Musk ketone

Names

[ CAS No. ]:
81-14-1

[ Name ]:
Musk ketone

[Synonym ]:
KETONE MOSCHUS
Acetophenone, 4'-tert-butyl-2',6'-dimethyl-3',5'-dinitro- (8CI)
4-acetyl-1-tert-butyl-3,5-dimethyl-2-nitro-6-aminobenzene
2-acetyl-5-tert-butyl-4,6-dinitroxylene
3-METHYLCYCLOPENTADECANONE (D,L-MUSCONE)
EINECS 201-328-9
1-tert-butyl-3,5-dimethyl-2,6-dinitro-4-acetylbenzene
4'-tert-butyl-2',6'-dimethyl-3',5'-dinitroacetophenone
4-tert-butyl-3,5-dinitro-2,6-dimethyl-acetophenone
MOSCHUS
3,5-dinitro-2,6-dimethyl-4-t-butylacetophenone
1-(4-tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethanone
Ketone musk
1-(4-tert-butyl-2,6-dimethyl-3,5-dinitrophenyl)ethanon
Dinitro-tert-butylxylyl methyl ketone
MOSCHUS KETON
Ethanone, 1-[4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophenyl]-
Musk ketone
MFCD00024271
Acetyl-dinitro-butyl-xylene
1-[2,6-Dimethyl-4-(2-methyl-2-propanyl)-3,5-dinitrophenyl]ethanone

Biological Activity

[Description]:

Musk ketone (MK) is a widely used artificial fragrance. Musk ketone shows mutagenic and comutagenic effects in Hep G2 cells and induces neural stem cell proliferation and differentiation in cerebral ischemia via activation of the PI3K/Akt signaling pathway. In the brain, musk ketone is neuroprotective against stroke injury through inhibition of cell apoptosis[1][2][3].

[Related Catalog]:

Signaling Pathways >> Apoptosis >> Apoptosis

Signaling Pathways >> PI3K/Akt/mTOR >> PI3K

Signaling Pathways >> PI3K/Akt/mTOR >> Akt

Research Areas >> Neurological Disease

[References]

[1]. Yamagishi T, et al. Identification of musk xylene and musk ketone in freshwater fish collected from the Tama River, Tokyo. Bull Environ Contam Toxicol. 1981 May;26(5):656-62.

[2]. Mersch-Sundermann V, et al. Musk ketone enhances benzo(a)pyrene induced mutagenicity in human derived Hep G2 cells. Mutat Res. 2001 Aug 22;495(1-2):89-96.

[3]. Zhou Z, et al. Musk Ketone Induces Neural Stem Cell Proliferation and Differentiation in Cerebral Ischemia via Activation of the PI3K/Akt Signaling Pathway. Neuroscience. 2020 May 21;435:1-9.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
369.0±42.0 °C at 760 mmHg

[ Melting Point ]:
135-139 °C(lit.)

[ Molecular Formula ]:
C₁₄H₁₈N₂O₅

[ Molecular Weight ]:
294.30

[ Flash Point ]:
153.2±20.7 °C

[ Exact Mass ]:
294.121582

[ PSA ]:
108.71000

[ LogP ]:
3.86

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.548

[ Stability ]:
Stable. Incompatible with strong oxidizing agents, strong acids, strong bases.

[ Water Solubility ]:
Insoluble (

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KM5775841

CHEMICAL NAME :: Ethanone, 1-(4-(1,1-dimethylethyl)-2,6-dimethyl-3,5-dinitrophen yl)-

CAS REGISTRY NUMBER :: 81-14-1

BEILSTEIN REFERENCE NO. :: 2062638

LAST UPDATED :: 199712

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C14-H18-N2-O5

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

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

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 13,877,1975

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

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: >10 gm/kg

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

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 13,877,1975

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

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - rabbit

DOSE/DURATION :: 10 gm/kg

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

REFERENCE :: BECTA6 Bulletin of Environmental Contamination and Toxicology. (Springer-Verlag New York, Inc., Service Center, 44 Hartz Way, Secaucus, NJ 07094) V.1- 1966- Volume(issue)/page/year: 26,656,1981

Safety Information

[ Symbol ]:

GHS08, GHS09

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H351-H410

[ Precautionary Statements ]:
P273-P281-P501

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
F: Flammable;Xn: Harmful;

[ Risk Phrases ]:
R11

[ Safety Phrases ]:
S16-S36/37

[ RIDADR ]:
UN1648 3/PG 2

[ WGK Germany ]:
2

[ RTECS ]:
KM5775841

[ Hazard Class ]:
3.0

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Articles

Atmospheric pressure gas chromatography-time-of-flight-mass spectrometry (APGC-ToF-MS) for the determination of regulated and emerging contaminants in aqueous samples after stir bar sorptive extraction (SBSE).

Anal. Chim. Acta 851 , 1-13, (2014)

This work presents the development, optimization and validation of a multi-residue method for the simultaneous determination of 102 contaminants, including fragrances, UV filters, repellents, endocrin...

Non-animal photosafety screening for complex cosmetic ingredients with photochemical and photobiochemical assessment tools.

Regul Toxicol Pharmacol 72 , 578-85, (2015)

Previously, a non-animal screening approach was proposed for evaluating photosafety of cosmetic ingredients by means of in vitro photochemical and photobiochemical assays; however, complex cosmetic in...

On-line coupling of solid-phase extraction to gas chromatography-mass spectrometry to determine musk fragrances in wastewater.

J. Chromatogr. A. 1364 , 1-11, (2014)

An on-line coupling solid-phase extraction (SPE) has been developed for the first time to preconcentrate trace amounts of 17 musk fragrances extensively used in personal care products (6 polycyclic mu...