Grundinformationen
- Standard-SMILES
CCOC(=O)C1=C[C@]2(CC)CCCN3CCc4c(n1c1ccccc41)[C@@H]32- InChIKey
DDNCQMVWWZOMLN-IRLDBZIGSA-N- Summenformel
- C22H26N2O2
- Durchschnittliche Molmasse
- 350,5 g/mol
- Monoisotopische Masse
- 350,19942807
Überblick
Vinpocetine is an alkaloid. It has a role as a geroprotector.
Namen und Bezeichner
- Bevorzugter Name
- Vinpocetine
- IUPAC
- ethyl (15S,19S)-15-ethyl-1,11-diazapentacyclo[9.6.2.02,7.08,18.015,19]nonadeca-2,4,6,8(18),16-pentaene-17-carboxylate
- Lokaler Name
- Vinpocetin
- Englischer Name
- Vinpocetine
- Summenformel
- C22H26N2O2
- Molmasse
- 350.46
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
42971-09-5- PubChem CID
- 443955
- DTXSID
DTXSID5023740- ChEMBL
CHEMBL71752- ChEBI
CHEBI:32297- UNII
- 543512OBTC
- EC Number
- 256-028-0
- Nikkaji
- J3.510F
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 4,1
- Polarare Oberfläche (TPSA)
- 34,5 Ų
- H-Brücken-Donoren
- 0
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 26
- Formalladung
- 0
- Komplexität
- 617
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 147 · 147-153 °C dec.
- Siedepunkt
- 484.44 °C · 484.44°C (rough estimate)
- Dichte
- 1.126 · 1.1260 (rough estimate)
- Brechungsindex
- 1.65 · 1.6500 (estimate)
- storage temp.
- 2 · Sealed in dry,2-8°C
- Löslichkeit
- 5 mg/mL · DMSO: 5 mg/mL
- Aggregatzustand
- solid
- pka
- 7.87 · 7.87±0.60(Predicted)
- Farbe
- white
- Merck
- 14 · 14,9991
- Stabilität
- Photosensitive
- InChI
- 1S/C22H26N2O2/c1-3-22-11-7-12-23-13-10-16-15-8-5-6-9-17(15)24(19(16)20(22)23)18(14-22)21(25)26-4-2/h5-6,8-9,14,20H,3-4,7,10-13H2,1-2H3/t20-,22+/m1/s1
- InChIKey
- DDNCQMVWWZOMLN-IRLDBZIGSA-N
- SMILES
- [H][C@]12N3CCC[C@@]1(CC)C=C(C(=O)OCC)n4c2c(CC3)c5ccccc45
- LogP
- 5.137 · 5.137 (est)
- NIST chemische Informationen
- Vinpocetine(42971-09-5)
Sicherheit und Regulatorisches
GHS-Klassifizierung
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 3 notifications to the ECHA C&L Inventory.
Gefahrenhinweise
Sicherheitsdaten
- wgk
- 3
- hs_code
- 29399990
- RTECS-Nr.
- JW4792000
- risk_code
- 22
- Toxizität
- LD50 in mice, rats (mg/kg): 534, 503 orally; 240, 133.8 i.p.; 58.7, 42.6 i.v. (Pálosi, Szporny), also reported as 161.2 mg/kg i.p. in mice (Cholnoky, Dmk)
- hazard_code
- Xn
- safety_code
- 36
- Speicherklasse
- 11 - Combustible Solids
- Hazard Classifications
- Acute Tox. 4 Oral
Chemie und Industrie
Pharmakologische Informationen
ATC Code
N - Nervous system
QN - Nervous system
MeSH Pharmacological Classification
Compounds which inhibit or antagonize the biosynthesis or actions of phosphodiesterases.
Drugs used to cause dilation of the blood vessels.
Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.
Drugs used to specifically facilitate learning or memory, particularly to prevent the cognitive deficits associated with dementias. These drugs act by a variety of mechanisms.
Anwendungen
VerwendenA calcium/calmodulin-dependent phosphodiesterase 1 (PDE1) inhibitor
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