o-Methoxycinnamaldehyde

Modify Date: 2024-01-02 23:54:22

o-Methoxycinnamaldehyde Structure
o-Methoxycinnamaldehyde structure
Common Name o-Methoxycinnamaldehyde
CAS Number 1504-74-1 Molecular Weight 162.185
Density 1.1±0.1 g/cm3 Boiling Point 334.8±0.0 °C at 760 mmHg
Molecular Formula C10H10O2 Melting Point 44-48ºC
MSDS Chinese USA Flash Point 134.4±13.9 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of o-Methoxycinnamaldehyde


2-Methoxycinnamaldehyde (o-Methoxycinnamaldehyde) is a natural compound of Cinnamomum cassia, with antitumor activity[1][2][3]. 2-Methoxycinnamaldehyde inhibits proliferation and induces apoptosis by mitochondrial membrane potential (ΔΨm) loss, activation of both caspase-3 and caspase-9[2]. 2-Methoxycinnamaldehyde effectively inhibits platelet-derived growth factor (PDGF)-induced HASMC migration[3].

 Names

Name (E)-2-Methoxycinnamaldehyde
Synonym More Synonyms

 o-Methoxycinnamaldehyde Biological Activity

Description 2-Methoxycinnamaldehyde (o-Methoxycinnamaldehyde) is a natural compound of Cinnamomum cassia, with antitumor activity[1][2][3]. 2-Methoxycinnamaldehyde inhibits proliferation and induces apoptosis by mitochondrial membrane potential (ΔΨm) loss, activation of both caspase-3 and caspase-9[2]. 2-Methoxycinnamaldehyde effectively inhibits platelet-derived growth factor (PDGF)-induced HASMC migration[3].
Related Catalog
References

[1]. Wong HY, et al. Cinnamomum verum Component 2-Methoxycinnamaldehyde: A Novel Anticancer Agent with Both Anti-Topoisomerase I and II Activities in Human Lung Adenocarcinoma A549 Cells In Vitro and In Vivo. Phytother Res. 2016 Feb;30(2):331-40.

[2]. Liu YH, et al. Cinnamomum verum ingredient 2-methoxycinnamaldehyde: a new antiproliferative drug targeting topoisomerase I and II in human lung squamous cell carcinoma NCI-H520 cells. Eur J Cancer Prev. 2017 Jul;26(4):314-323.

[3]. Jin YH, et al. 2-Methoxycinnamaldehyde inhibits the TNF-α-induced proliferation and migration of human aortic smooth muscle cells. Int J Mol Med. 2017 Jan;39(1):191-198.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 334.8±0.0 °C at 760 mmHg
Melting Point 44-48ºC
Molecular Formula C10H10O2
Molecular Weight 162.185
Flash Point 134.4±13.9 °C
Exact Mass 162.068085
PSA 26.30000
LogP 2.13
Vapour Pressure 0.0±0.7 mmHg at 25°C
Index of Refraction 1.559

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GD6590000
CHEMICAL NAME :
Cinnamaldehyde, o-methoxy-
CAS REGISTRY NUMBER :
1504-74-1
BEILSTEIN REFERENCE NO. :
2436856
LAST UPDATED :
199712
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C10-H10-O2
MOLECULAR WEIGHT :
162.20
WISWESSER LINE NOTATION :
VH1U1R BO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
Standard Draize test
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>2 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :
Mutation in microorganisms
TEST SYSTEM :
Bacteria - Salmonella typhimurium
DOSE/DURATION :
333 ug/plate
REFERENCE :
ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 8(Suppl 7),1,1986

 Safety Information

Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Gloves
Hazard Codes Xi: Irritant;
Risk Phrases R36/37/38
Safety Phrases 26-37/39
RIDADR NONH for all modes of transport
WGK Germany 2
RTECS GD6590000
HS Code 2912499000

 Synthetic Route

 Customs

HS Code 2912499000
Summary 2912499000. other aldehyde-ethers, aldehyde-phenols and aldehydes with other oxygen function. VAT:17.0%. Tax rebate rate:9.0%. . MFN tariff:5.5%. General tariff:30.0%

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 Synonyms

MFCD00007001
3-(2-Methoxyphenyl)acrylaldehyde
2-Methoxycinnamaldehyde
(2E)-3-(2-Methoxyphenyl)acrylaldehyde
2-Propenal, 3- (2-methoxyphenyl)-
β-(o-Methoxyphenyl)acrolein
o-Methoxycinnamaldehyde
o-Methoxycinnamicaldehyde crystals
(2E)-3-(2-Methoxyphenyl)Prop-2-Enal
2-Propenal, 3-(2-methoxyphenyl)-, (2E)-
EINECS 216-131-3
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