C-(1H-INDOL-5-YL)-METHYLAMINE Struktur

C-(1H-INDOL-5-YL)-METHYLAMINE

Bezeichnung:C-(1H-INDOL-5-YL)-METHYLAMINE

CAS-Nr81881-74-5

Englisch Name:C-(1H-INDOL-5-YL)-METHYLAMINE

CBNumberCB5271243

SummenformelC9H10N2

Molgewicht146.19

MOL-Datei81881-74-5.mol

C-(1H-INDOL-5-YL)-METHYLAMINE physikalisch-chemischer Eigenschaften

Schmelzpunkt	114-122 °C
Siedepunkt	335.6±17.0 °C(Predicted)
Dichte	1.199±0.06 g/cm3(Predicted)
storage temp.	under inert gas (nitrogen or Argon) at 2–8 °C
Aggregatzustand	solid
pka	17.07±0.30(Predicted)
Aussehen	Light yellow to brown Solid
InChI	InChI=1S/C9H10N2/c10-6-7-1-2-9-8(5-7)3-4-11-9/h1-5,11H,6,10H2
InChIKey	UAYYSAPJTRVEQA-UHFFFAOYSA-N
SMILES	N1C2=C(C=C(CN)C=C2)C=C1

Sicherheit

Kennzeichnung gefährlicher	Xn
R-Sätze:	22-36/37/38
S-Sätze:	26-36
WGK Germany	3
RTECS-Nr.	NL4461500

Gefahreninformationscode (GHS)

C-(1H-INDOL-5-YL)-METHYLAMINE Chemische Eigenschaften,Einsatz,Produktion Methoden

R-Sätze Betriebsanweisung:
R22:Gesundheitsschädlich beim Verschlucken.
R36/37/38:Reizt die Augen, die Atmungsorgane und die Haut.
S-Sätze Betriebsanweisung:
S26:Bei Berührung mit den Augen sofort gründlich mit Wasser abspülen und Arzt konsultieren.
S36:DE: Bei der Arbeit geeignete Schutzkleidung tragen.
Verwenden
5-(Aminomethyl)indole is used in the synthesis of Vigabatrin (V253000) bioisosteres as inhibitors of γ-aminobutyric acid aminotransferase (GABA-AT) inhibitors.
Verwenden
Reactant for preparation of:
- HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p75
- Inhibitors of Gli1-mediated transcription in the Hedgehog pathway
- SCIO-469-like compounds for the inhibition of p38 MAP kinase
- 4-(indol-5-ylamino)thieno[2,3-b]pyridine-5-carbonitriles as protein kinase c theta (PKC θ) inhibitors
- Non-covalent thrombin inhibitors
Verwenden
5-(AMinoMethyl)indole has been used as reactant for preparation of:• and HIV-1 integrase inhibitors targeting the catalytic domain and its ability for interaction with LEDGF/p751•
Synthese

15861-24-2

81881-74-5

The hydrogenation reaction was carried out using Raney Nickel as a catalyst in a methanol solution containing ammonia with 5-cyanoindole as starting material. After completion of the reaction, the reaction solution was concentrated under reduced pressure to give a light yellow solid product, C-(1H-indol-5-yl)-methylamine (5.25 g, quantitative yield).
Einzelnachweise
[1] Patent: US2004/204455, 2004, A1. Location in patent: Page/Page column 18
[2] Chemistry - A European Journal, 2016, vol. 22, # 14, p. 4991 - 5002
[3] Patent: US2003/153596, 2003, A1
[4] Patent: WO2016/44770, 2016, A1. Location in patent: Page/Page column 584; 585
[5] Patent: WO2011/76784, 2011, A2. Location in patent: Page/Page column 66

C-(1H-INDOL-5-YL)-METHYLAMINE Upstream-Materialien And Downstream Produkte

C-(1H-INDOL-5-YL)-METHYLAMINE Anbieter Lieferant Produzent Hersteller Vertrieb Händler.

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