Pararosaniline

HCID 11293
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Basic information

CAS
479-73-2
Standard SMILES
N=C1C=CC(=C(c2ccc(N)cc2)c2ccc(N)cc2)C=C1
InChIKey
AFAIELJLZYUNPW-UHFFFAOYSA-N
Molecular formula
C19H17N3
Average molar mass
287.4 g/mol
Monoisotopic mass
287.14224754

Overview

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

Names & identifiers

Preferred name
Pararosaniline
IUPAC
4-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline
English name
pararosaniline
Molecular formula
C19H17N3
Molecular weight
287.36

Names & synonyms

Homolka's Base20N4C0M8NM4-((4-AMINOPHENYL)(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)METHYL)BENZENAMINE4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)benzeneamine monohydrochlorideCHEBI:87663RefChem:928586ALPHA-(P-AMINOPHENYL)-ALPHA-(4-IMINO-2,5-CYCLOHEXADIEN-1-YLIDENE)-P-TOLUIDINEalpha-(4-aminophenyl)-alpha-(4-imino-2,5-cyclohexadien-1-ylidene)-4-toluidine monohydrochlorideBasic Red 9Pararosaniline479-73-24-[(4-aminophenyl)-(4-iminocyclohexa-2,5-dien-1-ylidene)methyl]aniline
Show more names
C005409pararosaniline free basePararosaniline monoacetatePararosaniline monohydroiodidePararosaniline monohydrochloride4-[Bis(4-aminophenyl)methylene]-2,5-cyclohexadien-1-imine4,4'-[(4-Imino-2,5-cyclohexadienylidene)methylene]bis(aniline)Benzenamine, 4,4'-[(4-imino-2,5-cyclohexadien-1-ylidene)methylene]bis-
MLS002701900ParasanilineParaMagentap-Rosaniline HClSMR001565485NSC10460Benzenamine, 4-((4-aminophenyl)(4-imino-2,5-cyclohexadien-1-ylidene)methyl)-UNII-20N4C0M8NM

Database identifiers

CAS
479-73-2
PubChem CID
11293
DTXSID
DTXSID5043845
ChEMBL
CHEMBL1368322
ChEBI
CHEBI:75372
UNII
20N4C0M8NM
EC Number
610-397-8
Nikkaji
J1.541E

Properties

Computed structural properties

XLogP
3.3
Topological polar surface area
75.9 Ų
Hydrogen bond donors
3
Hydrogen bond acceptors
3
Rotatable bonds
2
Heavy atoms
22

Experimental & physicochemical properties

SpringerMaterials PropertiesNuclear quadrupole resonance spectroscopy
LogP-0.21
Collision Cross Section173.3 Ų [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: APCI+; Dataset: TOXCAST; Source Identifier: DTXSID1021247]

Physicochemical properties

FDA UNII
20 N4C0M8NM · 20N4C0M8NM
EPA Substance Registry System
9 · C.I. Basic Red 9 (479-73-2)

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents employed in the preparation of histologic or pathologic specimens for the purpose of maintaining the existing form and structure of all of the constituent elements. Great numbers of different agents are used; some are also decalcifying and hardening agents. They must quickly kill and coagulate living tissue.

Chemicals and substances that impart color including soluble dyes and insoluble pigments. They are used in INKS; PAINTS; and as INDICATORS AND REAGENTS.

Additional notes

DefinitionChEBI: An imine that is 4-methylidenecyclohexa-2,5-dien-1-imine in which both the hydrogens of the methylidene group are replaced by 4-aminophenyl groups. The hydrochloride salt is the histological dye 'pararosaniline'.

Related reactions

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Compound notes

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