4-(4-amino-3,5-dimethylphenyl)-2,6-dimethylaniline

• ChemBase ID: 74451
• Molecular Formular: C16H20N2
• Molecular Mass: 240.3434
• Monoisotopic Mass: 240.16264865
• SMILES: Nc1c(cc(cc1C)c1cc(c(c(c1)C)N)C)C
• Canonical SMILES: Cc1cc(cc(c1N)C)c1cc(C)c(c(c1)C)N
• InChI: 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
• InChIKey: UAIUNKRWKOVEES-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(4-amino-3,5-dimethylphenyl)-2,6-dimethylaniline
• IUPAC Traditional name: tetramethylbenzidine
• Synonyms: 3,3',5,5'-Tetramethyl-[1,1'-biphenyl]-4,4'-diamine; 3,3',5,5'-Tetramethyl benzidine; 3, 3′,5 ,5′-Tetramethylbenzidine Liquid Substrate, Supersensitive, for ELISA; TMB; 3,3',5,5'-TETRAMETHYLBENZIDINE LIQUID SUBSTRATE; BM blue; Sure Blue TMB; TMB Blotting Plus; TMB substrate; 3,3′,5,5′-Tetramethylbenzidine; 3,3',5,5'-Tetramethylbenzidine; 4,4'-Diamino-3,3',5,5'-tetramethylbiphenyl; 3,3',5,5'-Tetramethylbenzidine; 3,3′,5,5′-四甲基联苯胺; 3,3',5,5'-四甲基联苯胺

Database IDs

• CAS Number: 54827-17-7
• EC Number: 259-364-6
• MDL Number: MFCD00007748
• Beilstein Number: 2808541
• PubChem SID: 162039370; 24900293; 24846282; 24900209; 24888505; 24900090
• PubChem CID: 41206
• Chemspider ID: 37605
• Wikipedia Title: 3,3',5,5'-Tetramethylbenzidine

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 3.980853
• LogD (pH = 7.4): 4.015844
• Log P: 4.016305
• Molar Refractivity: 80.7598 cm^3
• Polarizability: 30.724943 Å^3
• Polar Surface Area: 52.04 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: tablet
• Melting Point: 166-171 °C; 168-169°C; 168-171 °C; 168-171 °C(lit.); 168-171°C; 168-171°C

Safety Information

• Storage Condition: 2-8°C, Protect from light; Room Temperature (15-30°C), Protect from light
• Storage Warning: Irritant/Light Sensitive/Store under Argon; Light Sensitive
• RTECS: DV2300000
• European Hazard Symbols: X; Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 22-36/37/38; 36; 36/37/38
• Safety Statements: 26; 26-36; 26-36/37
• TSCA Listed: 是
• GHS Pictograms: GHS06; GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H301-H315-H319-H335; H315-H319-H335; H319
• GHS Precautionary statements: P261-P301+P310-P305+P351+P338-P302+P352-P405-P501A; P261-P305 + P351 + P338; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥99%; ≥98% (TLC); ≥99%; ≥99.0% (GC); 98%
• Grade: puriss. p.a.; standard for GC
• Shelf Life: (limited shelf life, expiry date on the label)
• Shipped in: wet ice
• Linear Formula: [-C6H2(CH3)2-4-NH2]2

DETAILS

MP Biomedicals - 02152346

Ready-to-Use • Convenient • Reproducible Results • Consistent Performance and Sensitivity Stabilized chromogen solution, 1.25 mmol/liter, for ELISA procedures and peroxidase and pseudo-peroxidase reactions. Stable up to 24 months. Non toxic.

MP Biomedicals - 02190277

Crystalline
Purity: 99+%
Reported to be a noncarcinogenic^1 analog of benzidine; useful in gel staining procedure for low levels of heme-associated peroxidases^2 and for enzyme immunoassay of horseradish peroxidase^3 .

Sigma Aldrich - T5525

Application
本品为联苯胺1的非致癌性替代品(Ames 试验阴性)，适合作为酶联免疫吸附分析的过氧化物酶底物。底物产生一种可溶性淡蓝色终产物，该产物可通过分光光度法在 370 或 620-650nm 处读取。可用 2M H2SO4 终止 TMB 反应(变成黄色)，并在 450nm 处读取数据。一种灵敏的特异性试剂，用于检测血液、2测定血红蛋白、3,4,5测定过氧化物酶。6,7,8

Sigma Aldrich - T4444

Application
3,3′,5,5′-Tetramethylbenzidine (TMB) is a peroxidase substrate suitable for use in ELISA procedures. The substrate produces a soluble end product that is pale blue in color and can be read spectrophotometrically at 370 or 655 nm. The TMB reaction may be stopped with 2 M H2SO4 (resulting in a yellow color), and read at 450 nm.
Contains TMB in a mildly acidic buffer. The substrate is supplied as a one component ready to use solution. Rate kinetics are approx. 40% faster than traditional TMB formulations. Not recommended for membrane or immunohistochemical applications that require a precipitating reaction product.

Sigma Aldrich - T2885

Application
本品为联苯胺1的非致癌性替代品(Ames 试验阴性)，适合作为酶联免疫吸附分析的过氧化物酶底物。底物产生一种可溶性淡蓝色终产物，该产物可通过分光光度法在 370 或 620-650nm 处读取。可用 2M H2SO4 终止 TMB 反应(变成黄色)，并在 450nm 处读取数据。一种灵敏的特异性试剂，用于检测血液、2测定血红蛋白、3,4,5测定过氧化物酶。6,7,8

Sigma Aldrich - 860336

Application
3,3′,5,5′-Tetramethylbenzidine (TMB) is a noncarcinogenic substitute (Ames test negative) for benzidine1 suitable as peroxidase substrate for use in ELISA procedures. The substrate produces a soluble end product that is pale blue in color and can be read spectrophotometrically at 370 or 620-650 nm. The TMB reaction may be stopped with 2 M H2SO4 (resulting in a yellow color), and read at 450 nm. A sensitive and specific reagent for the detection of blood,2 assay of hemoglobin,3,4,5 assay of peroxidases.6,7,8
Packaging
1, 5, 25 g in glass bottle
100 mg in glass bottle

Sigma Aldrich - 09743

Application
3,3′,5,5′-Tetramethylbenzidine (TMB) is a noncarcinogenic substitute (Ames test negative) for benzidine1 suitable as peroxidase substrate for use in ELISA procedures. The substrate produces a soluble end product that is pale blue in color and can be read spectrophotometrically at 370 or 620-650 nm. The TMB reaction may be stopped with 2 M H2SO4 (resulting in a yellow color), and read at 450 nm. A sensitive and specific reagent for the detection of blood,2 assay of hemoglobin,3,4,5 assay of peroxidases.6,7,8
Other Notes
Standard for determining aromatic amines released from azo-dyes in commodities9

REFERENCES

• Holland, V.R., et al., Tetrahedron , 30 : 3299, (1976).
• Anal. Biochem. , 75 : 168, (1976).
• Bos, E.E., et al., J. Immunoassay , 2 : 187, (1983).