(±)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on

Bezeichnung:(±)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on

CAS-Nr36861-47-9

Englisch Name:3-(4-METHYLBENZYLIDENE)CAMPHOR

CBNumberCB9366893

SummenformelC18H22O

Molgewicht254.37

MOL-Datei36861-47-9.mol

Synonyma

(±)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on

(±)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on physikalisch-chemischer Eigenschaften

Schmelzpunkt	66-68°C
Siedepunkt	198-200 °C
Dichte	1.064±0.06 g/cm3(Predicted)
RTECS-Nr.	DT5099565
storage temp.	Inert atmosphere,Room Temperature
Löslichkeit	insoluble in H2O; ≥10 mg/mL in DMSO; ≥111.2 mg/mL in EtOH
Aggregatzustand	Solid
Farbe	White to off-white
BRN	9213949
LogP	3.385 (est)
CAS Datenbank	36861-47-9(CAS DataBase Reference)
EPA chemische Informationen	Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]- (36861-47-9)

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	63
S-Sätze:	22-24/25-36/37
WGK Germany	2
TSCA	Yes
HS Code	2914399000

Gefahreninformationscode (GHS)

3-(4-METHYLBENZYLIDENE)CAMPHOR Chemische Eigenschaften,Einsatz,Produktion Methoden

S-Sätze Betriebsanweisung:
S22:Staub nicht einatmen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
Chemische Eigenschaften
White Solid
Verwenden
3-(4-Methylbenzyliden)camphor is an UV-B absorbing agent in sunscreen cosmetics of the type creams, lotions, lipsticks, sun oils, etc.
Verwenden
3-(4-Methylbenzylidene)camphor is an organic camphor derivative that is used in the cosmetic industry for its ability to protect the skin against UV, specifically UV B radiation. 4-Methylbenzylidene camphor(4-MBC) a UV-B ray filter, is an endocrine disruptors (ED).
Verwenden
4-(Methylbenzylidene)camphor (4-MBC), a UV-B ray filter, is an endocrine disruptors (ED).
Biologische Aktivität
4-methylbenzylidene camphor (4-mbc) is an ultraviolet light blocker used in cosmetics and sunscreen preparations that also has estrogenic activities.since the estrogen receptor (er) ligand type can influence transactivation, it is important to obtain information on molecular actions of nonclassical er agonists.
in vitro
previous results of competitive binding assays using cytosolic protein preparations from xenopus hepatocytes demonstrated that 4-mbc could weakly bind to the er. in addition, 4-mbc at a 100 micromol/l was not able to replace estradiol from the receptor completely [1].
in vivo
the estrogen target gene expression in uterus of long evans rats after exposure to 4-mbc was studied. results showed that 4-mbc could altere steady-state levels of mrnas encoding for er, progesterone receptor (pr), and androgen recepto in uterus of 12-wk-old offspring. to evaluate sensitivity to estradiol (e2), offspring were injected with e2, and killed 6 h later. acute up-regulation of pr and igf-i and down-regulation of er and androgen receptor by e2 were reduced in 4-mbc treated rats dose-dependently [2].
Einzelnachweise
[1] klann a, levy g, lutz i, müller c, kloas w, hildebrandt jp. estrogen-like effects of ultraviolet screen 3-(4-methylbenzylidene)-camphor (eusolex 6300) on cell proliferation and gene induction in mammalian and amphibian cells. environ res. 2005 mar;97(3):274-81.
[2] s. durrer, k. maerkel, m. schlumpf, et al. estrogen target gene regulation and coactivator expression in rat uterus after developmental exposure to the ultraviolet filter 4-methylbenzylidene camphor. endocrinology 146(5), 2130-2139 (2005).
[3] n. r. janjua, b. mogensen, a. m. andersson, et al. systemic absorption of the sunscreens benzophenone-3, octyl-methoxycinnamate, and 3-(4-methyl-benzylidene) camphor after whole-body topical application and reproductive hormone levels in humans. journal of investigative dermatology 123, 57-61(2004).

(±)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

36861-47-9, 3-(4-METHYLBENZYLIDENE)CAMPHOR Verwandte Suche:

Send Inquriy