4-Methoxycinnamic acid

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Names

[ CAS No. ]:
830-09-1

[ Name ]:
4-Methoxycinnamic acid

[Synonym ]:
3-(4-Methoxy-phenyl)-acrylic acid
trans-4-Methoxycinnamic acid
4-MeOC6H4CH=CHCOOH
4-methoxycinnamate
RARECHEM BK HC T257
2-Propenoic acid, 3-(4-methoxyphenyl)-, (2E)-
2-Propenoic acid, 3- (4-methoxyphenyl)-
(E)-3-(4-methoxyphenyl)acrylic acid
4-Methoxy-(2E)-cinnamic acid
4-Methoxyciamic acid
p-coumaric acid methyl ether
(2E)-3-(4-methoxyphenyl)prop-2-enoic acid
UNII-6G4ML8401A
(E)-p-methoxycinnamic acid
4-Methoxycinnamic acid
(2E)-3-(4-Methoxyphenyl)acrylic acid
4-methoxy-(E)-cinnamic acid
EINECS 213-405-4
(E)-3-(4-Methoxyphenyl)acrylate
para-methoxycinnamic acid
PMCA
MFCD00004398
(2E)-3-(4-Methoxyphenyl)-2-propenoic acid
para-methoxycinnamate

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
342.6±17.0 °C at 760 mmHg

[ Melting Point ]:
173.5 °C(lit.)

[ Molecular Formula ]:
C10H10O3

[ Molecular Weight ]:
178.185

[ Flash Point ]:
138.6±14.4 °C

[ Exact Mass ]:
178.062988

[ PSA ]:
46.53000

[ LogP ]:
2.36

[ Vapour Pressure ]:
0.0±0.8 mmHg at 25°C

[ Index of Refraction ]:
1.591

[ Storage condition ]:
Refrigerator

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UD3391300
CHEMICAL NAME :
2-Propenoic acid, 3-(4-methoxyphenyl)-
CAS REGISTRY NUMBER :
830-09-1
LAST UPDATED :
199701
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C10-H10-O3
MOLECULAR WEIGHT :
178.20

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD - Lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>1300 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Behavioral - ataxia Behavioral - rigidity (including catalepsy)
REFERENCE :
IJSIDW Indian Journal of Pharmaceutical Sciences. (Kalina, Santa Cruz (East), Bombay 400 029, India) V.40(2)- 1978- Volume(issue)/page/year: 49,77,1987

Safety Information

[ Symbol ]:

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 ]:
S26-S37/39

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ RTECS ]:
UD3391300

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • 4-Iodoanisole
  • Acrylic acid
  • 4-Bromoanisole
  • 1,3,2-Dioxaborinane, 2-[(1E)-2-(4-methoxyphenyl)ethenyl]-5,5-dimethyl
  • Carbon dioxide
  • 4-Methoxybenzaldehyde
  • acetic acid
  • Malonic acid
  • acrylic acid methyl ester
  • METHYL 4-METHOXYCINNAMATE

DownStream

  • (+/-)-7-hydroxy-4-(4'-methoxyphenyl)-3,4-dihydrocoumarin
  • p-Anisic acid
  • 4-Methoxybenzaldehyde
  • Desaminotyrosine
  • (E)-3-(4-Methoxyphenyl)acrylic acid
  • 2-Propynoic acid,3-(4-methoxyphenyl)-
  • 4-Methoxystyrene
  • Carbon dioxide
  • 3-(4-METHOXYPHENYL)PROPIONAMIDE
  • 3-(4-Methoxyphenyl)propanal

Articles

A metabolite profiling approach to identify biomarkers of flavonoid intake in humans.

J. Nucl. Med. 139 , 2309-14, (2009)

Flavonoids are phytochemicals that are widespread in the human diet. Despite limitations in their bioavailability, experimental and epidemiological data suggest health benefits of flavonoid consumptio...

Structure-activity relationships of 1'S-1'-acetoxychavicol acetate for inhibitory effect on NO production in lipopolysaccharide-activated mouse peritoneal macrophages.

Bioorg. Med. Chem. Lett. 15 , 1949-53, (2005)

1'S-1'-Acetoxychavicol acetate from the rhizomes of Alpinia galanga inhibited nitric oxide (NO) production in lipopolysaccharide-activated mouse peritoneal macrophages with an IC(50) value of 2.3 micr...

Structure-activity relationships of trans-substituted-propenoic acid derivatives on the nicotinic acid receptor HCA2 (GPR109A).

Bioorg. Med. Chem. Lett. 21 , 2736-9, (2011)

Nicotinic acid (niacin) has been used for decades as an antidyslipidemic drug in man. Its main target is the hydroxy-carboxylic acid receptor HCA2 (GPR109A), a G protein-coupled receptor. Other acids ...


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Related Compounds

  • 4-Methoxycinnamic acid
  • α-CYANO-4-METHOXYCINNAMIC ACID
  • 3-BROMO-4-METHOXYCINNAMIC ACID
  • α-cyano-4-methoxycinnamic acid
  • 4-methoxycinnamic acid chloride
  • 4-Methoxycinnamic acid chloride
  • Pyridine, 2-(4-bromo-2-fluorophenoxy)-6-chloro-
  • 6-chloro-N-((6-methoxypyridin-3-yl)methyl)pyridazin-3-amine
  • 6-chloro-N-(4-methylcyclohexyl)pyrimidin-4-amine
  • 4-((Benzyloxy)carbonyl)-3,4-dihydro-2H-benzo[b][1,4]oxazine-2-carboxylic acid
  • Methyl 3-({6-ethylthieno[2,3-d]pyrimidin-4-yl}amino)propanoate
  • 4-fluoro-N-(2-methoxyethyl)-N-methylbenzenesulfonamide
  • Methyl 1-[(pyridin-3-yl)methyl]piperidine-4-carboxylate
  • Ethyl 4-(3-pyridinylmethyl)-1-piperazinecarboxylate
  • N-methyl-1-(tetrahydrothiophen-3-yl)methanamine
  • 4-Chloro-2-(2-methoxyethoxy)benzoic acid