3-Indolepropionic acid Struktur

3-(Indol-3-yl)propionsure

Bezeichnung:3-(Indol-3-yl)propionsure

CAS-Nr830-96-6

Englisch Name:3-Indolepropionic acid

CBNumberCB1183728

SummenformelC11H11NO2

Molgewicht189.21

MOL-Datei830-96-6.mol

Synonyma

3-(Indol-3-yl)propionsure

3-(Indol-3-yl)propionsure physikalisch-chemischer Eigenschaften

Schmelzpunkt	~133 °C
Siedepunkt	82 °C(lit.)
Dichte	0.960 g/mL at 20 °C
Dampfdichte	2.1 (vs air)
Dampfdruck	33 mm Hg ( 20 °C)
Brechungsindex	n20/D 1.377(lit.)
Flammpunkt	53 °F
storage temp.	Sealed in dry,Room Temperature
Löslichkeit	ethanol: soluble50mg/mL, clear, yellow to orange
pka	4.77±0.10(Predicted)
Aggregatzustand	crystalline
Farbe	light yellow
Wasserlöslichkeit	slightly soluble
BRN	147733
CAS Datenbank	830-96-6(CAS DataBase Reference)
NIST chemische Informationen	Indole-3-propionic acid(830-96-6)
EPA chemische Informationen	1H-Indole-3-propanoic acid (830-96-6)

Sicherheit

Kennzeichnung gefährlicher	Xi
R-Sätze:	22-36/37/38
S-Sätze:	26-37/39
WGK Germany	3
RTECS-Nr.	NM1329000
F	8-10-23
TSCA	Yes
HS Code	29339990
Toxizität	LDLo intraperitoneal in mouse: 100mg/kg

Gefahreninformationscode (GHS)

3-Indolepropionic acid Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R11:Leichtentzündlich.
R36:Reizt die Augen.
R67:Dämpfe können Schläfrigkeit und Benommenheit verursachen.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
R22:Gesundheitsschädlich beim Verschlucken.
R10:Entzündlich.
S-Sätze Betriebsanweisung:
S7:Behälter dicht geschlossen halten.
S16:Von Zündquellen fernhalten - Nicht rauchen.
S24/25:Berührung mit den Augen und der Haut vermeiden.
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36/37:Bei der Arbeit geeignete Schutzhandschuhe und Schutzkleidung tragen.
S37/39:Bei der Arbeit geeignete Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S22:Staub nicht einatmen.
Beschreibung
Indole-3-propionic acid is a bacterial metabolite that has antioxidant and neuroprotective activities. It scavenges ABTS radicals in a cell-free assay when used at concentrations ranging from 50 to 150 μM and decreases hydrogen peroxide-induced malondialdehyde (MDA) levels in rat striatal membranes (IC₅₀ = 180 μM). Indole-3-propionic acid also decreases increases in MDA levels induced by amyloid β (1-42) in PC12 cells. It decreases ischemia-induced increases in cell death of pyramidal neurons and levels of 4-hydroxy nonenal (HNE; ) and glial fibrillary acidic protein (GFAP) in the hippocampal CA1 region in gerbils when administered at a dose of 10 mg/kg per day.
Chemische Eigenschaften
pale yellow to yellow crystalline powder
Verwenden
Reactant for preparation of:
- Fluorescent analogues of strigolactones
- Anti-tumor agents
- Melanocortin receptors ligands
- Immunosuppressive agents
- Iinhibitors of hepatitis C virus
- Histamine H4 receptor agonists
- NR2B/NMDA receptor antagonists
- CB1 antagonist for the treatment of obesity
- Antibacterial agents
- Inhibitor of TGF-β receptor binding
Indole-3-propionic acid may be used in the synthesis of oxindole-3-propionic acid via reaction with N-bromosuccinimide in acetic acid followed by treatment with H₂/Pd catalyst.
Verwenden
3-Indolepropionic acid is a deamination product of Tryptophan (T947200) that protects the hippocampus (studied in gerbils) from ischemic damage and oxidative stress. It’s ability to protect the neurons in this way is attributed to its potent antioxidative effects. 3-Indolepropionic acid is also hypothesized to have protective effects on the thyroid gland.
Definition
ChEBI: An indol-3-yl carboxylic acid that is propionic acid substituted by a 1H-indol-3-yl group at position 3.
Synthesis Reference(s)
Tetrahedron Letters, 25, p. 3159, 1984 DOI: 10.1016/S0040-4039(01)90997-9
Allgemeine Beschreibung
3-Indolepropionic acid is an effective inhibitor of aggregation of misfolded β-amyloid protein (Abeta). Three-component one-pot procedure has been reported to assemble 3-indolepropionic acids.
Biochem/physiol Actions
Studied as an adjunct to improve perfusion after liver transplant.
läuterung methode
Recrystallise it from EtOH/water [James & Ware J Phys Chem 89 5450 1985]. The picrate has m 143-144o, and the methyl ester crystallises from *C6H6 or MeOH with m 81-83o. [Beilstein 22 III/IV 1113, 22/3 V 114.]

3-Indolepropionic acid Upstream-Materialien And Downstream Produkte

3-(Indol-3-yl)propionsure Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

830-96-6, 3-Indolepropionic acid Verwandte Suche:

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