3-Methylcyclopentadecan-1-on

Bezeichnung:3-Methylcyclopentadecan-1-on

CAS-Nr541-91-3

Englisch Name:Muscone

CBNumberCB1378768

SummenformelC16H30O

Molgewicht238.41

MOL-Datei541-91-3.mol

Synonyma

3-Methylcyclopentadecan-1-on

3-Methylcyclopentadecan-1-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	-15°C(lit.)
Siedepunkt	95°C/0.1mmHg(lit.)
Dichte	0.9221
Dampfdruck	0.041Pa at 25℃
Brechungsindex	1.4770 to 1.4810
RTECS-Nr.	GY0950000
FEMA	3434 \| 3-METHYL-1-CYCLOPENTADECANONE
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	Chloroform, Methanol (Sparingly)
Aggregatzustand	Colorless oil.
Farbe	Colourless
Geruch (Odor)	at 10.00 % in dipropylene glycol. sweet musk animal powdery fatty natural
Geruchsart	musk
Wasserlöslichkeit	430μg/L at 20℃
maximale Wellenlänge (λmax)	285nm(EtOH)(lit.)
JECFA Number	1402
Merck	14,6313
LogP	6.06 at 25℃
CAS Datenbank	541-91-3(CAS DataBase Reference)
NIST chemische Informationen	Cyclopentadecanone, 3-methyl-(541-91-3)
EPA chemische Informationen	Cyclopentadecanone, 3-methyl- (541-91-3)

Sicherheit

TSCA	Yes
HS Code	2914.29.5000
Giftige Stoffe Daten	541-91-3(Hazardous Substances Data)

Gefahreninformationscode (GHS)

Muscone Chemische Eigenschaften,Einsatz,Produktion Methoden

Chemische Eigenschaften
3-Methyl-1-cyclopentadecanone has a soft, sweet, tenacious, musky odor.
Chemische Eigenschaften
Musk is secreted exclusively by the male animals of Moschus moschiferus, a wild deer living in themountains of Nepal,Tibet, and Mongolia.Thelight yellow secretion with a salve consistency accumulates in the abdominal pouch and probably serves to attract the females. When the pouch is dried, the secretion solidifies to form a brittle, brown mass with a characteristic odor. Since several Moschus species occur, large variations exist in the quality and specifications of musk. Hunting of the animals has been prohibited; therefore, only small quantities ofmusk are occasionally offered at extremely high prices. In the United States and Europe, naturalmusk is no longer used as a fragrance ingredient.
Chemische Eigenschaften
Colorless oily liquid
Chemische Eigenschaften
Muscone is an odoriferous constituent of natural musk. It is a colorless liquid with very soft, sweet, musky odor and a perfumery, animal tonality.Numerous syntheses have been developed for its preparation including enantioselective methods to obtain the naturally occurring (3R)-enantiomer (l-muscone,. Because of its excellent stability, it can be used in awide range of products to give elegant,warm, animal notes. It is important for the reconstitution of naturalmusk.
Occurrence
Reported found in natural musk
Verwenden
Muscone protects PC12 cells against glutamate-induced apoptosis.
synthetische
From condensation of dodecamethyl-ene-α,ω-dimethylketone hexadecane.
Aroma threshold values
Detection: 9.8 ppb
Synthesis Reference(s)
The Journal of Organic Chemistry, 45, p. 1906, 1980 DOI: 10.1021/jo01298a029
Tetrahedron Letters, 17, p. 2617, 1976
Flammability and Explosibility
Not classified
Biologische Aktivität
muscone is a potent anti-inflammatory agent, which has been implicated in reducing proinflammatory cytokines and end-plate degeneration [1]. muscone is a territorial releaser pheromone in moschus moschiferus. muscone is not produced by humans. muscone is animal pheromone with no effects on humans comparable to those of androstadienone [2]. (±)-muscone is an odoriferous constituent of musk, a glandular secretion originally collected from the male musk deer [3].
Sicherheitsprofil
Low oral and skin contact toxicity. A skin irritant. A flammable liquid. When heated to decomposition it emits acrid smoke and irritating fumes.
in vitro
muscone reversed il-1β-induced upregulation of il-1β, tumor necrosis factor α, cyclooxygenase 2, inducible nitric oxide synthase, matrix metalloproteinase 13, aggrecanase 2, and nitric oxide and downregulation of col2α1 and aggrecan. in end-plate cartilage cultures, pretreatment with muscone (6.25, 12.5, 25 μmol/l) inhibited the il-1β-induced phosphorylation of extracellular signal-regulated kinases 1/2 and c-jun n-terminal kinase in a dose-dependent manner [1].
in vivo
in a rat model with induced intervertebral disc degeneration, muscone inhibited the expression of prostaglandin e2, 6-keto-prostaglandin f1α, il-1β, and tumor necrosis factor α and recovered the structural distortion of the degenerative disc [1].
Einzelnachweise
[1] liang q q, zhang m, zhou q, et al. muscone protects vertebral end-plate degeneration by antiinflammatory property[j]. clinical orthopaedics and related research, 2010, 468(6): 1600-1610.
[2] jacob s, garcia s, hayreh d, et al. psychological effects of musky compounds: comparison of androstadienone with androstenol and muscone[j]. hormones and behavior, 2002, 42(3): 274-283.
[3] fujimoto, s. ,yoshikawa, k.,itoh, m., et al. synthesis of (r)- and (s)- muscone. bioscience, biotechnology, and biochemistry 66(6), 1389-1392 (2002).

Muscone Upstream-Materialien And Downstream Produkte

3-Methylcyclopentadecan-1-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

541-91-3, Muscone Verwandte Suche:

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