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General Material Information

Preferred name ortho-methoxycinnamaldehyde
Trivial Name 2-Methoxycinnamaldehyde
Short Description o-methoxycinnamaldehyde
Formula C10 H10 O2
CAS Number 1504-74-1
FEMA Number 3181
Flavis Number 5.048
ECHA Number 216-131-3
FDA UNII 4940G3R6HE
Beilstein Number 2436856
MDL MFCD00007001
COE Number 571
Bio Activity Summary External link
NMR Predictor External link
JECFA Food Flavoring 688 o-methoxycinnamaldehyde
FDA Patent No longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm 1504-74-1 ; O-METHOXYCINNAMALDEHYDE
Synonyms
  • cinnamaldehyde, 2-methoxy-
  • cinnamaldehyde, o-methoxy-
  • o- methoxy cinnamaldehyde
  • o- methoxy cinnamic aldehyde
  • o- methoxy cinnamic aldehyde mixture in cinnamic aldehyde
  • ortho- methoxy cinnamic aldehyde natural
  • methoxy cinnamic aldehyde ortho / cinnamic aldehyde 50% blend
  • methoxy cinnamic aldehyde ortho crystals natural
  • o- methoxy cinnamic aldehyde, natural
  • o- methoxy-cinnamaldehyde
  • ortho- methoxy-cinnamaldehyde
  • 3-(2-methoxy-phenyl)-propenal
  • 2-methoxycinnamaldehyde
  • 2'- methoxycinnamaldehyde
  • o- methoxycinnamaldehyde
  • methoxycinnamaldehyde, o-
  • nat.o- methoxycinnamalhyde
  • o- methoxycinnamic aldehyde
  • ortho- methoxycinnamic aldehyde
  • o- methoxycinnamic aldehyde natural
  • beta-ortho- methoxyphenyl acrolein
  • 3-o- methoxyphenyl-2-propenal
  • 3-ortho- methoxyphenyl-2-propenal
  • beta-(ortho- methoxyphenyl) acrolein
  • 3-(2-methoxyphenyl)-2-propenal
  • beta-(o- methoxyphenyl)acrolein
  • 3-(2-methoxyphenyl)acrylaldehyde
  • 3-(2-methoxyphenyl)prop-2-enal
  • beta-o- methoxyphenylacrolein
  • 2-propenal, 3-(2-methoxyphenyl)-
  • 3-(2-methoxyphenyl)prop-2-enal
  • 2-Propenal, 3-(2-methoxyphenyl)-
  • 3-(2-Methoxyphenyl)-2-propenal
  • o-Methoxycinnamaldehyde
  • 2-Methoxycinnamaldehyde
  • o-Methoxycinnamic aldehyde
  • NSC 114599
  • 3-(2-Methoxyphenyl)propenal
  • 3-(2-Methoxyphenyl)acrylaldehyde
  • o-Methoxyzimtaldehyde

US / EU / FDA / JECFA / FEMA / Scholar / Patents

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Literature & References

3-(2-methoxyphenyl)prop-2-enal
NIST Chemistry WebBook:Search Inchi
Canada Domestic Sub. List:1504-74-1
Pubchem (cid):15173
Pubchem (sid):134979025
Publications by PubMed
A new coumarin and cytotoxic activities of constituents from Cinnamomum cassia.
Identification of toxicants in cinnamon-flavored electronic cigarette refill fluids.
Identification of Toxicants in Cinnamon-Flavored Electronic Cigarette Refill Fluids.
2-methoxycinnamaldehyde from Cinnamomum cassia reduces rat myocardial ischemia and reperfusion injury in vivo due to HO-1 induction.
Proton pumping ATPase mediated fungicidal activity of two essential oil components.
2-Methoxycinnamaldehyde inhibits tumor angiogenesis by suppressing Tie2 activation.
[Chemical constituents from roots of Andrographis paniculata].
Platelet anti-aggregation activities of compounds from Cinnamomum cassia.
Pressurized liquid extraction and GC-MS analysis for simultaneous determination of seven components in Cinnamomum cassia and the effect of sample preparation.
Aldehydic components of cinnamon bark extract suppresses RANKL-induced osteoclastogenesis through NFATc1 downregulation.
2-methoxycinnamaldehyde reduces IL-1beta-induced prostaglandin production in rat cerebral endothelial cells.
[Effect of 2-methoxycinnamaldehyde on activity of COX and PGE2 release in cerebral microvascular endothelial cells stimulated by IL-1].
Potentiation of antifungal activity of amphotericin B by essential oil from Cinnamomum cassia.
Cinnamaldehyde and 2-methoxycinnamaldehyde as NF-kappaB inhibitors from Cinnamomum cassia.
Distribution of MCA-coated grits in maize fields after high wheel tractor application for disrupting orientation of Diabrotica virgifera virgifera LeConte.
Comparison of adult corn rootworm (Coleoptera: Chrysomelidae) sampling methods.
Bioactive aromatic compounds from leaves and stems of Vanilla fragrans.
Control of Aspergillus flavus in maize with plant essential oils and their components.
Metabolism of the cinnamon constituent o-methoxycinnamaldehyde in the rat.

Other Information

(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):HMDB33830
FooDB:FDB011997
Export Tariff Code:2912.49.2000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 162.18809509277
Melting Point 44 to 48°C @ 760 mm Hg
Boiling Point 160 to 161°C @ 12 mm Hg
Acid Value 5 max KOH/g
Vapor Pressure 0.000125 mmHg @ 25 °C
Flash Point TCC Value 133.89 °C TCC
logP (o/w) 2.37 est
Solubility
alcohol Yes
water, very slightly Yes
water, 1598 mg/L @ 25 °C (est) Yes
water No

Organoleptic Properties

Odor Type: Spicy
sweet, cinnamon, cassia, oily, woody, paper, cinnamyl, spicy, resinous
Odor strength medium
Substantivity 48 hour(s) at 100.00 %
Luebke, William tgsc, (1985) At 100.00 %. sweet cinnamon cassia oily woody paper
Mosciano, Gerard P&F 26, No. 3, 80, (2001) At 5.00 %. Sweet, cinnamic, spicy, slightly woody and resinous nuances
Flavor Type: Spicy
sweet, spicy, woody, cinnamon, medicinal, phenolic
Mosciano, Gerard P&F 26, No. 3, 80, (2001) At 5.00 - 25.00 ppm. Sweet, spicy, woody, cinnamon bark with medicinal and phenolic nuances

Occurrences

Safety Information

Safety information

Preferred SDS: View
European information :
Most important hazard(s):
Xi - Irritant
R 36/38 - Irritating to skin and eyes.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S 36 - Wear suitable protective clothing.
Hazards identification
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
Pictogram
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Human Experience:
4 % solution: no irritation or sensitization.
Oral/Parenteral Toxicity:
oral-mouse LD50 > 2000 mg/kg
Japanese Kokai Tokyo Koho Patents. Vol. #92-360829

oral-rat LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 845, 1975.

Dermal Toxicity:
skin-rabbit LD50 > 5000 mg/kg
Food and Cosmetics Toxicology. Vol. 13, Pg. 845, 1975.

Inhalation Toxicity:
Not determined

Safety in use information

Category:
flavor and fragrance agents
RIFM Fragrance Material Safety Assessment: Search
IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice
IFRA Critical Effect:
Dermal sensitization
View the IFRA Standard
View IFRA Standards Library for complete information.
Please review Amendment 49 IFRA documentation for complete information.
IFRA RESTRICTION LIMITS IN THE FINISHED PRODUCT (%):
Category 1: Products applied to the lips
0.077 %
Category 2: Products applied to the axillae
0.023 %
Category 3: Products applied to the face/body using fingertips
0.46 %
Category 4: Products related to fine fragrance
0.43 %
Category 5: Products applied to the face and body using the hands (palms), primarily leave-on
Category 5A: Body lotion products applied to the body using the hands (palms), primarily leave-on
0.11 %
Category 5B: Face moisturizer products applied to the face using the hands (palms), primarily leave-on
0.11 %
Category 5C: Hand cream products applied to the hands using the hands (palms), primarily leave-on
0.11 %
Category 5D: Baby Creams, baby Oils and baby talc
0.11 %
Category 6: Products with oral and lip exposure
0.25 %
Category 7: Products applied to the hair with some hand contact
Category 7A: Rinse-off products applied to the hair with some hand contact
0.88 %
Category 7B: Leave-on products applied to the hair with some hand contact
0.88 %
Category 8: Products with significant anogenital exposure
0.045 %
Category 9: Products with body and hand exposure, primarily rinse off
0.84 %
Category 10: Household care products with mostly hand contact
Category 10A: Household care excluding aerosol products (excluding aerosol/spray products)
3.00 %
Category 10B: Household aerosol/spray products
3.00 %
Category 11: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate
Category 11A: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
1.70 %
Category 11B: Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
1.70 %
Category 12: Products not intended for direct skin contact, minimal or insignificant transfer to skin
No Restriction
Notes:
IFRA FLAVOR REQUIREMENTS:

Due to the possible ingestion of small amounts of fragrance ingredients from their use in products in Categories 1 and 6, materials must not only comply with IFRA Standards but must also be recognized as safe as a flavoring ingredient as defined by the IOFI Code of Practice (www.iofi.org). For more details see chapter 1 of the Guidance for the use of IFRA Standards.

Maximised Survey-derived Daily Intakes (MSDI-EU): 0.49 (μg/capita/day)
Maximised Survey-derived Daily Intakes (MSDI-USA): 71.00 (μg/capita/day)
Structure Class: I
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 4
Click here to view publication 4
average usual ppmaverage maximum ppm
baked goods: -40.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: -450.00000
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: --
fish products: --
frozen dairy: --
fruit ices: --
gelatins / puddings: --
granulated sugar: --
gravies: --
hard candy: -30.00000
imitation dairy: --
instant coffee / tea: --
jams / jellies: --
meat products: --
milk products: --
nut products: --
other grains: --
poultry: --
processed fruits: --
processed vegetables: --
reconstituted vegetables: --
seasonings / flavors: --
snack foods: --
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --

Safety references

European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...

European Food Safety Authority (EFSA) reference(s):

Flavouring Group Evaluation 214: alpha,beta-Unsaturated aldehydes and precursors from chemical subgroup 3.1 of FGE.19: Cinnamyl derivatives[1]
View page or View pdf

Scientific Opinion on Flavouring Group Evaluation 68 (FGE.68): Consideration of cinnamyl alcohol and related flavouring agents evaluated by JECFA (55th meeting) evaluated by EFSA in FGE.15Rev1 (2008)
View page or View pdf

EPI System: View
Chemical Carcinogenesis Research Information System:Search
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):1504-74-1
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :15173
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:2
3-(2-methoxyphenyl)prop-2-enal
Chemidplus:29283147
EPA/NOAA CAMEO:hazardous materials
RTECS:GD6590000 for cas# 1504-74-1