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ChemicalBook--->CAS DataBase List--->36861-47-9

36861-47-9

36861-47-9 Structure

36861-47-9 Structure
IdentificationMore
[Name]

3-(4'-Methylbenzylidene)camphor
[CAS]

36861-47-9
[Synonyms]

3-(4-METHYLBENZYLIDEN)CAMPHOR
3-(4'-METHYL)BENZYLIDENE-BORNAN-2-ONE
3-(4-METHYLZYLIDENE)-BRONAN-2-ONE
3-(4-METHYLZYLIDENE)CAMPHOR
(3e)-1,7,7-trimethyl-3-[(4-methylphenyl)methylidene]bicyclo[2.2.1]heptan-2-one
4-METHYLBENZYLIDENE CAMPHOR
EUSOLEX 6300
EUSOLEX(R) 6300
NEO HELIOPAN MBC
PARSOL 5000
1,7,7-trimethyl-3-[(4-methylphenyl)methylene]-Bicyclo[2.2.1]heptan-2-one
3-(4-Methylbenzylidene)-camphor, 99+%
Bicyclo2.2.1heptan-2-one, 1,7,7-trimethyl-3-(4-methylphenyl)methylene-
4''-METHYLBENZYLIDENE CAMPHOR(MBC 95)
NEO-HELIOPAN
METHYLBENZYLIDENECAMPHOR
MEXORYLSD
3-(4-METHYLBENZYLIDINE)CAMPHOR
(+-)-1,7,7-Trimethyl-3-[(4-methylphenyl)methylen]bicyclo[2.2.1]heptan-2-on
Contralum 6300
[EINECS(EC#)]

253-242-6
[Molecular Formula]

C18H22O
[MDL Number]

MFCD00214072
[Molecular Weight]

254.37
[MOL File]

36861-47-9.mol
Chemical PropertiesBack Directory
[Melting point ]

66-68°C
[Boiling point ]

198-200 °C
[density ]

1.064±0.06 g/cm3(Predicted)
[RTECS ]

DT5099565
[storage temp. ]

Inert atmosphere,Room Temperature
[solubility ]

insoluble in H2O; ≥10 mg/mL in DMSO; ≥111.2 mg/mL in EtOH
[form ]

neat
[color ]

White to off-white
[BRN ]

9213949
[LogP]

3.385 (est)
[CAS DataBase Reference]

36861-47-9(CAS DataBase Reference)
[EPA Substance Registry System]

36861-47-9(EPA Substance)
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

63
[Safety Statements ]

S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes .
[WGK Germany ]

2
[TSCA ]

Yes
[HS Code ]

2914399000
Hazard InformationBack Directory
[Chemical Properties]

White Solid
[Uses]

3-(4-Methylbenzyliden)camphor is an UV-B absorbing agent in sunscreen cosmetics of the type creams, lotions, lipsticks, sun oils, etc.
[Uses]

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).
[Uses]

4-(Methylbenzylidene)camphor (4-MBC), a UV-B ray filter, is an endocrine disruptors (ED).
[Biological Activity]

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].
[References]

[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).
Spectrum DetailBack Directory
[Spectrum Detail]

3-(4-METHYLBENZYLIDENE)CAMPHOR(36861-47-9)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

3-(4-Methylbenzylidene)camphor, 99+%(36861-47-9)
[Sigma Aldrich]

36861-47-9(sigmaaldrich)
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