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D172405

Sigma-Aldrich

N,N-Dimethyl-4-nitrosoaniline

97%, powder or chunks

Synonym(s):

4-Nitroso-N,N-dimethylaniline

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About This Item

Linear Formula:
ONC6H4N(CH3)2
CAS Number:
138-89-6
Molecular Weight:
150.18
Beilstein:
607293
EC Number:
205-343-1
MDL number:
MFCD00002063
UNSPSC Code:
12171500
PubChem Substance ID:
24893522
NACRES:
NA.47

product name

N,N-Dimethyl-4-nitrosoaniline, ≥97%

Quality Level

100

Assay

≥97%

form

powder or chunks

mp

85-87 °C (lit.)

solubility

ethanol: 5% (green to very dark green)

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

SMILES string

CN(C)c1ccc(cc1)N=O

InChI

1S/C8H10N2O/c1-10(2)8-5-3-7(9-11)4-6-8/h3-6H,1-2H3

InChI key

CMEWLCATCRTSGF-UHFFFAOYSA-N

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Application

N,N-Dimethyl-4-nitrosoaniline has been used along with imidazole to detect the formation of singlet oxygen in cells.

Biochem/physiol Actions

N,N-Dimethyl-4-nitrosoaniline is used for the detection of singlet oxygen. Singlet oxygen reacts with imidazole and thereby bleaches N,N-Dimethyl-4-nitrosoaniline via oxidation. Bleaching of N,N-Dimethyl-4-nitrosoaniline is observed as reduction in the absorption at 438nm.

Pictograms

FlameSkull and crossbones
GHS02,GHS06

Signal Word

Danger

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2 - Self-heat. 1 - Skin Irrit. 2 - Skin Sens. 1 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

4.2 - Pyrophoric and self-heating hazardous materials

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SHBL5864
MKCG1998
MKCB0041V
MKBX2206V
MKBV4301V

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Juliette Gafni et al.
Toxicological sciences : an official journal of the Society of Toxicology, 77(1), 72-82 (2003-11-06)
The mechanisms by which non-coplanar 2,2',3,5',6-pentachlorobiphenyl (PCB 95) and rapamycin interact with ryanodine receptor (RyR) complexes to alter Ca2+ signaling, were explored in intact cerebellar granule neurons. PCB 95 (10 microM, 20 min) significantly increased the number of neurons responding
William A Mitch et al.
Water research, 37(15), 3733-3741 (2003-07-18)
N-nitrosodimethylamine (NDMA) is a potent carcinogen formed during chloramination of water and wastewater treatment plant effluents. A procedure is described for quantifying the concentration of the organic precursors of NDMA that could be formed during chlorination of wastewaters and natural
W Jelski et al.
Clinical and experimental medicine, 6(2), 89-93 (2006-07-06)
Alcohol dehydrogenase (ADH) and aldehyde dehydrogenase (ALDH) play a significant role in the metabolism of many biological substances. ADH participates in the metabolism of ethanol, retinoic acid, lipid peroxidation products, leukotriene and glutathione metabolism. ALDH is responsible for oxidation of
K Hiramoto et al.
Mutation research, 520(1-2), 103-111 (2002-09-26)
N-Nitrosodimethylamine (NDMA) in phosphate buffer was rapidly decomposed by Fenton reagent composed of H2O2, and Fe(II) ion. Electron spin resonance (ESR) studies using 5,5-dimethyl-1-pyrroline N-oxide (DMPO) showed that characteristic four line 1:2:2:1 ESR signals due to the DMPO-OH adduct formed
Dawit D Yifru et al.
Environmental science & technology, 40(23), 7374-7380 (2006-12-22)
The uptake and fate of the emerging contaminants N-nitrosodimethylamine (NDMA) and perchlorate in phreatophytes was studied in a hydroponics system under greenhouse conditions. NDMA is a potent carcinogen, and perchlorate disrupts the functioning ofthe human thyroid gland. The rate of
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