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塩基性フクシン

Magenta Base

HCID 12448
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
部分構造検索類似構造を探す

基本情報

CAS
3248-93-9
標準SMILES
CC1=CC(=C(c2ccc(N)cc2)c2ccc(N)cc2)C=CC1=N
InChIKey
YDCMWLQSPFTWCS-UHFFFAOYSA-N
分子式
C20H19N3
平均分子量
301.4 g/mol
単同位体質量
301.15789762

概要

Rosanilin free base is an imine that is 4-methylidenecyclohexa-2,5-dien-1-imine in which the hydrogens of the methylidene group are replaced by 4-aminophenyl and 3-methyl-4-aminophenyl groups. The monohydrochloride salt is the histological dye 'rosanilin'. It has a role as a carcinogenic agent, a fluorochrome and a histological dye. It is an imine and a substituted aniline. It is a conjugate base of a rosanilin(1+).

名称と識別子

優先名称
Magenta Base
IUPAC
4-[(4-aminophenyl)-(4-imino-3-methylcyclohexa-2,5-dien-1-ylidene)methyl]aniline
現地名
塩基性フクシン
英語名
Solvent Red 41
分子式
C20H19N3
分子量
301.39

名称と別名

3248-93-9Solvent Red 41Fuchsine BaseRosaniline baseMAGENTA BASEWaxoline Red AFuchsive basepara-RosanilineC.I. Solvent Red 41CI Solvent Red 41Fuchsin (basic)Fuchsine HF Base
名称をさらに表示
塩基性フクシンバーシックバイオレット14フクシン塩基マゼンタ塩基C.I.ソルベントレッド41ロザニリン塩基ローザニリン塩基ソルベントレッド414-[4-アミノフェニル(4-イミノ-2,5-シクロヘキサジエニリデン)メチル]-2-メチルアニリン4-[(4-アミノフェニル)(4-イミノシクロヘキサ-2,5-ジエン-1-イリデン)メチル]-2-メチルアニリン4-[(4-アミノフェニル)(4-イミノ-2,5-シクロヘキサジエン-1-イリデン)メチル]-2-メチル-ベンゼンアミン4-[(4-アミノフェニル)(4-イミノ-2,5-シクロヘキサジエン-1-イリデン)メチル]-2-メチルベンゼンアミン4-[4-アミノフェニル(4-イミノ-2,5-シクロヘキサジエン-1-イリデン)メチル]-2-メチルアニリン4-[(4-アミノフェニル)(4-イミノ-2,5-シクロヘキサジエン-1-イリデン)メチル]-2-メチルアニリンci42510bfuchsivebasefuchsinebaseMagenta Powdercisolventred41fuchsinehfbaseien-1-ylidene)-FUCHSIN,NEUTRAL
C.I. Basic Violet 14, free baseCI 42510BCI Basic Violet 41, free baseHSDB 2955EINECS 221-832-2BRN 2814815MAGENTA BASE [HSDB]Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-2-methyl-

データベース識別子

CAS
3248-93-9
PubChem CID
12448
ChEMBL
CHEMBL220998、CHEMBL4303311
ChEBI
CHEBI:87666
UNII
I8F3948441
EC Number
221-832-2、684-520-9
Nikkaji
J2.149K、J2.867.966A

物性

構造計算による物性

XLogP
3.7
極性表面積
75.9 Ų
水素結合供与体数
3
水素結合受容体数
3
回転可能結合数
2
重原子数
23
形式電荷
0
複雑度
515

実験および物理化学的性質

Chemical ClassesDyes -> Di- and Triaryl Dyes
SolubilityALMOST INSOL IN ETHER /MAGENTA/
Physical DescriptionDark green powder or greenish crystals with a bronze luster; [MSDSonline]

物理化学的性質

融点
268 · 268-270°C decomposes
沸点
432.52 °C · 432.52°C (rough estimate)
比重(密度)
1.0962 · 1.0962 (rough estimate)
屈折率
1.6 · 1.6000 (estimate)
貯蔵温度
15 °C · Store at +15°C to +30°C.
溶解性
10 g/L · 10 g/L
外見
solid
酸解離定数(Pka)
6.81 · 6.81±0.20(Predicted)
PH
5 · 5-6 (1g/l, H2O, 25°C)
水溶解度
10 g/L · 10g/L
主な用途
診断アッセイの製造血液学組織学
EPAの化学物質情報
4 · Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl- (3248-93-9)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

危険有害性情報

Regulatory InformationChemical: Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-
Hazards SummaryMild skin irritant; Oral LDLo (rabbit) = 180 mg/kg; [RTECS] An irritant; [MSDSonline] See Magenta.

安全と保護具

Preventive Measures · 2 件

1. ...COMPETENT ENGINEERING... 2. ...ADEQUATE VENTILATION; 3. DAILY CHANGES OF FRESHLY LAUNDERED CLOTHING...& SHOWER BATH... @ END OF...WORK PERIOD; 4. ...MEDICAL DEPT FOR INSPECTION @ END OF...SHIFT; 5. INDIVIDUALS SHOWING GROSS EVIDENCE OF CYANOSIS...KEPT UNDER OBSERVATION. /AROMATIC AMINO COMPD/

6. WORKMEN SHOULD NEVER BE PERMITTED TO ENTER A VESSEL... UNTIL DEGREE OF ATMOSPHERIC CONCN HAS BEEN QUANT EST BY PLANT HYGIENIST; 7. ... COMPLETE PHYSICAL EXAM INCL HEMOGLOBIN DETERMINATIONS, RED, WHITE, & DIFFERENTIAL COUNTS, & COMPLETE URINALYSIS, EVERY 6 MO OR OFTENER. /AROMATIC AMINO COMPD/

毒性情報

Natural Pollution SourcesMAGENTA HAS NOT BEEN REPORTED TO OCCUR AS SUCH IN NATURE. /MAGENTA/
Human Toxicity Excerpts · 1 件

OF 85 MEN KNOWN TO HAVE BEEN ENGAGED IN MANUFACTURING MAGENTA...THERE WERE 5 CASES OF BLADDER CANCER. THREE OF THESE WERE RECORDED AS DYING OF BLADDER CANCER, WHEREAS ONLY 0.13 CASES WOULD HAVE BEEN EXPECTED (RELATIVE RISK= 23.0; P LESS THAN 0.005). /MAGENTA/

Non-Human Toxicity Excerpts · 2 件

...INJECTED 10 MG PARA-MAGENTA AS 1% SOLN SC WEEKLY...INTO 20 BD III RATS. FIRST LOCAL SARCOMA...@ 300 DAYS, AFTER TOTAL DOSE OF 370 MG OF DYE. TOTAL OF 7 SARCOMAS...IN 12 RATS SURVIVING AFTER APPEARANCE OF FIRST TUMOR, COMPARED TO SPONTANEOUS INCIDENCE OF SARCOMAS IN THESE RATS OF LESS THAN 5%.

...12 MG MAGENTA IN ARACHIS OIL PER WK WAS GIVEN TO 60 STOCK MICE BY GASTRIC INSTILLATION FOR 52 WK (TOTAL DOSE, 624 MG). DYE WAS FOUND TO HAVE STAINED TISSUES @ AUTOPSY...4 LYMPHOMAS & 1 HEPATOMA IN 21 TEST ANIMALS, & 5 LYMPHOMAS WERE FOUND IN 18 CONTROLS... /MAGENTA/

Probable Routes of Human Exposure · 3 件

...IT IS NOT POSSIBLE TO INDICATE WHETHER INDUSTRIAL BLADDER CANCER FOUND IN MAGENTA WORKERS IS ATTRIBUTABLE TO EXPOSURE TO MAGENTA ITSELF, OR TO ONE OR MORE OF ITS ASSOCIATED INTERMEDIATES & IMPURITIES. /MAGENTA/

...SHOWED THAT THERE WAS HIGHLY SIGNIFICANT RISK OF CONTRACTING BLADDER CANCER AMONG MEN ENGAGED IN MANUFACTURING, BUT NOT IN PURIFYING OR USING, MAGENTA. /MAGENTA/

THE MFR OF MAGENTA HAS CARRIED A CARCINOGENIC SUBSTANCES REGULATIONS 1967, BUT THERE APPEARS TO BE NO FIRM EVIDENCE THAT MAGENTA ITSELF IS CARCINOGENIC. /MAGENTA/

Antidote and Emergency Treatment · 1 件

IN TREATMENT OF EYES CONTAMINATED WITH CATIONIC DYES, FIRST AID MEASURES... INCLUDES COPIOUS IRRIGATION, MECHANICAL REMOVAL OF PARTICLES, & IN CASE OF IMBEDDED COLORED PENCIL MAY NECESSITATE SURGICAL EXPLORATION & CAREFUL REMOVAL OF PARTICLES. /CATIONIC DYES/

安全データ

wgk
WGK 3
tsca
TSCA listed
rtecs
ZE9705000
ridadr
UN 2811 6.1/PG III
hazard_class
6.1
packing_group
III
Hazard Classifications
Aquatic Acute 1Aquatic Chronic 1Carc. 1BEye Irrit. 2Skin Irrit. 2
ストレージクラス
6.1C - Combustible acute toxic Cat.3toxic compounds or compounds which causing chronic effects
有毒物質データの
3248-93-9(Hazardous Substances Data)

化学と産業

薬理情報

Absorption, Distribution and Excretion · 2 件

CATIONIC DYES ARE WELL KNOWN TO BIND TO NUCLEIC ACIDS. /CATIONIC DYES/

CATIONIC DYES APPEAR TO HAVE SPECIAL ATTRIBUTE OF NITROGEN ATOM WHICH IS PART OF RESONANT SYSTEM RESPONSIBLE FOR COLOR, & WHICH APPEARS TO BE ASSOC WITH PROPENSITY TO VERY STRONG BINDING TO CARBOXYL GROUPS OF CORNEAL MUCOPROTEINS. /CATIONIC DYES/

用途と製造

Uses · 5 件

Used as dye for oils, fats, waxes (especially polishes), carbon papers, and ball point pen inks; [HSDB]

Pulp and Paper Processing [Category: Industry]

AS DYE OR DYE INTERMEDIATE, COLORING TEXTILE FIBERS, FABRICS, PAPER PRODUCTS, TO DYE COTTON, WOOL, JUTE FIBERS, CHINA CLAY PRODUCTS, LEATHER; IN PRINTING INKS, AS A FILTER DYE IN PHOTOGRAPHY; BIOLOGICAL STAIN; LAB REAGENT, IN THIN-LAYER CHROMATOGRAPHY /MAGENTA/

DYE FOR OILS, FATS, WAXES (ESPECIALLY FOR POLISHES); DYE FOR CARBON PAPERS AND BALL POINT PEN INKS

MEDICATION

U.S. Exports · 2 件

(1972) No Data

(1975) No Data

U.S. Imports · 2 件

(1972) No Data

(1975) No Data

U.S. Production · 2 件

(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS

(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS

Consumption PatternsESSENTIALLY 100% AS A DYE
Methods of Manufacturing · 1 件

OXIDATION OF A MIXTURE OF ANILINE, O(AND P)-TOLUIDINE & THEIR HYDROCHLORIDES WITH NITROBENZENE, OR A MIXTURE OF NITROBENZENE & O-NITROTOLUENE, IN PRESENCE OF FERROUS CHLORIDE, FERROUS OXIDE & ZINC CHLORIDE, FOLLOWED BY NEUTRALIZATION TO THE FREE BASE

Formulations/Preparations · 2 件

A SYNTHETIC ROSANILINE DYESTUFF, A MIXTURE OF ROSANILINE & PARAROSANILINE HYDROCHLORIDES. ... GRADE NF.

MAGENTA, AS COMMERCIAL MATERIAL, IS MIXTURE OF...MAGENTA I, PARA-MAGENTA, & SMALL AMT OF MAGENTA II. MAGENTA...AVAILABLE IN US AS BASIC FUCHSIN NF... /CONTAINING/ A MAX LIMIT OF 8 PPM OF ARSENIC & 30 PPM OF LEAD (AMERICAN PHARMACEUTICAL ASSOC, 1970). /MAGENTA/

General Manufacturing InformationBenzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-: ACTIVE
調製方法 · 1 件

製造方法(a) aniline, p-Methylaniline and O-Methylaniline Triethylamine hydrochloride and its mixture and 1-Nitrobenzene or 1-Nitrobenzene and 1-Methyl-2-nitrobenzene mixture, iron and Zinc chloride in the presence of heating (Zinc chloride method); (b) aniline,p-MethylanilineandO-Methylanilinemixture and Arsenic acidheating (Arsenic acidmethod).

上流・下流製品情報

上流原料

2-ニトロトルエンo-トルイジンアニリンニトロベンゼンp-トルイジン

サプライヤー44 社

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補足説明

定義ChEBI: An imine that is 4-methylidenecyclohexa-2,5-dien-1-imine in which the hydrogens of the methylidene group are replaced by 4-aminophenyl and 3-methyl-4-aminophenyl groups. The monohydrochloride salt is the histological dye 'rosanilin'.

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化合物ノート

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