1-ニトロ-2-メチルアントラキノン

2-Methyl-1-nitroanthraquinone

HCID 31426CAS 129-15-7

基本情報

標準SMILES
Cc1ccc2c(c1[N+](=O)[O-])C(=O)c1ccccc1C2=O
InChIKey
FYXKXZFTZBYYNP-UHFFFAOYSA-N
分子式
C15H9NO4
平均分子量
267.24 g/mol
単同位体質量
267.05315777

概要

2-Methyl-1-nitroanthraquinone (of uncertain purity) can cause cancer according to an independent committee of scientific and health experts.

名称と識別子

優先名称
2-Methyl-1-nitroanthraquinone
IUPAC
2-methyl-1-nitroanthracene-9,10-dione
現地名
1-ニトロ-2-メチルアントラキノン
英語名
2-methyl-1-nitroanthraquinone
分子式
C15H9NO4
分子量
267.24

名称と別名

2-METHYL-1-NITROANTHRAQUINONE129-15-71-Nitro-2-methylanthraquinoneViolet Cibacet 2RAnthraquinone, 2-methyl-1-nitro-9,10-Anthracenedione, 2-methyl-1-nitro-NCI-C019231-N-2-Ma2-Methyl-1-nitro-9,10-anthracenedioneDTXSID7020847NSC-8XU83BY176P
名称をさらに表示
2-メチル-1-ニトロアントラキノン1-ニトロ-2-メチルアントラキノン2-メチル-1-ニトロ-9,10-アントラキノン2メチル1ニトロアントラキノン2-メチル-1-ニトロアンスラキノン2‐メチル‐1‐ニトロアントラキノン2-メチル-1-ニトロ-9,10-ジヒドロアントラセン-9,10-ジオンSKL3792-Methyl-1-Bitroanthraquinone1-Nitro-2-methyl-9,10-anthraquinone2-Methyl-1-nitro-9,10-anthraquinone2-Methyl-1-nitroanthraquinone (of uncertain purity)
DTXCID70847RefChem:88000204-932-02-methyl-1-nitroanthracene-9,10-dione2-METHYL-1-NITRO-9,10-DIHYDROANTHRACENE-9,10-DIONEMFCD00019142NSC 81-N-2-MA [Russian]

データベース識別子

CAS
129-15-7
PubChem CID
31426
DTXSID
DTXSID7020847
ChEMBL
CHEMBL1331312
ChEBI
CHEBI:82345
UNII
XU83BY176P
EC Number
204-932-0
Nikkaji
J2.521F

物性

構造計算による物性

XLogP
3.1
極性表面積
80 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
0
重原子数
20

実験および物理化学的性質

Chemical Classes · 2 件

Dyes -> Anthraquinone Dyes

Carcinogens

Color/FormPALE-YELLOW NEEDLES
Solubility · 2 件

less than 0.1 mg/mL at 70 °F (NTP, 1992)

INSOL IN WATER & HOT ETHANOL; SLIGHTLY SOL IN HOT DIETHYL ETHER, HOT BENZENE, HOT ACETIC ACID & CHLOROFORM; SOL IN NITROBENZENE

Melting Point · 2 件

518 to 520 °F (NTP, 1992)

270-271 °C

Physical Description · 2 件

2-methyl-1-nitroanthraquinone appears as pale yellow needles or light yellow solid. (NTP, 1992)

Pale yellow solid; [HSDB]

Other Experimental PropertiesNITRO GROUP MAY BE REPLACED BY A VARIETY OF SUBSTITUENTS; EASILY REDUCED TO AMINO GROUP

物理化学的性質

融点
270 · 270~271℃
沸点
410.42 °C · 410.42°C (rough estimate)
比重(密度)
1.2671 · 1.2671 (rough estimate)
屈折率
1.6231 · 1.6231 (estimate)
EPAの化学物質情報
2 · 2-Methyl-1-nitroanthraquinone (129-15-7)

安全と法規制

GHS分類

GHS Classification · 6 件

Warning

H351 (100%): Suspected of causing cancer [Warning Carcinogenicity]

P203, P280, P318, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory.

Warning

H351: Suspected of causing cancer [Warning Carcinogenicity]

危険有害性情報

Regulatory Information · 2 件

Hazard Traits - Carcinogenicity

The New Jersey Worker and Community Right to Know Act requires public and private employers to provide information about hazardous substances at their workplaces. (N.J.S.A. 34:5A-1 et. seq.)

Fire HazardsFlash point data for this chemical are not available; however, it is probably combustible. (NTP, 1992)
Health HazardsACUTE/CHRONIC HAZARDS: When heated to decomposition this compound emits toxic fumes of nitrogen oxides. (NTP, 1992)
Hazards SummaryA mutagen and tumorigen; [RTECS] Anthraquinones have cathartic action after ingestion, and in severe cases, may cause kidney damage, liver enzyme elevation, GI hemorrhage, seizures, and coma;; [HSDB] May cause irritation; [MSDSonline]
FDA RequirementsNot approved for use in food, drugs or cosmetics
Reactive GroupKetones

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.

Storage Conditions · 1 件

PRECAUTIONS FOR "CARCINOGENS": Storage site should be as close as practical to lab in which carcinogens are to be used, so that only small quantities required for ... expt need to be carried. Carcinogens should be kept in only one section of cupboard, an explosion-proof refrigerator or freezer (depending on chemicophysical properties ...) that bears appropriate label. An inventory ... should be kept, showing quantity of carcinogen & date it was acquired ... Facilities for dispensing ... should be contiguous to storage area. /Chemical Carcinogens/

Cleanup Methods · 1 件

PRECAUTIONS FOR "CARCINOGENS": A high-efficiency particulate arrestor (HEPA) or charcoal filters can be used to minimize amt of carcinogen in exhausted air ventilated safety cabinets, lab hoods, glove boxes or animal rooms ... Filter housing that is designed so that used filters can be transferred into plastic bag without contaminating maintenance staff is avail commercially. Filters should be placed in plastic bags immediately after removal ... The plastic bag should be sealed immediately ... The sealed bag should be labelled properly ... Waste liquids ... should be placed or collected in proper containers for disposal. The lid should be secured & the bottles properly labelled. Once filled, bottles should be placed in plastic bag, so that outer surface ... is not contaminated ... The plastic bag should also be sealed & labelled. ... Broken glassware ... should be decontaminated by solvent extraction, by chemical destruction, or in specially designed incinerators. /Chemical Carcinogens/

Nonfire Spill Response · 1 件

SMALL SPILLS AND LEAKAGE: If you spill this chemical, you should dampen the solid spill material with water, then transfer the dampened material to a suitable container. Use absorbent paper dampened with water to pick up any remaining material. Seal your contaminated clothing and the absorbent paper in a vapor-tight plastic bag for eventual disposal. Wash all contaminated surfaces 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 · 5 件

SRP: At the time of review, criteria for land treatment or burial (sanitary landfill) disposal practices are subject to significant revision. Prior to implementing land disposal of waste residue (including waste sludge), consult with environmental regulatory agencies for guidance on acceptable disposal practices.

PRECAUTIONS FOR "CARCINOGENS": There is no universal method of disposal that has been proved satisfactory for all carcinogenic compounds & specific methods of chem destruction ... published have not been tested on all kinds of carcinogen-containing waste. ... summary of avail methods & recommendations ... /given/ must be treated as guide only. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": ... Incineration may be only feasible method for disposal of contaminated laboratory waste from biological expt. However, not all incinerators are suitable for this purpose. The most efficient type ... is probably the gas-fired type, in which a first-stage combustion with a less than stoichiometric air:fuel ratio is followed by a second stage with excess air. Some ... are designed to accept ... aqueous & organic-solvent solutions, otherwise it is necessary ... to absorb soln onto suitable combustible material, such as sawdust. Alternatively, chem destruction may be used, esp when small quantities ... are to be destroyed in laboratory. /Chemical Carcinogens/

PRECAUTIONS FOR "CARCINOGENS": HEPA (high-efficiency particulate arrestor) filters ... can be disposed of by incineration. For spent charcoal filters, the adsorbed material can be stripped off at high temp & carcinogenic wastes generated by this treatment conducted to & burned in an incinerator. ... LIQUID WASTE: ... Disposal should be carried out by incineration at temp that ... ensure complete combustion. SOLID WASTE: Carcasses of lab animals, cage litter & misc solid wastes ... should be disposed of by incineration at temp high enough to ensure destruction of chem carcinogens or their metabolites. /Chemical Carcinogens/

For more Disposal Methods (Complete) data for 2-METHYL-1-NITROANTHRAQUINONE (6 total), please visit the HSDB record page.

毒性情報

Adverse EffectsNeurotoxin - Other CNS neurotoxin
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=129-15-7]

Medical Surveillance · 1 件

PRECAUTIONS FOR "CARCINOGENS": Whenever medical surveillance is indicated, in particular when exposure to a carcinogen has occurred, ad hoc decisions should be taken concerning ... /cytogenetic and/or other/ tests that might become useful or mandatory. /Chemical Carcinogens/

Human Toxicity Excerpts · 2 件

Carcinogenic determination: human indefinite

Chronic neurotoxic effects include vision disturbances. /From table; Quinones/

Carcinogen Classification · 6 件

2-Methyl-1-nitroanthraquinone (uncertain purity)

Group 2B: Possibly carcinogenic to humans

Volume 27: (1982) Some Aromatic Amines, Anthraquinones and Nitroso Compounds, and Inorganic Fluorides Used in Drinking-water and Dental Preparations

1987

1987

2-Methyl-1-nitroanthraquinone

Non-Human Toxicity Excerpts · 5 件

GROUPS OF 50 MALE & 50 FEMALE B6C3F1 MICE, 6 WK OF AGE, WERE FED DIETS CONTAINING 300 OR 600 MG/KG 2-METHYL-1-NITROANTHRAQUINONE (IMPURITIES UNSPECIFIED). ... NONE OF THE MICE IN EITHER OF TREATED GROUPS SURVIVED LONGER THAN 338 DAYS. SC HEMANGIOSARCOMAS DEVELOPED IN MAJORITY OF TREATED MICE AT THE TWO DOSE LEVELS (88/90 MALES & 79/82 FEMALES); FOUR OF THESE TUMORS METASTASIZED TO THE LUNG. MESENTERIC HEMANGIOSARCOMAS...OBSERVED IN 6 MALE & 8 FEMALE MICE. 1 HEMANGIOSARCOMA OF SPLEEN OCCURRED AMONG 49 MALE CONTROLS; NO HEMANGIOSARCOMA AT ANY SITE OCCURRED IN 48 FEMALE CONTROLS. (THE WORKING GROUP NOTED THAT NO ATTEMPT WAS MADE TO MEASURE PURITY OF TESTED MATERIAL OR TO CHARACTERIZE IT.)

GROUPS OF 50 MALE & 50 FEMALE FISCHER 344 RATS, 6 WK OF AGE WERE FED DIETS CONTAINING 600 OR 1200 MG/KG 2-METHYL-1-NITROANTHRAQUINONE (IMPURITIES UNSPECIFIED) FOR 78 WK &...OBSERVED FOR ADDITIONAL 31 WK. ... BY END OF STUDY, 60, 70 & 54% OF MALES & 44, 80 & 58% OF FEMALES WERE STILL ALIVE IN CONTROL, LOW-DOSE & HIGH-DOSE GROUPS, RESPECTIVELY. INCR IN INCIDENCE OF HEPATOCELLULAR CARCINOMAS WAS OBSERVED ONLY IN MALES: 1/48 CONTROLS, 5/48 LOW-DOSE & 9/49 HIGH-DOSE ANIMALS... FIBROMAS OF SC TISSUE WERE OBSERVED IN BOTH MALE & FEMALE RATS: IN MALES- 3/48 CONTROLS, 10/49 LOW-DOSE...& 34/49 HIGH-DOSE ANIMALS...IN FEMALES- 1/50, 0/50 & 13/49...RESPECTIVELY. SC HEMANGIOSARCOMAS OCCURRED IN 3 HIGH-DOSE MALE RATS. (WORKING GROUP NOTED THAT NO ATTEMPT WAS MADE TO MEASURE PURITY OF TESTED MATERIAL OR TO CHARACTERIZE IT.)

2-METHYL-1-NITROANTHRAQUINONE (PURITY UNSPECIFIED) INDUCED REVERSE MUTATION IN SALMONELLA TYPHIMURIUM STRAINS TA1537, TA1538, TA98 & TA100, WITH OR WITHOUT A LIVER ACTIVATION SYSTEM FROM AROCLOR 1254-INDUCED RATS.

IN A SIX-WK SUBCHRONIC TOXICITY FEEDING STUDY WITH UP TO 5% 2-METHYL-1-NITROANTHRAQUINONE IN THE DIET, MALE & FEMALE RATS THAT RECEIVED 0.15% SHOWED REDN IN WEIGHT GAIN OF 14% & 3%, RESPECTIVELY. IN A CHRONIC STUDY IN RATS WITH 0.06 OR 0.12% IN THE DIET, HYPERPLASIA OF THE LYMPHOID TISSUE & BASAL CELLS OF STOMACH AS WELL AS INFLAMMATORY CHANGES OF THE STOMACH WERE REPORTED.

For more Non-Human Toxicity Excerpts (Complete) data for 2-METHYL-1-NITROANTHRAQUINONE (7 total), please visit the HSDB record page.

法規制情報

FDA RequirementsNot approved for use in food, drugs or cosmetics

安全データ

有毒物質データの
129-15-7(Hazardous Substances Data)

化学と産業

薬理情報

Metabolism/MetabolitesQuinones (ie, 6,12-dione) have been shown to undergo oxidation-reduction cycles involving quinone, hydroquinone, and molecular oxygen, resulting in the formation of oxygen radicals and semiquinone radicals. /Quinones/

用途と製造

Uses · 4 件

Used to make dyes and 1-amino-2-methylanthraquinone; Not commercially used or produced in the US; [HSDB]

DYE INTERMEDIATE; MFR 1-AMINO-2-METHYLANTHRAQUINONE

2-METHYL-1-NITROANTHRAQUINONE CAN BE OXIDIZED TO 1-NITRO-2-ANTHRAQUINONECARBOXYLIC ACID, WHICH CAN BE USED TO PREPARE 5 DYES; ONLY 2 OF THESE HAVE BEEN PRODUCED COMMERCIALLY IN US IN RECENT YR: VAT BROWN 31.28%, LAST PRODUCED BY ONE COMPANY IN 1974.

In the past, 2-methyl-1-nitroanthraquinone served as an intermediate in the manufacture of certain wool dyes of the alizarin series and of anthraquinone vat dyes such as CI Vat Red 39.

Methods of ManufacturingPREPN: ...BY NITRATION OF 2-METHYLANTHRAQUINONE WITH A MIXT OF NITRIC & SULFURIC ACIDS.
General Manufacturing Information2-Methyl-1-nitroanthraquinone is no longer used by the dye industry in the United States and has not been produced commercially in this country since 1970.

応用分野

用途染料中間体

一般的な説明Pale yellow needles or light yellow solid.

サプライヤー29 社

杭州摩库生物医药科技有限公司+86-057181025280; +8617767106207 · [email protected]
烟台盛凯伦生物制品有限公司13356901049 · [email protected]
山东西亚化学有限公司13355009207 13355009207 · [email protected]
湖南汇百侍生物科技有限公司0731-85526065 13308475853 · [email protected]
深圳振强药物研发有限公司0755-66853366 13670046396 · [email protected]

関連反応

7 件

関連ノート

読み込み中…