1,2-ジヒドロ-2,2,4-トリメチルキノリン

2,2,4-Trimethyl-1,2-dihydroquinoline

HCID 8981

基本情報

CAS
147-47-7
標準SMILES
CC1=CC(C)(C)Nc2ccccc21
InChIKey
ZNRLMGFXSPUZNR-UHFFFAOYSA-N
分子式
C12H15N
平均分子量
173.25 g/mol
単同位体質量
173.12044948

概要

1,2-dihydro-2,2,4-trimethylquinoline appears as dark cloudy copper-colored or yellow liquid. Odorless. (NTP, 1992)

名称と識別子

優先名称
2,2,4-Trimethyl-1,2-dihydroquinoline
IUPAC
2,2,4-trimethyl-1H-quinoline
現地名
1,2-ジヒドロ-2,2,4-トリメチルキノリン
英語名
1,2-Dihydro-2,2,4-trimethylquinoline
分子式
C12H15N
分子量
173.25

名称と別名

2,2,4-Trimethyl-1,2-dihydroquinoline147-47-71,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINEFlectol H2,2,4-trimethyl-1H-quinolineQuinoline, 1,2-dihydro-2,2,4-trimethyl-Flectol pastillesFlectol APolnox RVulkanox HS/LGVulkanox HS/powderNCI-C60902
名称をさらに表示
2,2,4-トリメチル-1,2-ジヒドロキノリン1,2-ジヒドロ-2,2,4-トリメチルキノリン2,2,4トリメチル1,2ジヒドロキノリン1,2-ジヒドロ-2,2,4-トリメチルキノリン (85%)トリメチルキノレインアセトナニルAcetone anilRALOX TMQ MonomerQuinoline,1,2-dihydro2,2,4-Arimethyl-1H-quinoline1,2-hydro-2,2,4-trimethylquinoline
Acetone anil (quinoline derivative)Trimethyl dihydroquinolineTrimethyl-1,2-dihydroquinoline2,2,4-Trimethyl-1,2-dihydroquinoneDTXSID0025070Acetone anil (quinoline deriv.)ANTIOXIDANT FR-SBNSC-4175

データベース識別子

CAS
147-47-7、26780-96-1
PubChem CID
8981
DTXSID
DTXSID0025070
ChEMBL
CHEMBL294154
UNII
0553M374Q3
EC Number
205-688-8
Nikkaji
J2.551H

物性

構造計算による物性

XLogP
2.8
極性表面積
12 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
0
重原子数
13

実験および物理化学的性質

Chemical ClassesNitrogen Compounds -> Quinolines
Density · 2 件

1.03 at 77 °F (NTP, 1992) - Denser than water; will sink

1.08 @ 25 °C

Color/FormLIGHT TAN POWDER
Solubilityless than 0.1 mg/mL at 66 °F (NTP, 1992)
Flash Point · 2 件

214 °F (NTP, 1992)

101 °C

Boiling Point491 to 500 °F at 743 mmHg (NTP, 1992)

物理化学的性質

融点
120 °C · 120 °C
沸点
293.92 °C · 293.92°C (rough estimate)
比重(密度)
1.0215 · 1.0215 (rough estimate)
屈折率
1.568 · 1.5680 (estimate)
貯蔵温度
2 · 2-8°C(protect from light)
溶解性
クロロホルム(可溶)、DMSO(微量)、酢酸エチル(微量)、メタノール(微量)

安全と法規制

GHS分類

GHS Classification · 5 件

This chemical does not meet GHS hazard criteria for 13.2% (14 of 106) of reports.

Warning

H302 (86.8%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P270, P273, P301+P317, P330, P391, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 106 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Regulatory Information · 2 件

Chemical: Quinoline, 1,2-dihydro-2,2,4-trimethyl-

Quinoline, 1,2-dihydro-2,2,4-trimethyl-: 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.

Fire HazardsThis chemical is combustible. (NTP, 1992)
Fire PotentialSLIGHT
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
Hazards Summary · 1 件

Weight loss, decreased hemoglobin, CNS depression, and abnormal liver function observed in rats dosed long-term by intragastric tube; [HSDB] No evidence of carcinogenicity in mice or female rats and some evidence of carcinogenicity in male rats in 2-year dermal studies; [NTP] Causes thymus and liver changes and weight loss in 13-week intermittent dermal study of rats; Causes changes in urine and serum composition and weight loss in 21-week intermittent inhalation study of rats; Causes impaired liver function in 30-day intermittent oral study of rats; [RTECS] May cause skin sensitization, eye irritation, and respiratory tract irritation; [Redox MSDS] Search for 147-47-7 AND (sensitizer OR sensitization OR allergic): no results; [PubMed]

Reactive GroupAmines, Phosphines, and Pyridines

安全と保護具

Fire FightingFires involving this material can be controlled with 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: If you spill this chemical, FIRST REMOVE ALL SOURCES OF IGNITION. Then, use absorbent paper to pick up all liquid spill material. Your contaminated clothing and absorbent paper should be sealed 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.

Personal Protective Equipment (PPE) · 1 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)

毒性情報

Adverse EffectsOccupational hepatotoxin - Secondary hepatotoxins: the potential for toxic effect in the occupational setting is based on cases of poisoning by human ingestion or animal experimentation.
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=147-47-7]

Carcinogen Classification · 6 件

1,2-Dihydro-2,2,4-Trimethylquinoline (Monomer)

TR-456: Toxicology and Carcinogenesis Studies of 1,2-Dihydro-2,2,4-Trimethylquinoline (CASRN 147-47-7) in F344/N Rats and B6C3F1 Mice (Dermal Studies) and the Initiation/Promotion (Dermal Study) in Female Sencar Mice (1997 )

06/20/95

Some Evidence

No Evidence

No Evidence

Non-Human Toxicity Excerpts · 3 件

LONG-TERM INTRAGASTRIC ADMINISTRATION OF 1,2-DIHYDRO-2,2,4-TRIMETHYLQUINOLINE TO RATS DECREASED BODY WEIGHT, DEPRESSED THE NERVOUS SYSTEM, AND DISRUPTED LIVER FUNCTION. IT ALSO DECREASED THE AMOUNT OF HEMOGLOBIN & THE NUMBER OF ERYTHROCYTES IN THE BLOOD.

1,2-Dihydro-2,2,4-trimethylquinoline (DTQ) was evaluated for mutagenicity in the Salmonella/microsome preincubation assay using a standard protocol approved by the National Toxicology Program. DTQ was tested at doses of 0, 1, 3.3, 10, 33, 100, and 220 ug/plate in four Salmonella typhimurium strains (TA98, TA100, TA1535, and TA1537) in the presence and absence of Aroclor-induced rat or hamster liver S9. DTQ was negative in these tests and the highest ineffective dose level tested in all four Salmonella tester strains without slight or total clearing of the background lawn was 33 ug/plate.

... CONCLUSIONS: Under the conditions of these 2 yr dermal studies, there was some evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in male F344/N rats, based on increased incidences of renal tubule adenoma and adenoma or carcinoma (combined). There was no evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in female F344/N rats receiving 36, 60, or 100 mg/kg, or in male or female B6C3Fl mice receiving 3.6, 6, or 10 mg/kg.

National Toxicology Program Studies · 1 件

Male and female F344/N rats and B6C3F1 mice received topical applications of 1,2-dihydro-2,2,4-trimethylquinoline in acetone (greater than 90% pure) for ... 2 yr. ... 2 YEAR STUDY IN RATS: Groups of 60 male and 60 female F344/N rats were topically administered 0, 36, 60, or 100 mg 1,2-dihydro-2,2,4-trimethylquinoline/kg body weight in acetone, 5 days/wk for 103 (males) or 104 (females) wk. ... 2 YEAR STUDY IN MICE: Groups of 60 male and 60 female B6C3Fl mice were topically administered 0, 3.6, 6, or 10 mg 1,2-dihydro-2,2,4-trimethylquinoline/kg body weight in acetone, 5 days/wk for 103 (males) or 104 (females) wk. CONCLUSIONS: Under the conditions of these 2 yr dermal studies, there was some evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in male F344/N rats, based on increased incidences of renal tubule adenoma and adenoma or carcinoma (combined). There was no evidence of carcinogenic activity of 1,2-dihydro-2,2,4-trimethylquinoline in female F344/N rats receiving 36, 60, or 100 mg/kg, or in male or female B6C3Fl mice receiving 3.6, 6, or 10 mg/kg.

安全データ

tsca
TSCA listed
hs_code
2933499090
有毒物質データの
147-47-7(Hazardous Substances Data)

化学と産業

用途と製造

Uses · 2 件

Used as a monomer; The polymer is a rubber antioxidant; [HSDB]

MONOMER POLYMERIZED FOR USE AS A RUBBER ANTIOXIDANT

U.S. Exports(1975) No Data
U.S. Imports(1975) No Data
U.S. Production(1975) GREATER THAN 9.08X10+5 GRAMS
Consumption Patterns100% POLYMERIZED FOR USE AS A RUBBER ANTIOXIDANT (1976)
Methods of ManufacturingREACTION OF QUINOLINE AND ACETONE
応用分野 · 2 件

使用1,2-Dihydro-2,2,4-trimethylquinoline is used as an antioxidant in styrene-butadiene and nitrile-butadiene rubbers and latexes. It was selected for evaluation because it is a derivative of quinoline, a known rodent carcinogen, and was regarded as having potential carcinogenic activity.

一般的な説明Dark cloudy copper-colored or yellow liquid. Odorless.

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関連反応

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