[1,1'-Biphenyl]-4,4'-diamine, 3,3',5,5'-tetramethyl- (CED0090185)

Record Information

Version

1.0

Creation Date

2016-05-19 04:01:24 UTC

Update Date

2026-08-19 16:33:33 UTC

Accession Number

CHEM012759

Identification

Common Name

[1,1'-Biphenyl]-4,4'-diamine, 3,3',5,5'-tetramethyl-

Class

Small Molecule

Description

[1,1'-Biphenyl]-4,4'-diamine, 3,3',5,5'-tetramethyl- is an organic compound with the chemical formula C16H20N2 and an average molecular weight of 240.35 g/mol. [1,1'-Biphenyl]-4,4'-diamine, 3,3',5,5'-tetramethyl- belongs to the biphenyls and derivatives, a subclass of benzene and substituted derivatives within the organic compounds. This substance is found in or released from 16 recorded sources across various sectors. In the category of electrical and electronic equipment, it is associated with antennas, amplifiers, electric switches, electric hearing aids, and cores yokes or armatures, among seven other items. It is also identified in building and construction materials, specifically floors. Additionally, the compound is linked to food, food processing, and cookware, where it appears in the treatment of hops and the preparation of vinegar and wort.

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Tetramethyl benzidine	HMDB
Tetramethylbenzidine dihydrochloride	HMDB
3,3',5,5'-TMP	HMDB
TMB	HMDB
3,3',5,5'-Tetramethylbenzidine	MeSH

Chemical Formula

C₁₆H₂₀N₂

Average Molecular Mass

240.350 g/mol

Monoisotopic Mass

240.163 g/mol

CAS Registry Number

54827-17-7

IUPAC Name

3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diamine

Traditional Name

3,3',5,5'-tetramethyl-[1,1'-biphenyl]-4,4'-diamine

SMILES

CC1=CC(=CC(C)=C1N)C1=CC(C)=C(N)C(C)=C1

InChI Identifier

InChI=1S/C16H20N2/c1-9-5-13(6-10(2)15(9)17)14-7-11(3)16(18)12(4)8-14/h5-8H,17-18H2,1-4H3

InChI Key

UAIUNKRWKOVEES-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzidines. These are organic compounds containing the benzidine skeleton, made up of a biphenyl ring system substituted at the 4- and 4'-positions with a unsubstituted amine group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Benzidines

Alternative Parents

Substituents

Benzidine
M-xylene
Xylene
Aniline or substituted anilines
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Primary amine
Organonitrogen compound
Amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

an aromatic compound (CPD-12812 )
a dye (CPD-12812 )

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Organoleptic Effects

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.018 g/L	ALOGPS
logP	3.05	ALOGPS
logP	4.02	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Basic)	4.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	52.04 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	80.76 m³·mol⁻¹	ChemAxon
Polarizability	29.43 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum	splash10-0006-0290000000-3d409c7d5d1e1ca83228	Not Available	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum	Not Available	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-052f-0970000000-866d1a430157e15eac36	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0a6r-0290000000-0ea9a0cf7b6b2ce3a930	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-05i0-0090000000-914a42dc552d577f77e0	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0090000000-3bd9b47b7b5584080f3a	Not Available	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum	splash10-0006-0090000000-ca047462828d9350a0bd	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-0090000000-c87cdb81b510ce3b7531	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006x-0290000000-0ba06f6f7942c868002a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-006t-2930000000-254e4ca11dfde4bd0055	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-2a37e41ef287c4cde9ef	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-9b09a6cea947321c6f49	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-00dr-2690000000-6547ac4cc5eb6a3b2144	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0090000000-932d515b507525300349	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0006-0290000000-4c46dab2bc95f7066cd9	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0avi-0950000000-b8d5c0dad23ad135ce71	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-25c33f655326072fa21a	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-000i-0090000000-1dcdf8536c1b837a749b	Not Available	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum	splash10-0079-0590000000-202a8d1360463b4b96ed	Not Available	View Spectrum

Toxicity Profile

Mechanism of Toxicity

Not Available

Carcinogenicity (IARC Classification)

Not Available

Minimum Risk Level

Not Available

Symptoms

Not Available

Treatment

Not Available

Toxicity Values

Toxicity Value	Unit	Value Range	Organism	Dose Descriptor	Route of Exposure	Predicted or Experimental	Reference
878.0	Log mg/kg	[490:1600]	Rat	LD50	oral	predicted	Not Available

Health Effects

Health Effect	Relationship	Direction	Reference

Exposure Sources

Source ID	Source	Sector	Reference
233	Brushes	Personal care & cosmetics	Not Available
497	Floors	Building & Construction	Not Available
505	Amplifiers	Electrical & Electronic Equipment	Not Available
506	Antennas	Electrical & Electronic Equipment	Not Available
513	Cores Yokes Or Armatures	Electrical & Electronic Equipment	Not Available
516	Electric Hearing Aids	Electrical & Electronic Equipment	Not Available
517	Electric Switches	Electrical & Electronic Equipment	Not Available
525	Line Transmission Systems	Electrical & Electronic Equipment	Not Available
527	Magnets	Electrical & Electronic Equipment	Not Available
530	Radio Transmission Systems	Electrical & Electronic Equipment	Not Available
531	Relays	Electrical & Electronic Equipment	Not Available
537	Television Systems	Electrical & Electronic Equipment	Not Available
538	Thin Magnetic Films	Electrical & Electronic Equipment	Not Available
539	Video Games	Electrical & Electronic Equipment	Not Available
548	Preparation Of Vinegar	Food, food processing & cookware	Not Available
550	Preparation Of Wort	Food, food processing & cookware	Not Available
553	Treatment Of Hops	Food, food processing & cookware	Not Available
579	Manufacture Of Iron Or Steel	Industrial manufacturing & chemical processing	Not Available
581	Paper Making Machines	Industrial manufacturing & chemical processing	Not Available
592	Marine Propulsion Or Steering	Marine, shipping & aquaculture	Not Available
609	Aftershave	Personal care & cosmetics	Not Available
617	Lip Care Products	Personal care & cosmetics	Not Available
640	Embroidering And Tufting	Textiles, leather & furnishings	Not Available
647	Multicolour Dyeing	Textiles, leather & furnishings	Not Available

Pathways

0 pathways

No pathways found

No metabolic pathways have been associated with this synthetic chemical

Targets

Structure	Protein	UniProt ID	Organism	Relationship	Details
Click to view 3D structure	Gastrotropin	P51161	Humans	Predicted (SEA)	1.01204
Click to view 3D structure	Dihydrofolate reductase	P0ABQ4	Escherichia coli (strain K12)	Predicted (SEA)	301.432
Click to view 3D structure	Porphobilinogen deaminase	P08397	Humans	Predicted (SEA)	0.934191
Click to view 3D structure	cAMP-dependent protein kinase catalytic subunit alpha	P17612	Humans	Predicted (SEA)	5297.56
Click to view 3D structure	Dihydrofolate reductase	P04174	Neisseria gonorrhoeae	Predicted (SEA)	45.4639
Click to view 3D structure	Dual specificity protein kinase CLK4	Q9HAZ1	Humans	Predicted (SEA)	5688.52
Click to view 3D structure	Rho-associated protein kinase 1	Q13464	Humans	Predicted (SEA)	5908.06
Click to view 3D structure	Inhibitor of nuclear factor kappa-B kinase subunit beta	O14920	Humans	Predicted (SEA)	4902.55
Click to view 3D structure	Serine/threonine-protein kinase pim-1	P11309	Humans	Predicted (SEA)	6281.11
Click to view 3D structure	Inhibitor of nuclear factor kappa-B kinase subunit alpha	O15111	Humans	Predicted (SEA)	4631.33
Click to view 3D structure	Glycogen synthase kinase-3 beta	P49841	Humans	Predicted (SEA)	6699.86
Click to view 3D structure	Vascular endothelial growth factor receptor 2	P35968	Humans	Predicted (SEA)	6829.87
Click to view 3D structure	Mitogen-activated protein kinase kinase kinase kinase 4	O95819	Humans	Predicted (SEA)	6170.56
Click to view 3D structure	Death-associated protein kinase 3	O43293	Humans	Predicted (SEA)	5906.58
Click to view 3D structure	Carbonic anhydrase 2	P00918	Humans	Predicted (SEA)	4480.53
Click to view 3D structure	Histone acetyltransferase KAT6A	Q8BZ21	Mus musculus	Predicted (SEA)	288.354
Click to view 3D structure	LIM domain kinase 1	P53667	Humans	Predicted (SEA)	6162.54
Click to view 3D structure	Dual specificity tyrosine-phosphorylation-regulated kinase 1A	Q13627	Humans	Predicted (SEA)	6603.4
Click to view 3D structure	Cyclin-dependent kinase 5	Q00535	Humans	Predicted (SEA)	6494.03
Click to view 3D structure	Aurora kinase B	Q96GD4	Humans	Predicted (SEA)	6742.52
Click to view 3D structure	Carbonic anhydrase 9	Q16790	Humans	Predicted (SEA)	4240.84
Click to view 3D structure	Cytochrome P450 2A6	P11509	Humans	Predicted (SEA)	618.434
Click to view 3D structure	Cytochrome P450 2A5	P20852	Mus musculus	Predicted (SEA)	93.2634
Click to view 3D structure	Fibroblast growth factor receptor 1	P11362	Humans	Predicted (SEA)	6812.12
Click to view 3D structure	Serine/threonine-protein kinase PAK 4	O96013	Humans	Predicted (SEA)	6600.76