Wurster's blue

Names

[ CAS No. ]:
100-22-1

[ Name ]:
Wurster's blue

[Synonym ]:
1,4-Benzenediamine, N,N,N,N-tetramethyl-
tetramethylphenylenediamine
Wurster's blue
N,N,N′,N′-tetramethyl-p-phenylenediamine
EINECS 202-831-6
N,N,N‘,N‘-Tetramethyl-p-phenylenediamine
N,N,N',N'-Tetramethyl-1,4-benzenediamine
N,N,N′,N′-tetramethyl-para-phenylenediamine
1-N,1-N,4-N,4-N-tetramethylbenzene-1,4-diamine
N,N,N′,N′-Tetramethyl-1,4-phenylenediamine
MFCD00008309
n,n,n',n'-tetramethyl-p-phenylenediamine
N,N,N',N'-tetramethylbenzene-1,4-diamine
N,N,N,N-Tetramethyl-p-phenylenediamine
1,4-bis(dimethylamino)benzene

Biological Activity

[Description]:

N,N,N′,N′-Tetramethyl-p-phenylenediamine (TMPD) is an redox indicator. N,N,N′,N′-Tetramethyl-p-phenylenediamine can be used for the research of impairment of cell respiration[1][2].

[Related Catalog]:

Signaling Pathways >> Others >> Others

Research Areas >> Metabolic Disease

[References]

[1]. Zhou S, Yao Y, et al. A cytochrome c-enhanced peroxidation reaction with potential use in screening dietary antioxidants. J Pharm Biomed Anal. 2004 Mar 10;34(5):1057-61.

[2]. Sarti P, et al. Permeability of rat heart myocytes to cytochrome c. Cell Mol Life Sci. 1999 Dec;56(11-12):1061-9.

Chemical & Physical Properties

[ Density]:
1.0±0.1 g/cm3

[ Boiling Point ]:
260.6±13.0 °C at 760 mmHg

[ Melting Point ]:
49-51 °C(lit.)

[ Molecular Formula ]:
C₁₀H₁₆N₂

[ Molecular Weight ]:
164.25

[ Flash Point ]:
104.9±7.7 °C

[ Exact Mass ]:
164.131348

[ PSA ]:
6.48000

[ LogP ]:
2.08

[ Vapour Pressure ]:
0.0±0.5 mmHg at 25°C

[ Index of Refraction ]:
1.578

[ Stability ]:
Stable, but may be air or light sensitive. Combustible. Incompatible with acids, acid chlorides, acid anhydrides, oxidizing agents.

[ Water Solubility ]:
slightly in cold, more in hot water

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: ST4200000

CHEMICAL NAME :: p-Phenylenediamine, N,N,N',N'-tetramethyl-

CAS REGISTRY NUMBER :: 100-22-1

LAST UPDATED :: 199701

DATA ITEMS CITED :: 8

MOLECULAR FORMULA :: C10-H16-N2

MOLECULAR WEIGHT :: 164.28

WISWESSER LINE NOTATION :: 1N1&R DN1&1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LDLo - Lowest published lethal dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 500 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LCLo - Lowest published lethal concentration

ROUTE OF EXPOSURE :: Inhalation

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 780 mg/m3/10M

TOXIC EFFECTS :: Behavioral - irritability Lungs, Thorax, or Respiration - acute pulmonary edema

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - quail

DOSE/DURATION :: 42 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Bird - wild bird species

DOSE/DURATION :: 23700 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Cytogenetic analysis

TEST SYSTEM :: Rodent - hamster Lung

DOSE/DURATION :: 10 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 241,175,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X3675 No. of Facilities: 14 (estimated) No. of Industries: 1 No. of Occupations: 2 No. of Employees: 232 (estimated) No. of Female Employees: 130 (estimated)

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302-H312-H332

[ Precautionary Statements ]:
P280

[ Hazard Codes ]:
Xn:Harmful;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
S28-S28A

[ RIDADR ]:
UN 2811 6.1/PG 3

[ WGK Germany ]:
1

[ RTECS ]:
ST4200000

[ Packaging Group ]:
II

[ Hazard Class ]:
6.1(a)

[ HS Code ]:
2921519090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2921519090

[ Summary ]:
2921519090. o-, m-, p-phenylenediamine, diaminotoluenes, and their derivatives; salts thereof. VAT:17.0%. Tax rebate rate:17.0%. . MFN tariff:6.5%. General tariff:30.0%

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Cytochrome c oxidase from bovine heart binds Ca(2+) reversibly at a specific Cation Binding Site located near the outer face of the mitochondrial membrane. Ca(2+) shifts the absorption spectrum of hem...

Re-evaluation of the near infrared spectra of mitochondrial cytochrome c oxidase: Implications for non invasive in vivo monitoring of tissues.

Biochim. Biophys. Acta 1837(11) , 1882-91, (2014)

We re-determined the near infrared (NIR) spectral signatures (650-980nm) of the different cytochrome c oxidase redox centres, in the process separating them into their component species. We confirm th...

Synthesis, characterization, evaluation and molecular dynamics studies of 5, 6-diphenyl-1,2,4-triazin-3(2H)-one derivatives bearing 5-substituted 1,3,4-oxadiazole as potential anti-inflammatory and analgesic agents.

Eur. J. Med. Chem. 101 , 81-95, (2015)

A series of triazin-3(2H)-one derivatives bearing 1,3,4-oxadiazole (4a-4o) were synthesized, characterized and evaluated for anti-inflammatory and analgesic activities. Preliminary in vitro anti-infla...