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4-Hydroxy-3-methoxyzimtsure

Ferulic Acid Struktur
1135-24-6
CAS-Nr.
1135-24-6
Bezeichnung:
4-Hydroxy-3-methoxyzimtsure
Englisch Name:
Ferulic Acid
Synonyma:
Ferulate;4-HYDROXY-3-METHOXYCINNAMIC ACID;Ferulic;3-METHOXY-4-HYDROXYCINNAMIC ACID;erulic Acid;FERULLIC ACID;ferulaic acid;FERULIC ACID pure;TIMTEC-BB SBB000326;3-(4-HYDROXY-3-METHOXYPHENYL)ACRYLIC ACID
CBNumber:
CB0337151
Summenformel:
C10H10O4
Molgewicht:
194.18
MOL-Datei:
1135-24-6.mol

4-Hydroxy-3-methoxyzimtsure Eigenschaften

Schmelzpunkt:
168-172 °C(lit.)
Siedepunkt:
250.62°C (rough estimate)
Dichte
1.316(20.0000℃)
Dampfdruck
0Pa at 25℃
Brechungsindex
1.5168 (estimate)
storage temp. 
2-8°C
L?slichkeit
DMSO (Slightly), Methanol (Slightly)
Aggregatzustand
powder
pka
4.58±0.10(Predicted)
Farbe
slightly yellow
Wasserl?slichkeit
soluble
InChIKey
KSEBMYQBYZTDHS-HWKANZROSA-N
LogP
1.51
CAS Datenbank
1135-24-6(CAS DataBase Reference)
NIST chemische Informationen
Cinnamic acid, 4-hydroxy-3-methoxy-(1135-24-6)
EPA chemische Informationen
Ferulic acid (1135-24-6)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher Xi
R-S?tze: 36/37/38
S-S?tze: 26-36-37/39
WGK Germany  3
RTECS-Nr. UD3365500
HazardClass  IRRITANT
HS Code  29162090
Giftige Stoffe Daten 1135-24-6(Hazardous Substances Data)
Toxizit?t mouse,LD,intraperitoneal,> 350mg/kg (350mg/kg),BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY)BEHAVIORAL: ATAXIABEHAVIORAL: REGIDITY,Indian Journal of Pharmaceutical Sciences. Vol. 49, Pg. 77, 1987.
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Warnung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H315 Verursacht Hautreizungen. Hautreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P302+P352, P321,P332+P313, P362
H319 Verursacht schwere Augenreizung. Schwere Augenreizung Kategorie 2 Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" /> P264, P280, P305+P351+P338,P337+P313P
H335 Kann die Atemwege reizen. Spezifische Zielorgan-Toxizit?t (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen.

4-Hydroxy-3-methoxyzimtsure Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.

S-S?tze Betriebsanweisung:

S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.

Beschreibung

Ferulic acid is widely found in plants, especially in artichoke, eggplant and corn bran. In addition, it is also present in a variety of Chinese herbal medicines, such as angelica, dome, motherwort, snow ganoderma lucidum and so on.

Chemische Eigenschaften

Ferulic acid is a pale yellow solid, It belongs to the family of hydroxycinnamic acids. It is an abundant phenolic phytochemical found in plant cell wall components. Natural sources of ferulic acid are leaves and seeds of many plants, such as cereals, coffee, apples, artichokes, peanuts, oranges, pineapples and wine.

Physikalische Eigenschaften

Appearance: light yellow crystalline powder. Solubility: slightly soluble in cold water; soluble in hot water, with poor stability in aqueous solution; easily decomposed when encounter light; soluble in ethanol and ethyl acetate; slightly soluble in ether; insoluble in benzene and petroleum ether. Melting point: 170–173?°C.

History

Ferulic acid was first isolated from the medicinal plants ferulic in 1866. The biologi_x005fcal activity of ferulic acid was not revealed until 1957 when the pioneering study of Preziosi P in Italy showed for the first time the efficacy of ferulic acid in regulating blood lipids and diuretic . In 1979, Lin Mao and others isolated ferulic acid from the Chinese medicine angelica and reported that ferulic acid had the inhibitory effect on platelet aggregation . Since then, more and more medicinal efficacy of ferulic acid has gradually been recognized.

Verwenden

ferulic acid is a plant-derived anti-oxidant and free-radical scavenger, it protects the skin against uVB-induced redness. When incorporated into formulas with ascorbic acid and tocopherol, ferulic acid can improve their stability and double the photoprotection capacities offered by the formulation. In clinical studies, ferulic acid exhibits good permeation capacities through the stratum corneum, which can be attributed to its lipophilic properties.

Indications

This product is mainly used for the treatment of atherosclerosis, coronary heart disease and ischemic cerebrovascular disease.

Definition

A plant growth inhibitor.

Pharmakologie

Orally administered ferulic acid completely prevents the formation of skin tumors, reverts the status of phase I and phase II detoxication agents, lipid peroxidaton byproducts and antioxidants to near-normal ranges in 7,12-DMBA-treated mice (Alias et al., 2009). The observation demonstrate that orally administered ferulic acid has potent suppressive effects on cell proliferation during DMBA-induced skin carcinogenesis.
Ferulic acid also has the capacity to prevent UV-induced damage to cells. Ferulic acid is often added as an ingredient to anti-aging supplements. When ferulic acid was incorporated into a formulation of α-tocopherol and/or ascorbic acid, the topical delivery of the vitamins was improved. There was enhanced chemical stability and the photoprotection to solar-simulated irradiation doubled (Lin et al., 2005; Cassano et al., 2009). For example, Murray et al. (2008) applied a stable topical formulation (containing 1% α-tocopherol, 15% L-ascorbic acid, and 0.5% ferulic acid) to normalappearing human skin and a pig skin model. These were then irradiated with solar-simulated UV. The results showed the complex of antioxidants provided substantial UV photoprotection against erythema, sunburnt cells, thymine dimmers, p53 as well as UV-induced cytokine formation including IL-1α, IL-6, IL-8, and IL-10, and TNF-α (Murray et al., 2008).

Clinical Use

At present, there are sodium ferulate tablets and ferulic acid injection used in clinic. Sodium ferulate tablets are mainly used for the adjuvant therapy of atherosclerosis, coronary heart disease, cerebrovascular disease, glomerular disease, pulmonary hypertension, diabetic vascular disease, vasculitis and other vascular disorders. Ferulic acid can also be used for the treatment of migraine headache and vascular headache. Ferulic acid injection is mainly used for the treatment of ischemic cardiovascular and cerebrovascular disease. In addition, sodium ferulate combined with atorvastatin can be used for the treatment of pulmonary hypertension, diabetic nephropathy and chronic glomerulonephritis in clinic .
Ferulic acid is also used in combination with other drugs to treat other diseases.

Nebenwirkungen

Ferulic acid serums and creams are generally safe for most skin types. However, it's not safe for everyone.
Sensitive skin. This can cause: Mild redness, Irritation.
Allergic to bran or oatmeal. People may also have an allergy to ferulic acid serums derived from bran or oats. Symptoms tend to be mild and may include: Redness, Swelling, Itching, Rash, and Peeling.

l?uterung methode

Crystallise ferulic acid from H2O. [Beilstein 10 H 436, 10 IV 1776.]

4-Hydroxy-3-methoxyzimtsure Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


4-Hydroxy-3-methoxyzimtsure Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

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1135-24-6(4-Hydroxy-3-methoxyzimtsure)Verwandte Suche:


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