4-メチルアミノフェノール

n-Methyl-p-aminophenol

HCID 5931CAS 150-75-4

基本情報

標準SMILES
CNc1ccc(O)cc1
InChIKey
ZFIQGRISGKSVAG-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

4-methylaminophenol is the phenol that is the N-methyl derivative of 4-aminophenol. It has a role as an allergen. It is functionally related to a 4-aminophenol.

名称と識別子

優先名称
n-Methyl-p-aminophenol
IUPAC
4-(methylamino)phenol
現地名
4-メチルアミノフェノール
英語名
4-(Methylamino)phenol
分子式
C7H9NO
分子量
123.15

名称と別名

150-75-44-MethylaminophenolN-Methyl-4-aminophenolN-METHYL-P-AMINOPHENOLParamethylaminophenolPhenol, p-(methylamino)-N-methyl-4-hydroxyanilineCHEBI:5541611W1883EFBDTXSID80437834-N-methylaminophenolRefChem:163709
名称をさらに表示
p-(メチルアミノ)フェノールp-メチルアミノフェノール4-(メチルアミノ)フェノールN-メチル-4-ヒドロキシアニリン4-メチルアミノフェノールSULFURIC ACID COMPOUND WITH 4-(メチルアミノ)フェノール (1:1)4-(Methylamino)p-(methylamino)-phenoPARA-METHYLAMINOPHENOL4-(methylamino)phenol[qr]p-(methylamino)phenol[qr]
DTXCID6023783205-768-24-(Methylamino)phenolp-MethylaminophenolPhenol, 4-(methylamino)-p-(Methylamino)phenol4-methylamino-phenolMFCD00042043

データベース識別子

CAS
150-75-4
PubChem CID
5931
DTXSID
DTXSID8043783
ChEMBL
CHEMBL1741003
ChEBI
CHEBI:55416
UNII
11W1883EFB
EC Number
205-768-2
Nikkaji
J53.762D

物性

構造計算による物性

XLogP
1.9
極性表面積
32.3 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
1
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 (p-Methylaminophenol) -> CIR (Cosmetic Ingredient Review)

Hair dyeing

LogP · 2 件

log Kow = 0.79

0.974

Color/FormColorless needles
Solubility · 3 件

Soluble in alcohol, ether

Slightly soluble in ethanol; insoluble in diethyl ether

Solubility in water, g/100ml at 25 °C: 1.17

Boiling Point209-211 °C at 1.6 kPa

物理化学的性質

融点
87 °C · 87 °C
沸点
262.7 · 262.7±23.0 °C(Predicted)
比重(密度)
1.147 · 1.147±0.06 g/cm3(Predicted)
酸解離定数(Pka)
11.31 · 11.31±0.26(Predicted)
Henry's Law Constant
2.2 · 2.2×104 mol/(m3Pa) at 25℃, HSDB (2015)
化粧品成分の機能
ヘアカラーリング

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

P203, P261, P264, P270, P271, P273, P280, P301+P317, P304+P340, P317, P318, P330, P391, P405, and P501 (click each P-code to see the statement)

The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.

Warning

H302: Harmful if swallowed [Warning Acute toxicity, oral]

危険有害性情報

Regulatory InformationChemical: Phenol, 4-(methylamino)-
Other Safety InformationIMAP assessments - p-Methylaminophenol and its sulfate: Human health tier II assessment
Fire HazardsCombustible. Gives off irritating or toxic fumes (or gases) in a fire. Finely dispersed particles form explosive mixtures in air.
Fire PotentialCombustible.
Hazards Summary · 2 件

A mutagen; [RTECS] A skin and eye irritant; May cause skin sensitization; May have adverse effects on blood cells; [ICSC] Emergency treatment: Methemoglobinemia; A skin and eye irritant; May cause allergic dermatitis; [HSDB]

The major hazards encountered in the use and handling of N-methyl-4-aminophenol stem from its toxicologic properties. Exposure to this colorless crystalline substance may occur through dermal contact or inhalation at sites where it is commercially produced or used. Exposure to N-methyl-4-aminophenol may cause eye and skin irritation, including a persistent allergic dermatitis. In case of contact, immediately flush skin or eyes with running water for at least 15 minutes. Contaminated clothing and shoes should be removed and isolated at the site. When engaged in emergency activities involving N-methyl-4-aminophenol, wear a self-contained breathing apparatus and chemical protective clothing specifically recommended by the shipper or producer. N-methyl-4-aminophenol does not ignite easily, however, it may burn producing irritating or poisonous gases. Also, containers of the substance may explode in the heat of a fire. For small fires involving N-methyl-4-aminophenol, extinguish with dry chemical, CO2, Halon, water spray, fog, or standard foam. Dike runoff from fire control water because it may give off poisonous gases and cause pollution. N-methyl-4-aminophenol may be shipped via air, rail, road, and water, in containers bearing the label, "Keep away from food." Prior to implementing permanent land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance.

UN ClassificationUN Hazard Class: 9; UN Pack Group: III

安全と保護具

Fire FightingUse water spray, powder, alcohol-resistant foam, carbon dioxide.
First Aid Measures · 4 件

Fresh air, rest. Refer for medical attention.

Remove contaminated clothes. Rinse skin with plenty of water or shower.

First rinse with plenty of water for several minutes (remove contact lenses if easily possible), then refer for medical attention.

Rinse mouth. Give one or two glasses of water to drink.

Fire Fighting Procedures · 3 件

Suitable extinguishing media: Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. /4-(Methylamino)phenol hemisulfate salt/

Special protective equipment for fire-fighters: Wear self contained breathing apparatus for fire fighting if necessary. /4-(Methylamino)phenol hemisulfate salt/

Powder, alcohol-resistant foam, water spray, carbon dioxide.

Storage ConditionsStore in cool place. Keep container tightly closed in a dry and well-ventilated place. /4-(Methylamino)phenol hemisulfate salt/
Cleanup Methods · 5 件

SRP: Wastewater from contaminant suppression, cleaning of protective clothing/equipment, or contaminated sites should be contained and evaluated for subject chemical or decomposition product concentrations. Concentrations shall be lower than applicable environmental discharge or disposal criteria. Alternatively, pretreatment and/or discharge to a permitted wastewater treatment facility is acceptable only after review by the governing authority and assurance that "pass through" violations will not occur. Due consideration shall be given to remediation worker exposure (inhalation, dermal and ingestion) as well as fate during treatment, transfer and disposal. If it is not practicable to manage the chemical in this fashion, it must be evaluated in accordance with EPA 40 CFR Part 261, specifically Subpart B, in order to determine the appropriate local, state and federal requirements for disposal.

Personal precautions: Use personal protective equipment. Avoid dust formation. Avoid breathing dust. Ensure adequate ventilation. /4-(Methylamino)phenol hemisulfate salt/

Environmental precautions: Prevent further leakage or spillage if safe to do so. Do not let product enter drains. Discharge into the environment must be avoided. /4-(Methylamino)phenol hemisulfate salt/

Methods for cleaning up: Pick up and arrange disposal without creating dust. Keep in suitable, closed containers for disposal. /4-(Methylamino)phenol hemisulfate salt/

Do NOT let this chemical enter the environment. Sweep spilled substance into covered containers; if appropriate, moisten first to prevent dusting.

Disposal Methods · 2 件

Dissolve or mix the material with a combustible solvent and burn in a chemical incinerator equipped with an afterburner and scrubber. Observe all federal, state, and local environmental regulations. Contact a licensed professional waste disposal service to dispose of this material. /4-(Methylamino)phenol hemisulfate salt/

SRP: The most favorable course of action is to use an alternative chemical product with less inherent propensity for occupational harm/injury/toxicity 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 and plant life; and conformance with environmental and public health regulations.

毒性情報

Ecotoxicity Values · 4 件

LC50; Species: Goldfish; Concentration: 0.5 mg/L for 48 hr /Conditions of bioassay not specified in source/

LC50; Species: Oncorhynchus mykiss (Rainbow trout, weight 1.2-3.8 g, length 4.6-6.4 cm); Conditions: freshwater, flow through, 14.1-16.5 °C, pH 7.60-8.19, alkalinity 86 mg/L CaCO3, dissolved oxygen 5.6-9.4 mg/L; Concentration: 300 ug/L for 96 hr

LD50; Species: Oncorhynchus mykiss (Rainbow trout, weight 9.1-43.2 g, length 7.9-9.6 cm) oral (by gavage) 0.72 mmol/kg

LD50; Species: Oncorhynchus mykiss (Rainbow trout, weight 9.0-30.4 g, length 7.0-9.9 cm) ip 0.58 mmol/kg

Environmental Fate · 3 件

TERRESTRIAL FATE: Based on a classification scheme(1), an estimated Koc value of 110(SRC), determined from a structure estimation method(2), indicates that N-methyl-4-aminophenol is expected to have high mobility in soil(SRC). Volatilization of N-methyl-4-aminophenol from moist soil surfaces is not expected to be an important fate process(SRC) given an estimated Henry's Law constant of 4.4X10-10 atm-cu m/mole(SRC), using a fragment constant estimation method(3). N-Methyl-4-aminophenol is not expected to volatilize from dry soil surfaces(SRC) based upon an estimated vapor pressure of 3.1X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(4). Biodegradation data were not available(SRC, 2009).

AQUATIC FATE: Based on a classification scheme(1), an estimated Koc value of 110(SRC), determined from a structure estimation method(2), indicates that N-methyl-4-aminophenol is not expected to adsorb to suspended solids and sediment(SRC). Volatilization from water surfaces is not expected(3) based upon an estimated Henry's Law constant of 4.4X10-10 atm-cu m/mole(SRC), developed using a fragment constant estimation method(4). According to a classification scheme(5), an estimated BCF of 3.2(SRC), from an estimated log Kow of 0.79(SRC) and a regression-derived equation(6), suggests the potential for bioconcentration in aquatic organisms is low(SRC). Aromatic amines in the water column may be susceptible to significant photooxidation via hydroxyl and peroxy radicals; half-lives for these photooxidations may be on the order of 19-30 sunlight hours(7). Biodegradation data for N-methyl-4-aminophenol were not available(SRC, 2009).

ATMOSPHERIC FATE: According to a model of gas/particle partitioning of semivolatile organic compounds in the atmosphere(1), N-methyl-4-aminophenol, which has an estimated vapor pressure of 3.07X10-3 mm Hg at 25 °C(SRC), determined from a fragment constant method(2), is expected to exist solely as a vapor in the ambient atmosphere. Vapor-phase N-methyl-4-aminophenol is degraded in the atmosphere by reaction with photochemically-produced hydroxyl radicals(SRC); the half-life for this reaction in air is estimated to be 6.9 hours(SRC), calculated from its rate constant of 5.6X10-11 cu cm/molecule-sec at 25 °C(SRC), that was derived using a structure estimation method(3). N-Methyl-4-aminophenol contains chromophores that absorb at wavelengths >290 nm(4) and therefore may be susceptible to direct photolysis by sunlight(SRC); typical half-lives for hydroxyl radical and peroxy radical reactions are on the order of 19-30 sunlight hours(5).

Adverse EffectsMethemoglobinemia - The presence of increased methemoglobin in the blood; the compound is classified as secondary toxic effect
Exposure RoutesThe substance can be absorbed into the body by ingestion.
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
Ecotoxicity Excerpts · 1 件

/AQUATIC SPECIES/ The cytotoxicity of 12 chemicals to rainbow trout (Salmo gairdneri) cells (RTG-2) was determined in culture. The indicator of cytotoxicity was the inability of cells to attach to a growth surface after chemical exposure. From most toxic to least toxic, these chemicals were pentachlorophenol, p-methylaminophenol, 2,4-dichlorophenol, p-chlorophenol, p-cyanophenol, p-nitrophenol, benzene, p-methylphenol, aniline, phenol, p-methoxyphenol, and 1,2,4-trichlorobenzene. Cytotoxicity was significantly correlated to systemic toxicity in rainbow trout.

安全データ

ridadr
3077
hazard_class
9
packing_group
III
有毒物質データの
150-75-4 (Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/MetabolitesYields p-methylaminophenyl-beta-d-glucuronide in rabbit /From table/

用途と製造

Uses · 6 件

CIR ingredient: p-Methylaminophenol

Used as a photographic developer, corrosion inhibitor for steel in acid chloride solutions, and developer for hair dyes; [HSDB]

Photographic Processing [Category: Other]

Organic synthesis, photographic developer

Photographic developer; corrosion inhibitor for steel in acid chloride solutions; developer for hair dyes

Reducing agent used in development of silver sensitized films and papers. /N-methyl-p-aminophenol sulfate/

U.S. Production · 2 件

(1977) Probably more than 4.54x10+5 g-sulfate

(1979) Probably more than 4.54x10+5 g-sulfate

Methods of Manufacturing · 4 件

Industrial synthesis involves the decarboxylation of N-(4-hydroxyphenyl)glycine at elevated temperature in such solvents as chlorobenzene- cyclohexanone. It also can be prepared by the methylation of 4-aminophenol or from methylamine by heating with 4-chlorophenol and copper sulfate at 135 °C in aqueous solution or with hydroquinone at 200-250 °C in alcoholic solution.

Decarboxylation of N-(4-hydroxyphenyl)glycine in an aliphatic ketone solvent; heating of hydroquinone with an alcoholic solution of methylamine; methylation of 4-aminophenol.

... Methylation of p-aminophenol hydrochloride.

Heating of 4-chlorophenol with methylamine solution in presence of copper sulfate /N-Methyl-p-aminophenol sulfate/

Use ClassificationCosmetics -> Hair dyeing
応用分野 · 1 件

使用4-Hydroxy-N-methylaniline is a useful synthetic intermediate. It is used to synthesize arylidene amino azolones with anticancer activity. It is also used to prepare N-(4-hydroxyphenyl)retinamide analogs with antitumor and apoptosis-inducing activities.

サプライヤー50 社

湖北永阔科技有限公司027-59223108 15972152991 · [email protected]
湖北万得化工有限公司15377098680 15377098680 · [email protected]
广州佳途科技股份有限公司81960175 18933936954 · [email protected]
Sichuan Biosynce Pharmatech Co., Ltd.[email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]

補足説明

定義ChEBI: 4-methylaminophenol is the phenol that is the N-methyl derivative of 4-aminophenol. It has a role as an allergen. It is functionally related to a 4-aminophenol.

関連反応

25 件

関連ノート

読み込み中…