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Details

Stereochemistry ACHIRAL
Molecular Formula C13H14N2
Molecular Weight 198.2637
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 4,4'-METHYLENEDIANILINE

SMILES

NC1=CC=C(CC2=CC=C(N)C=C2)C=C1

InChI

InChIKey=YBRVSVVVWCFQMG-UHFFFAOYSA-N
InChI=1S/C13H14N2/c14-12-5-1-10(2-6-12)9-11-3-7-13(15)8-4-11/h1-8H,9,14-15H2

HIDE SMILES / InChI
Molecular Formula C13H14N2
Molecular Weight 198.2637
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
139594
PubMed

PubMed

TitleDatePubMed
Effect of various factors on the induction of liver tumors in animals by quinoline.
1977 Dec
[Infrahepatic bile duct proliferation in the gestating rat treated with 4,4'-diaminodiphenylmethane (4,4DDPM)].
1983 Dec
Occupational photosensitivity to diaminodiphenylmethane.
1983 Nov
4,4'-Diaminodiphenylmethane: promoting effect on the development of thyroid tumors in rats treated with N-bis(2-hydroxypropyl)nitrosamine.
1984 Feb
Neoplastic response of F344 rats and B6C3F1 mice to the polymer and dyestuff intermediates 4,4'-methylenebis(N,N-dimethyl)-benzenamine, 4,4'-oxydianiline, and 4,4'-methylenedianiline.
1984 Jun
Occupational hepatitis caused by methylenedianiline.
1984 Oct 13
Retinopathy from inhaling 4,4'-methylenedianiline aerosols.
1987 Nov
[The value of positive epicutaneous test reactions to 4,4'-diaminodiphenylmethane].
1989 Jan-Feb
Exposure to 4,4'-methylenediphenyl diisocyanate (MDI) during moulding of rigid polyurethane foam: determination of airborne MDI and urinary 4,4'-methylenedianiline (MDA).
2001 Apr
4,4'-Methylenedianiline and its dihydrochloride salt.
2002
DNA damage induced by 4,4'-methylenedianiline in primary cultures of hepatocytes and thyreocytes from rats and humans.
2002 Aug 1
Toxicity and biodegradation of diamines.
2002 Jan
Isolation of methylene dianiline and aqueous-soluble biodegradation products from polycarbonate-polyurethanes.
2003 Aug
Vascular medial hyperplasia following chronic, intermittent exposure to 4,4'-methylenedianiline.
2004
In vitro evolution of RNA aptamers recognizing carcinogenic aromatic amines.
2004 Jan 23
Risk evaluation of occupational exposure to methylene dianiline and toluene diamine in polyurethane foam.
2005 Dec
Transdifferentiation of rat hepatocytes into biliary cells after bile duct ligation and toxic biliary injury.
2005 Mar
Identification of metabolites of 4,4'-methylenedianiline in vascular smooth muscle cells by liquid chromatography-electrospray tandem mass spectrometry.
2006 Jun
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
How to optimize patch testing with diphenylmethane diisocyanate.
2007 Sep
Bis(1,2,3,4-tetra-hydro-quinolin-6-yl)methane.
2008 Aug 13
Organic-solvent extraction of model biomaterials for use in the in vitro chromosome aberration test.
2008 Jul
Bis(4,4'-methyl-enedianilinium) naphthalene-1,5-disulfonate dihydrate.
2008 Mar 20
Liquid chromatography-electrospray tandem mass spectrometry investigations of fragmentation pathways of biliary 4,4'-methylenedianiline conjugates produced in rats.
2008 May
Reactivity of in vitro activated human T lymphocytes to p-phenylenediamine and related substances.
2008 Oct
[Analysis of primary aromatic amines in paper products].
2009 Aug
N,N'-(Methyl-enedi-p-phenyl-ene)dibenzamide.
2009 Aug 12
A structural and spectroscopic investigation of the hydrochlorination of 4,4'-methylenedianiline.
2010 Apr 21
Ortho-rhom-bic modification of bis-[4-(3-pyridyl-methyl-idene-amino)-phen-yl]methane.
2010 Aug 18
Expression of hepatocytic- and biliary-specific transcription factors in regenerating bile ducts during hepatocyte-to-biliary epithelial cell transdifferentiation.
2010 Dec 2
Primary aromatic amines (PAAs) in black nylon and other food-contact materials, 2004-2009.
2010 Sep
Determination of aromatic amines in aqueous extracts of polyurethane foam using hydrophilic interaction liquid chromatography and mass spectrometry.
2010 Sep 23
Patents

Patents

06562969
2
06649230
4
06693200
2
JP1045430A
2
JP2000327882A
2
JP2001040166A
2
JP2010138392A
2
JP2011105638A
2
JPH00216156A
2
JPH01113427A
2
JPH01118526A
2
JPH01135765A
2
JPH01207260A
2
JPH01207323A
2
JPH0222314A
2
JPH02274731A
2
JPH0266804A
2
JPH0280428A
2
JPH0292910A
2
JPH04247056A
2
JPH0480261A
2
JPH083340A
2
JPH09100260A
2
JPH09326386A
2
JPH0940777A
2
JPH10195163A
2
JPS5486597A
2
JPS5511530A
2
JPS55165915A
2
JPS57133108A
3
JPS5763331A
2
JPS58149918A
2
JPS6049031A
2
JPS6123645A
2
JPS62106927A
3
JPS62127488A
2
JPS62161835A
2
JPS62230847A
2
JPS62250034A
2
JPS63213524A
2
Substance Class Chemical
Created
by admin
on Fri Dec 15 19:00:47 GMT 2023
Edited
by admin
on Fri Dec 15 19:00:47 GMT 2023
Record UNII
GG5LL7OBZC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
4,4'-METHYLENEDIANILINE
HSDB  
Systematic Name English
4,4-DIPHENYLMETHANE DIAMINE
Common Name English
NSC-4709
Code English
4,4'-DIPHENYLMETHANE DIAMINE
Common Name English
4,4-METHYLENEDIANILINE
Common Name English
P,P'-DIAMINODIPHENYLMETHANE [MI]
Common Name English
4,4'-METHYLENEDIANILINE [HSDB]
Common Name English
METHYLENEDIANILINE-
Systematic Name English
METHYLENEDIANILINE
Systematic Name English
BIS(4-AMINOPHENYL)METHANE
Systematic Name English
4,4'-METHYLENEDIANILINE [IARC]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C45178
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
Code System Code Type Description
PUBCHEM
7577
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
CHEBI
32506
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
CAS
101-77-9
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
WIKIPEDIA
4,4'-Methylenedianiline
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
EVMPD
SUB169649
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
NCI_THESAURUS
C44320
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY NCIT
EPA CompTox
DTXSID6022422
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
NSC
4709
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
MERCK INDEX
m4252
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY Merck Index
FDA UNII
GG5LL7OBZC
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
MESH
C009505
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-974-4
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
HSDB
2541
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
SMS_ID
100000159498
Created by admin on Fri Dec 15 19:00:47 GMT 2023 , Edited by admin on Fri Dec 15 19:00:47 GMT 2023
PRIMARY
Related Record Type Details
Structure of 4,4'-METHYLENEDIANILINE DIHYDROCHLORIDE
SALT/SOLVATE -> PARENT
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