3-(4-METHYLBENZYLIDENE)CAMPHOR Chemical Properties

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

BRN 

9213949

LogP

3.385 (est)

CAS DataBase Reference

36861-47-9(CAS DataBase Reference)

EPA Substance Registry System

Bicyclo[2.2.1]heptan-2-one, 1,7,7-trimethyl-3-[(4-methylphenyl)methylene]- (36861-47-9)

Safety Information

Hazard Codes 

Xn

Risk Statements 

63

Safety Statements 

22-24/25-36/37

WGK Germany 

2

TSCA 

Yes

HS Code 

2914399000

MSDS

• Language:English Provider:ALFA

3-(4-METHYLBENZYLIDENE)CAMPHOR Usage And Synthesis

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).

3-(4-METHYLBENZYLIDENE)CAMPHOR(36861-47-9)Related Product Information

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• Sodium 1-heptanesulfonate
• p-Toluic acid
• Benzyl bromide
• BENZYL GLYCIDYL ETHER
• N,N-Dimethylbenzylamine
• Camphor
• Benzyltriethylammonium chloride
• Benzyl chloride
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• Chalcone
• Toluene
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• alpha-Hexylcinnamaldehyde
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• Phenylacetone