4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
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4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
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CAS No:
3248-93-9
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Formula:
C20H19N3
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Chemical Name:
4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
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Synonyms:
Benzenamine,4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-;C.I. Solvent Red 41;C.I. Basic Violet 14,free base;4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine;C.I. 42510B;Brilliant Oil Crimson Base;Fuchsine HF Base;Rosaniline Base;Waxoline Red A;Fuchsine base;Magenta base;4-(4-Aminophenyl(4-iminocyclohexa-2,5-dienylidene)methyl)-2-methylaniline;714902-45-1
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CAS No:
Description
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'.
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 histological dye, a fluorochrome and a carcinogenic agent. It is an imine and a substituted aniline. It is a conjugate base of a rosanilin(1+).
4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine Basic Attributes
301.38
301.39
221-832-2
I8F3948441
DTXSID0043844
2925290090
Characteristics
75.89000
6.17120
1.0962 (rough estimate)
268-270°C decomposes
570.8ºC at 760 mmHg
299ºC
1.6000 (estimate)
ALMOST INSOL IN ETHER /MAGENTA/
Safety Information
III
6.1
UN 2811 6.1/PG III
ZE9705000
|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P201, P202, P264, P270, P281, P301+P312, P308+P313, P330, P405, and P501|Aggregated GHS information provided by 40 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
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/
Toxicity
MAGENTA HAS NOT BEEN REPORTED TO OCCUR AS SUCH IN NATURE. /MAGENTA/
...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/
Drug Information
BASIC FUCHSIN...IS STILL MARKETED IN MIXT CONTAINING 0.3% BASIC FUCHSIN FOR TREATMENT OF TINEA PEDIS & TINEA CAPITIS.
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/
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/
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/
2-methyl-4,4'-((4-imino-2,5-cyclohexadien-1-ylidene)methylene)dianiline
4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine Use and Manufacturing
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
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
(1972) PROBABLY GREATER THAN 4.54X10+5 GRAMS|(1975) PROBABLY GREATER THAN 4.54X10+5 GRAMS
ESSENTIALLY 100% AS A DYE
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/
Benzenamine, 4-[(4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methyl-: ACTIVE
SPECTROPHOTOMETRIC METHODS ARE DESCRIBED...INDIVIDUAL BUT ABSORPTION MAXIMA DIFFER SLIGHTLY FOR INDIVIDUAL COMPONENTS OF MAGENTA. /MAGENTA/
Computed Properties
Molecular Weight:301.4
XLogP3:3.7
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:2
Exact Mass:301.157897619
Monoisotopic Mass:301.157897619
Topological Polar Surface Area:75.9
Heavy Atom Count:23
Complexity:515
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
Recommended Suppliers of 4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
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4-[(4-Aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl]-2-methylbenzenamine
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