S-Allylacrylo-1-sulfinothioat

Allicin Struktur
539-86-6
CAS-Nr.
539-86-6
Bezeichnung:
S-Allylacrylo-1-sulfinothioat
Englisch Name:
Allicin
Synonyma:
garlic meal;ALLICIN;AlliMed;alliosan;Allitrid;C6H10S2O;Allisatin;ARICINE(P);ALLICIN(SH);Allicin 10%
CBNumber:
CB8466037
Summenformel:
C6H10OS2
Molgewicht:
162.27
MOL-Datei:
539-86-6.mol

S-Allylacrylo-1-sulfinothioat Eigenschaften

Schmelzpunkt:
25°C
Siedepunkt:
259°C (rough estimate)
Dichte
d420 1.112
Brechungsindex
nD20 1.561
storage temp. 
4°C, away from moisture and light
Löslichkeit
DMSO : 5 mg/mL (30.81 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
Aggregatzustand
liquid
Wasserlöslichkeit
24g/L(10 ºC)
InChI
InChI=1S/C6H10OS2/c1-3-5-8-9(7)6-4-2/h3-4H,1-2,5-6H2
InChIKey
JDLKFOPOAOFWQN-UHFFFAOYSA-N
SMILES
C(S(SCC=C)=O)C=C
LogP
1.133 (est)
Sicherheit
  • Risiko- und Sicherheitserklärung
  • Gefahreninformationscode (GHS)
HS Code  29329990
Toxizität LD50 in mice (mg/kg): 60 i.v.; 120 s.c. (Cavallito, Bailey)
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-Toxizität (einmalige Exposition) Kategorie 3 (Atemwegsreizung) Warnung GHS hazard pictogramssrc="/GHS07.jpg" width="20" height="20" />
Sicherheit
P264 Nach Gebrauch gründlich waschen.
P264 Nach Gebrauch gründlich waschen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P302+P352 BEI BERÜHRUNG MIT DER HAUT: Mit viel Wasser/... (Hersteller kann, falls zweckmäßig, ein Reinigungsmittel angeben oder, wenn Wasser eindeutig ungeeignet ist, ein alternatives Mittel empfehlen) waschen.
P305+P351+P338 BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach Möglichkeit entfernen. Weiter spülen.
P321 Besondere Behandlung
P332+P313 Bei Hautreizung: Ärztlichen Rat einholen/ärztliche Hilfe hinzuziehen.
P362 Kontaminierte Kleidung ausziehen und vor erneutem Tragen waschen.

S-Allylacrylo-1-sulfinothioat Chemische Eigenschaften,Einsatz,Produktion Methoden

Beschreibung

Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible of the characteristical fiavour of the bulbs.

Chemische Eigenschaften

Light yellow oily liquid

Physikalische Eigenschaften

Appearance: Light yellow powder or light yellow oily liquid, with strong irritating odor. Unstable and light, heat, and organic solvents will easily degrade it into a variety of sulfur-containing organic compounds. Solubility: Its solubility is about 2.5% in the 10?°C water. Soluble in ethanol, ether, benzene, and other organic solvents. Boiling point: 80–85?°C (0.2?kPa). Relative density of d20?=?1.112; refractive index nD 20 ?=?1.561.

History

As the main active substance of garlic, garlic was separated by Cavallito and Bailey in 1944 from crushed garlic. Cavallito firstly clarified the physical properties and chemical structure of the scent of garlic.
Fresh garlic does not contain free allicin but only its precursor material alliin. When the garlic undergoes physical mechanical crushing, garlic alliinase is activated and catalyzes the breakdown of alliin into allicin.
The reported preparation methods of allicin contain extraction, biosynthesis, and chemical synthesis. Chemical synthesis starts from raw material of diallyldisulfides, m-chloroperoxy benzoic acid to get crude allicin. According to the United States patent report, biosynthesis preparation of allicin comes from natural sources or synthetic, after it is made into a certain concentration of aqueous solution, it is converted into allicin by reaction with alliinase. Extraction of allicin with low boiling nonpolar solvent can acquire pure allicin, but it must be stored at ?70?°C to prevent from decomposing.

Verwenden

Allicin is naturally formed by the action of the enzyme allicinase on alliin when the tissue of the garlic bulb is disrupted. Allicin shows antibacterial activity.

Indications

This product conforms to the national standards for chemical drugs. The current clinical used forms are allicin injection, garlic instant kelp capsule, etc. It is used clinically mainly for anti-pathogenic microbial infection, anti-tumor, and anti-dilation of blood vessels. It could also be used for the treatment of periodontitis and ulcerative colitis.

Definition

An antibacterial substance extracted from garlic (allium).

Kontakt-Allergie

Allicin is one of the major allergens in garlic (Allium sativum L.). It is responsible for the characteristic flavor of the bulbs and has immunomodulating and antibacterial properties.

Pharmakologie

Allicin has a broad spectrum of pharmacological activities, such as antibacterial, antiviral, anticancer, decreasing the blood pressure, and inhibition of platelet aggregation.
2. The Effect on Heart and Cerebral Vessels Allicin exerts a protective effect on the heart and cerebral vessels through reducing plasma total cholesterol, lowering blood pressure, inhibition of platelet activity, and reducing hematocrit and blood viscosity. Allicin increases the activity of inducible nitric oxide synthetase (iNOS) and boosts the NO level, which results in the vasodilation. In vitro study also found that allicin’s vasodilation is related to NO, and allicin can improve the level of iNOS and NO in platelet and placental villi as well as choriocarcinoma. In addition, allicin administration effectively reverses hyperlipidemia and atherosclerosis, inhibits lipid peroxidation, and reduces the level of glutathione decomposition and superoxide dismutase and peroxidase activity in high cholesterol-fed rats.
3. Anticancer Allyl sulfide, the active ingredient of allicin, shows anticancer effect. Epidemiological investigation and experimental studies have shown that allicin has a significant inhibitory effect on gastric, colon, liver, and lung cancers. Experimental results show that allicin improves the cellular immune function of cancer patients. Alliin is the precursor of allicin, which also has significant antitumor activity. In the 1980s, it was found that the growth of S180 tumor in mice was significantly inhibited by alliin injection or garlic thionine. Meanwhile, alliin could selectively inhibit the reduction synthesis of reduced glutathione (GSH)-dependent prostaglandin E2?in gland cells.

Anticancer Research

For allicin, a reduction of tumoral cell proliferation was reported by Misharina et al.(2013).

Clinical Use

Allicin shows inhibitory effects on infections caused by bacteria, fungi, and virus. Clinical studies reported that allicin has cured 23 Candida albicans-infected patients . Combining allicin with surgery had cured ten patients with maxillary sinus aspergillosis. Good results for the treatment of chronic gastritis, peptic ulcer, chronic colitis, and fatty liver were achieved after allicin administration. Allicin is also capable of eliminating oxygen free radical ion. In addition, allicin can reduce the nitrite- and nitrate-reducing bacteria, and taking garlic could benefit chronic symptoms in stomach, such as stomach discomfort, fullness pain, acid reflux, heating, burning and loss of appetite, and so on.

S-Allylacrylo-1-sulfinothioat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


S-Allylacrylo-1-sulfinothioat Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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539-86-6(S-Allylacrylo-1-sulfinothioat)Verwandte Suche:


  • 2-propene-1-sulfinothioicacid,s-2-propenylester
  • alliosan
  • ALLICIN
  • ALLICIN(SH)
  • ARICINE(P)
  • Dianyctrsnlgide
  • Allisatin
  • DIALLYLTHIOSULPHINATE
  • DIALLYLDISULPHIDE-OXIDE
  • Allantolin Allicin
  • S-Allyl acrylo-1-sulphinothioate
  • Allitrid
  • 2-Propene-1-sulfinothioic acid S-allyl ester
  • 2-Propene-1-thiosulfinic acid S-(2-propenyl) ester
  • 2-Propenyl(2-propenylthio) sulfoxide
  • Allyl(allylthio) sulfoxide
  • 3-(allylsulfinylthio)prop-1-ene
  • 3-prop-2-enylsulfinylsulfanylprop-1-ene
  • ALLICIN(IN SOLUTION)(SH)
  • 2-Propene-1-sulfinothioic Acid S-2-Propen-1-yl Ester
  • AlliMed
  • Allisure Liquid
  • Garlic P.E.(odorless)
  • ALLICIN [6.2Mg/ML](SH) (In Solution)
  • Allicin (90%)
  • S-allyl prop-2-ene-1-sulfinothioate (Allicin)
  • Allicin, froM AlliuM sativuM L.
  • Allicin, 98%, from Allium sativum L.
  • S-Allyl prop-2-ene-1-sulfinothioate
  • Allicin(UV98%)
  • Allicin S-Allyl acrylo-1-sulphinothioate
  • allylthiosulphinicacidallylester
  • Diallyldisulfid-S-oxide
  • diallylthiosulfinate
  • thio-2-propene-1-sulfinicacids-allylester
  • thio-2-propene-1-sulfinicacis-allylester
  • C6H10S2O
  • Allicin 10%
  • Allicin USP/EP/BP
  • Allicin (~80%)
  • Allicin (Mixture of Isomers) Discontinued, same as A543500
  • Garlic Allicin
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  • Allicin 539-86-6
  • garlic meal (Allicin)
  • 3-(prop-2-enylsulfinylthio)-1-propene
  • Allicin - Mixture of mainly diallyldisulfide and diallyl trisulfide
  • garlic meal
  • Allicin(Diallyl thiosulfinate)
  • Allicin(mixture)
  • Allicin (6CI)
  • Allicin (AS) (In Solution)
  • Allicin (mix of isomer)
  • ALLICIN (In Solution)
  • 539-86-6
  • 121-19-8
  • 8000-78-0;8008-
  • C6H10OS2
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