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Details

Stereochemistry ACHIRAL
Molecular Formula C16H20N2
Molecular Weight 240.3434
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 3,3',5,5'-Tetramethylbenzidine

SMILES

CC1=CC(=CC(C)=C1N)C2=CC(C)=C(N)C(C)=C2

InChI

InChIKey=UAIUNKRWKOVEES-UHFFFAOYSA-N
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

HIDE SMILES / InChI
Molecular Formula C16H20N2
Molecular Weight 240.3434
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description

3,3',5,5'-Tetramethylbenzidine (TMB) is a chromogenic substrate for horseradish peroxidase. TMB is converted to a blue colored diimine, which can be registered on a spectrophotometer at a wavelength of 650 nM. TMB is commonly used in techniques such as ELISA and immunohistochemistry.

Originator

Approval Year

Unknown
149124
Targets

Targets

Primary TargetPharmacologyConditionPotency
Peroxidase C1A
3
Target ID: P00433
Gene ID: NA
Gene Symbol: PRXC1A
Target Organism: Armoracia rusticana (Horseradish) (Armoracia laphatifolia)
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
A rapid, direct assay to measure degranulation of primary granules in neutrophils from kidney of fathead minnow (Pimephales promelas Rafinesque, 1820).
2005-09
Amperometric detection in TMB/HRP-based assays.
2005-05
[Characterization of peroxidase-catalyzed oxidation of chromogenic substrates by tetrazole and its 5-substituted derivatives].
2005-04-30
APF, HB-EGF, and EGF biomarkers in patients with ulcerative vs. non-ulcerative interstitial cystitis.
2005-04-29
HGS-ETR1, a fully human TRAIL-receptor 1 monoclonal antibody, induces cell death in multiple tumour types in vitro and in vivo.
2005-04-25
C-fiber (Remak) bundles contain both isolectin B4-binding and calcitonin gene-related peptide-positive axons.
2005-04-18
Detection of antibodies against Anaplasma marginale in milk using a recombinant MSP5 indirect ELISA.
2005-04-10
Domoic acid transfer to milk: evaluation of a potential route of neonatal exposure.
2005-04
Duration of streptozotocin-induced diabetes differentially affects p38-mitogen-activated protein kinase (MAPK) phosphorylation in renal and vascular dysfunction.
2005-03-05
Inhibition of peroxidase-catalyzed oxidation of 3,3 ,5,5 -tetramethylbenzidine by aminophenols.
2005-03
A novel spectrophotometric determination of trace copper based on charge transfer complex.
2005-03
Detection of Escherichia coli O157 in foods by a novel polymyxin-based enzyme-linked immunosorbent assay.
2005-02
Occupational asthma and rhinitis induced by a herbal medicine, Wonji (Polygala tenuifolia).
2005-02
Genioglossal hypoglossal muscle motoneurons are contacted by nerve terminals containing delta opioid receptor but not mu opioid receptor-like immunoreactivity in the cat: a dual labeling electron microscopic study.
2005-01-25
Generation of human antibody fragments against Streptococcus mutans using a phage display chain shuffling approach.
2005-01-25
Identification of a SmD3 epitope with a single symmetrical dimethylation of an arginine residue as a specific target of a subpopulation of anti-Sm antibodies.
2005
Inducible peroxidases mediate nitration of anopheles midgut cells undergoing apoptosis in response to Plasmodium invasion.
2004-12-17
Coccidioides posadasii infection alters the expression of pulmonary surfactant proteins (SP)-A and SP-D.
2004-12-10
West Nile virus outbreak in North American owls, Ontario, 2002.
2004-12
Production of chemokines in Kawasaki disease, Henoch-Schönlein purpura and acute febrile illness.
2004-12
[Inhibition of the peroxidase-catalyzed oxidation of chromogenic substrates by alkyl-substituted diphenols].
2004-11-26
Chloride analysis using 3,3',5,5'-tetramethylbenzidine and chloroperoxidase.
2004-11-15
A simple spectrophotometric method for the quantification of residual haemoglobin in platelet concentrates.
2004-11
Nucleocapsid protein as early diagnostic marker for SARS.
2004-11
Differential diagnosis of tuberculous meningitis from partially-treated pyogenic meningitis by cell ELISA.
2004-10-22
Disturbed balance of expression between XIAP and Smac/DIABLO during tumour progression in renal cell carcinomas.
2004-10-04
Development of an ELISA kit using monoclonal antibody to Clostridium difficile toxin A.
2004-09-15
[The effect of tetrazole and its amino derivatives on the kinetics of peroxidase oxidation of chromogenic substrates].
2004-09-04
Vascular endothelial growth factor (VEGF) in leptomeningeal metastasis: diagnostic and prognostic value.
2004-07-19
Associations between plasma DDE levels and immunologic measures in African-American farmers in North Carolina.
2004-07
Langmuir-Blodgett films incorporating redox mediators for molecular recognition of NADH.
2004-06
Assessment of the performance of the Ames II assay: a collaborative study with 19 coded compounds.
2004-03-14
Oxidation of benzidine and its derivatives by thyroid peroxidase.
2004-02
Airway inflammation and allergen specific IgE production may persist longer than airway hyperresponsiveness in mice.
2004-02
Genioglossal hypoglossal motoneurons contact substance P-like immunoreactive nerve terminals in the cat: a dual labeling electron microscopic study.
2004-02
Mobilization of xanthine oxidase from the gastrointestinal tract in acute pancreatitis.
2004-01-19
Peroxidase-catalyzed co-oxidation of 3,3',5,5'-tetramethylbenzidine in the presence of substituted phenols and their polydisulfides.
2004-01
Development of an indirect competitive ELISA for detection of Campylobacter jejuni subsp.jejuni O:23 in foods.
2004
Comparison of fluorogenic and chromogenic assay systems in the detection of Escherichia coli O157 by a novel polymyxin-based ELISA.
2004
Increased circulating levels and salivary gland expression of interleukin-18 in patients with Sjögren's syndrome: relationship with autoantibody production and lymphoid organization of the periductal inflammatory infiltrate.
2004
Strong inhibition of TNF-alpha production and inhibition of IL-8 and COX-2 mRNA expression in monocyte-derived macrophages by RWJ 67657, a p38 mitogen-activated protein kinase (MAPK) inhibitor.
2004
CD44H and the isoforms CD44v5 and CD44v6 in the synovial fluid of the osteoarthritic human knee joint.
2003-12
Reduction of NT-3 or TrkC results in fewer putative vagal mechanoreceptors in the mouse esophagus.
2003-10-31
[Inhibition of peroxidase oxidation of aromatic amines by substituted phenols].
2003-10-03
A multiwell format assay for heparanase.
2003-09-15
Mice with targeted disruption of p8 gene show increased sensitivity to lipopolysaccharide and DNA microarray analysis of livers reveals an aberrant gene expression response.
2003-09-08
An enzyme-linked immunosorbent assay (ELISA) for methylphenidate (Ritalin ) in urine.
2003-09
Measurement of hemoglobin in long-term fixed erythroid cells: application development for cell science experiments in microgravity.
2003
Beta class II tubulin predominates in normal and tumor breast tissues.
2003
[Spectrophotometric determination of vanadium(V) through the formation of a tungstovanadophosphate-TMBPS charge transfer complex].
2002-10
Patents

Patents

JP2005513508A
3
JPH01227963A
1
JPS61192299A
1

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
The incubation mixture contained 10 uM of 3,5,3',5'-tetramethylbenzidine and 15 uM of hydrogen peroxide in acetate buffer, pH 5.0. At zero time, horseradish peroxidase was added (10 ng/ml).
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:52:39 GMT 2025
Edited
by admin
on Mon Mar 31 18:52:39 GMT 2025
Record UNII
3B3T5CB8EO
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
COLORBURST BLUE
Preferred Name English
3,3',5,5'-Tetramethylbenzidine
HSDB  
Systematic Name English
3,3',5,5'-TETRAMETHYLBENZIDINE [HSDB]
Common Name English
3,3',5,5'-TETRAMETHYL(1,1'-BIPHENYL)-4,4'-DIAMINE
Systematic Name English
POTASSIUM-BLUE MAX
Brand Name English
3,3',5,5'-TETRAMETHYLBENZIDINE [MI]
Common Name English
3,3',5,5'-TETRAMETHYL-(1,1'-BIPHENYL)-4,4'-DIAMINE
Systematic Name English
(1,1'-BIPHENYL)-4,4'-DIAMINE, 3,3',5,5'-TETRAMETHYL-
Systematic Name English
3,5,3',5'-TETRAMETHYLBENZIDINE
Systematic Name English
Code System Code Type Description
WIKIPEDIA
3,3',5,5'-Tetramethylbenzidine
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
HSDB
4331
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
FDA UNII
3B3T5CB8EO
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
MERCK INDEX
m11776
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
PUBCHEM
41206
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
CAS
54827-17-7
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
ECHA (EC/EINECS)
259-364-6
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
EPA CompTox
DTXSID5026120
Created by admin on Mon Mar 31 18:52:39 GMT 2025 , Edited by admin on Mon Mar 31 18:52:39 GMT 2025
PRIMARY
NIH
NCATS
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