Narwedine

HCID 10356588

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Grundinformationen

CAS: 1668-86-6
Standard-SMILES: COc1ccc2c3c1O[C@H]1CC(=O)C=C[C@@]31CCN(C)C2
InChIKey: QENVUHCAYXAROT-YOEHRIQHSA-N
Summenformel: C17H19NO3
Durchschnittliche Molmasse: 285,34 g/mol
Monoisotopische Masse: 285,13649347

Überblick

Narwedine is a benzazepine.

Namen und Bezeichner

Bevorzugter Name: Narwedine
IUPAC: (1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one
Englischer Name: Galanthaminone
Summenformel: C17H19NO3
Molmasse: 285.34

Namen und Synonyme

GalanthaminoneNarwedine510-77-0(-)-NarwedineGalanthamine, 3-deoxy-3-oxo-38CR9WB857(1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,15-tetraen-14-one(1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo(8.6.1.01,12.06,17)heptadeca-6(17),7,9,15-tetraen-14-oneRefChem:832076610-608-3(+/-)-Narwedine1668-86-6

Weitere Namen anzeigen

-Narwedine(4aS8aS)-Narwedin)GalantaminoneGalantamine-T

Narwedine, (+/-)-Galanthaminonel(4aS,8aS)-4a,5,9,10,11,12-Hexahydro-3-methoxy-11-methyl-6H-benzofuro[3a,3,2-ef][2]benzazepin-6-oneNarwedin(4aS,8aS)-3-methoxy-11-methyl-4a,5,9,10,11,12-hexahydro-6H-benzo[2,3]benzofuro[4,3-cd]azepin-6-oneATP706417H(4aS,8aS)-3-Methoxy-11-methyl-9,10,11,12-tetrahydro-4aH-benzo[2,3]benzofuro[4,3-cd]azepin-6(5H)-oneMFCD13193038

Datenbank-Bezeichner

CAS: 1668-86-6、510-77-0
PubChem CID: 10356588
DTXSID: DTXSID60168190
ChEMBL: CHEMBL2146604
ChEBI: CHEBI:7487
UNII: 38CR9WB857、ATP706417H
EC Number: 605-454-9、610-608-3
Nikkaji: J34.308K

Eigenschaften

Berechnete Struktureigenschaften

XLogP: 1,7
Polarare Oberfläche (TPSA): 38,8 Å²
H-Brücken-Donoren: 0
H-Brücken-Akzeptoren: 4
Frei drehbare Bindungen: 1
Schwere Atome: 21
Formalladung: 0
Komplexität: 477

Physikochemische Eigenschaften

Schmelzpunkt: 175 · 175-180°C (dec.)
Siedepunkt: 397.4 · 397.4±42.0 °C(Predicted)
Dichte: 1.28 · 1.28±0.1 g/cm3(Predicted)
storage temp.: 2 · Sealed in dry,2-8°C
Löslichkeit: 10 mg/mL · DMSO : 10 mg/mL (35.05 mM; Need ultrasonic)H2O : < 0.1 mg/mL (insoluble)
Aggregatzustand: Cryst.
pka: 7.84 · 7.84±0.20(Predicted)
Farbe: White to off-white
InChI: InChI=1S/C17H19NO3/c1-18-8-7-17-6-5-12(19)9-14(17)21-16-13(20-2)4-3-11(10-18)15(16)17/h3-6,14H,7-10H2,1-2H3/t14-,17-/m0/s1
InChIKey: QENVUHCAYXAROT-YOEHRIQHSA-N
SMILES: N1(C)CC2=CC=C(OC)C3O[C@]4([H])[C@@](C=CC(=O)C4)(C2=3)CC1

Sicherheit und Regulatorisches

GHS-Klassifizierung

GHS Classification · 6 Einträge

Danger

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P261, P264, P270, P271, P272, P280, P301+P316, P302+P352, P304+P340, P316, P321, P330, P332+P317, P333+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Warning

H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]

Gefahrenhinweise

Hazard Classes and Categories · 3 Einträge

Acute Tox. 3 (100%)

Acute Tox. 4 (100%)

Acute toxicity - category 4

Sicherheitsdaten

Alarmwort: Achtung
Gefahrenhinweise: Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H301

Chemie und Industrie

Anwendungen · 2 Einträge

BeschreibungThis alkaloid occurs in several families of the Amaryllidaceae and is obtained as colourless prisms when crystallized from Me2CO. It is dextrorotatory with [α]25D + 100° (c 0.2, CHC13). It forms a crystalline picrate, m.p. 123°C; a methiodide, m.p. 195-6°C and a semicarbazone, indicative of a keto group, m.p. 240-1 °c (dec.).

VerwendenA metabolite of Galanthamine, a selective acetylcholinesterase inhibitor