10B
EC Number
220-618-6
Nikkaji
J13.778B

物性

構造計算による物性

XLogP
1.3
極性表面積
46.3 Ų
水素結合供与体数
2
水素結合受容体数
2
回転可能結合数
0
重原子数
9

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Amino Phenols
Cosmetics · 2 件

Cosmetic ingredients (4-Amino-2-Hydroxytoluene) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

LogPlog Kow = 0.79 /Estimated/
Color/FormPlates from water
Solubility · 2 件

less than 1 mg/mL at 70 °F (NTP, 1992)

In water, 2,427 mg/L @ 25 °C /Estimated/

DecompositionWhen heated to decomposition it emits toxic fumes of /nitrogen oxide/.

物理化学的性質

融点
160 · 160-162 °C(lit.)
沸点
229.26 °C · 229.26°C (rough estimate)
比重(密度)
1.0877 · 1.0877 (rough estimate)
蒸気圧
0.002 Pa · 0.002Pa at 25℃
屈折率
1.538 · 1.5380 (estimate)
貯蔵温度
Keep in dark place,Inert atmosphere,Room temperature

化学的性質

化学的特性Beige crystals

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H315 (68.2%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P272, P273, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P333+P317, P337+P317, P362+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 179 reports by companies from 18 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H317: May cause an allergic skin reaction [Warning Sensitization, Skin]

危険有害性情報

Regulatory Information · 3 件

Chemical: Phenol, 5-amino-2-methyl-

Status: Active Update: 13-09-2022 https://echa.europa.eu/registration-dossier/-/registered-dossier/24086

Phenol, 5-amino-2-methyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Other Safety InformationIMAP assessments - Phenol, 5-amino-2-methyl-: Human health tier II assessment
DOT LabelPoison
Fire HazardsFlash point data are not available for this chemical, but it is probably combustible. (NTP, 1992)
Fire PotentialCombustible
Health HazardsSYMPTOMS: Symptoms of exposure to this compound may include irritation of the skin, eyes and mucous membranes.

安全と保護具

Fire FightingFires involving this compound should be controlled using a dry chemical, carbon dioxide or Halon extinguisher. (NTP, 1992)
First Aid · 1 件

EYES: First check the victim for contact lenses and remove if present. Flush victim's eyes with water or normal saline solution for 20 to 30 minutes while simultaneously calling a hospital or poison control center. Do not put any ointments, oils, or medication in the victim's eyes without specific instructions from a physician. IMMEDIATELY transport the victim after flushing eyes to a hospital even if no symptoms (such as redness or irritation) develop.

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: Should a spill occur while you are handling this chemical, FIRST REMOVE ALL SOURCES OF IGNITION, then you should dampen the solid spill material with 60-70% ethanol and transfer the dampened material to a suitable container. Use absorbent paper dampened with 60-70% ethanol to pick up any remaining material. Seal the absorbent paper, and any of your clothes, which may be contaminated, in a vapor-tight plastic bag for eventual disposal. Solvent wash all contaminated surfaces with 60-70% ethanol followed by washing with a soap and water solution. Do not reenter the contaminated area until the Safety Officer (or other responsible person) has verified that the area has been properly cleaned.

Disposal Methods · 1 件

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational exposure or environmental contamination. Recycle any unused portion of the material for its approved use or return it to the manufacturer or supplier. Ultimate disposal of the chemical must consider: the material's impact on air quality; potential migration in soil or water; effects on animal, aquatic, and plant life; and conformance with environmental and public health regulations.

Isolation and EvacuationExcerpt from ERG Guide 152 [Substances - Toxic (Combustible)]:
Personal Protective Equipment (PPE) · 2 件

RECOMMENDED RESPIRATOR: Where the neat test chemical is weighed and diluted, wear a NIOSH-approved half face respirator equipped with an organic vapor/acid gas cartridge (specific for organic vapors, HCl, acid gas and SO2) with a dust/mist filter. (NTP, 1992)

Safety glasses, adequate ventilation.

毒性情報

Ecotoxicity Values · 4 件

LD50 Quail oral 750 mg/kg

LD50 Red-winged blackbird (Agelaius phoeniceus) oral >1000 mg/kg

LD50 Starling (Sturnus vulgaris) oral >1000 mg/kg

LD50 House sparrow (Passer domesticus) oral 562 mg/kg

Adverse EffectsNeurotoxin - Other CNS neurotoxin
Toxicity SummarySafe in the present practices of use and concentration. Ingredient, concentration, and use information are available in documents discoverable at https://cir-reports.cir-safety.org
Ongoing Test Status · 1 件

The following link will take the user to the National Toxicology Program (NTP) Test Agent Search Results page, which tabulates all of the "Standard Toxicology & Carcinogenesis Studies", "Developmental Studies", and "Genetic Toxicity Studies" performed with this chemical. Clicking on the "Testing Status" link will take the user to the status (i.e., in review, in progress, in preparation, on test, completed, etc.) and results of all the studies that the NTP has done on this chemical. [http://ntp-apps.niehs.nih.gov/ntp_tox/index.cfm?fuseaction=ntpsearch.searchresults&searchterm=2835-95-2]

Human Toxicity Excerpts · 2 件

/HUMAN EXPOSURE STUDIES/ Ten volunteers (males and females) each had their hair dyed 13 times at intervals of 3-6 wk. Each volunteer used a single commercial preparation throughout the study. /Five of the preparations contained 2-hydroxy-4-aminotoluene./ ...Lymphocytes of the hair-dyed volunteers and of ten controls matched for age and sex were scored for chromosomal aberrations. The incidence of aberrations did not differ significantly between the controls and the hair-dyed volunteers at any of the nine sampling times.

/HUMAN EXPOSURE STUDIES/ A modified Draize repeat insult patch test (RIPT) procedure was used to evaluate the irritation and sensitization potential of two aqueous solutions, each containing 2% of 4-amino-2-hydroxytoluene as supplied. An initial challenge (100% applied for 1 hr) was made to aid in the interpretation of the challenge following the rest period. For the induction exposure, semiocclusive patches containing 0.3 ml of the solution were applied to the same site on the upper arm of each subject on Mondays, Wednesdays, and Fridays for 3 consecutive weeks. The first solution for induction was a 3.0% v/v aqueous solution and the second was a 10% w/v aqueous solution. Patches were left in place for 24 hr and scored 48 or 72 hr after application. The challenge was made after a 2 wk nontreatment period. A patch containing 100% of the test solution was applied to a previously untreated site for 1 hr. Sites were scored 48 and 96 hr after application. Another challenge patch was also applied simultaneously to the induction site using the induction concentration. Twenty-three of the 27 subjects completed testing with the first solution. The initial challenge produced 21 negative and 5 slight reactions; the induction period elicited reactions from one subject only, who had a score of 4 (maximum=7) at the sixth induction patch and was subsequently patched on a different site. The challenge solution produced 20 negative, 2 slight (score of 1), and 1 significant (score of 3) reactions. The significant reaction was seen in the same subject who had reacted during the induction phase. No reactions were produced by the challenge patch applied to the induction site. A rechallenge was conducted with 11 of the subjects at a naive site on the upper back using a concentration of 25% of the test solution; 10 negative (including the 1 patient with the significant reaction at challenge) and 1 slight reactions were observed. /It was/ concluded that the test solution had produced one case of significant dermatitis, although it was not reproduced at rechallenge. Thirty-one subjects completed testing with the second solution. The initial challenge failed to produce a reaction in any of the subjects. During the induction period, very slight reactions (scores of 1 or less) were observed in 4 subjects and strong reactions (scores of up to 3 and 5) in two subjects. Challenge at a previously untreated site produced two slight reactions and one strong reaction (scores of 5 at both 48 and 96 hr), the latter being a delayed challenge due to residual reactions from the induction phase. The challenge patches applied to the induction site produced three slight and two strong reactions; however, only one of these five subjects had a reaction when challenged at a previously untreated site. A rechallenge of two subjects produced one negative and one significant response, the latter being from one of those with a strong reaction to challenge at the induction site. In the investigator's opinion, two cases of significant dermatitis had been observed, one each during challenge and rechallenge; therefore, these were cases of induced contact allergic eczema.

Non-Human Toxicity Excerpts · 5 件

/LABORATORY ANIMALS: Acute Exposure/ The irritant effects on rabbit skin and eye mucosa, and the acute oral toxicity in rats were assessed for twelve compounds which are hair-dye constituents or chemically related aromatic amines, aminophenols, nitro derivatives or aromatic hydroxy derivatives. .../4-amino-2-hydroxytoluene was/ non-irritant /to rabbit skin/ at the concentrations studied. ...Only mild conjunctival reaction followed treatment with /4-amino-2-hydroxytoluene/... .

/LABORATORY ANIMALS: Acute Exposure/ Groups of 5 male and 5 female /CFY strain/ rats were /given a 10% suspension of 4-amino-2-hydroxytoluene in 0.5% aqueous gum tragacanth containing 0.05% anhydrous sodium sulfite./ ...All animals that died as well as those killed at the end of the study were subjected to autopsy exam. ...At necropsy of the rats that died, some darkening of liver and kidneys, darkening or pallor of the spleen, hemorrhages of the lungs and intestines, and injection of intestinal and mesenteric blood vessels were observed. The survivors did not have any abnormalities indicative of residual systemic effects.

/LABORATORY ANIMALS: Acute Exposure/ The acute dermal toxicity of 4-amino-2-hydroxytoluene was evaluated using six male and six female New Zealand white rabbits. The back of each rabbit was clipped free of hair and the animals were fitted with plastic collars to prevent oral ingestion of the compound. A dose of 5 g/kg 4-amino-2-hydroxytoluene (as a slurry with 3.0% acacia) was applied to the back of each rabbit with a gauze pad. The pads were left in place under semiocclusive conditions for 24 hr. The rabbits were observed for 7 days after patch removal. The 4-amino-2-hydroxytoluene did not produce any systemic/dermal toxicity at a dosage of 5 g/kg.

/LABORATORY ANIMALS: Subchronic or Prechronic Exposure/ ...The dietary administration of 4-amino-2-hydroxytoluene to rats at concentrations up to 3.0% for periods of 3-6 months can cause reduction in body weight, a slight anemia, and sporadic microfollicular goiter.

For more Non-Human Toxicity Excerpts (Complete) data for 5-AMINO-O-CRESOL (10 total), please visit the HSDB record page.

安全データ

wgk
1
tsca
TSCA listed
rtecs
SJ6090000
毒性
bird - domestic,LD50,oral,562mg/kg (562mg/kg),Archives of Environmental Contamination and Toxicology. Vol. 12, Pg. 355, 1983.
hs_code
29222990
risk_code
36/37/38-20/21/22

化学と産業

薬理情報

Biological Half-Life/The total urinary excretion of radioactivity was 0.2% with 50% of the radioactivity excreted in 24 hr./
Absorption, Distribution and Excretion · 3 件

/Percutaneous absorption of 5-amino-o-cresol in a hair dye was studied under the conditions of usage. Radiolabeled 5-amino-o-cresol was added to a commercial dye containing 0.69% non-radioactive 5-amino-o-cresol; the mixture was applied to dry hair of three volunteers, worked in to the hair mass for 5-8 min, and rinsed off after an additional 20 min; the urine samples were collected for as long as radioactivity was detected, approximately 144 hr. The total urinary excretion of radioactivity was 0.2% with 50% of the radioactivity excreted in 24 hr./

/A/ ...series of experiments /compared/ the skin permeability of a number of hair dyes obtained in two different laboratories. /Both pig skin (in vitro) and rat skin (in vivo) are permeable to 5-amino-o-cresol, the latter being more permeable.

A 94% recovery of radioactivity (corrected for incomplete excretion from internal application) in human urine after oral administration of radioactive 4-amino-2-hydroxytoluene /was reported/.

用途と製造

Uses · 4 件

CIR ingredient: 4-Amino-2-Hydroxytoluene

Used as a coupler in oxidative hair dyeing; [HSDB]

Dressing Hair [Category: Other]

Used almost exclusively in cosmetics as a coupler in oxidative hair dyeing.

Household ProductsInformation on 166 consumer products that contain 4-Amino-2-hydroxytoluene in the following categories is provided:
Use ClassificationCosmetics -> Hair dyeing
General Manufacturing InformationPhenol, 5-amino-2-methyl-: ACTIVE
応用分野 · 3 件

用途有機合成原料。

用途染料中間体 (NITE CHRIP)

一般的な説明Brown powder.

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関連反応

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