Ucb-1184197
Grundinformationen
- CAS
455264-30-9- Standard-SMILES
CCOC(=O)[C@H](Cc1ccc(Nc2nccc3ccncc23)cc1)NC1=C(Br)C(=O)C12CCCCC2- InChIKey
QCYAXXZCQKMTMO-QFIPXVFZSA-N- Summenformel
- C28H29BrN4O3
- Durchschnittliche Molmasse
- 549,5 g/mol
- Monoisotopische Masse
- 548,1423
Überblick
CDP323 is an antagonist of the vascular cell adhesion molecule 1 (VCAM-1) binding to alpha4-integrins (other adhesion molecules), a process thought to be implicated in the pathophysiology of Multiple Sclerosis (MS). It is considered a small-molecule prodrug. CDP323 was originally developed by the British biopharmaceutical company Celltech plc. (now UCB S.A.) and is a putative new drug for oral treatment of multiple sclerosis.
Namen und Bezeichner
- Bevorzugter Name
- Ucb-1184197
- IUPAC
- ethyl (2S)-2-[(2-bromo-3-oxospiro[3.5]non-1-en-1-yl)amino]-3-[4-(2,7-naphthyridin-1-ylamino)phenyl]propanoate
- Englischer Name
- (S)-ethyl 3-(4-(2,7-naphthyridin-1-ylaMino)phenyl)-2-(2-broMo-3-oxospiro[3.5]non-1-en-1-ylaMino)propanoate
- Summenformel
- C28H29BrN4O3
- Molmasse
- 549.46
Namen und Synonyme
455264-30-9Zaurategrast ethyl esterUCB-1184197CDP323CDP-3239A54BAZ0YADTXSID30196546L-Phenylalanine, N-(2-bromo-3-oxospiro(3.5)non-1-en-1-yl)-4-(2,7-naphthyridin-1-ylamino)-, ethyl esterRefChem:192868DTXCID70119037(S)-ethyl 3-(4-(2,7-naphthyridin-1-ylamino)phenyl)-2-(2-bromo-3-oxospiro[3.5]non-1-en-1-ylamino)propanoate(S)-ethyl 3-(4-((2,7-naphthyridin-1-yl)amino)phenyl)-2-((2-bromo-3-oxospiro[3.5]non-1-en-1-yl)amino)propanoate
Weitere Namen anzeigen
UCB1184197)Zaurategrast Ethyl Ester (CDP323Zaurategrast ethyl ester (Synonyms: CDP323L-Phenylalanine, N-(2-bromo-3-oxospiro[3.5]non-1-en-1-yl)-4-(2,7-naphthyridin-1-ylamino)-, ethyl ester
ethyl (2S)-2-[(2-bromo-3-oxospiro[3.5]non-1-en-1-yl)amino]-3-[4-(2,7-naphthyridin-1-ylamino)phenyl]propanoateUNII-9A54BAZ0YACDP323;UCB1184197MFCD18207040C28H29BrN4O3orb1708185SCHEMBL3833843CHEMBL4297363
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 6,1
- Polarare Oberfläche (TPSA)
- 93,2 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 7
- Frei drehbare Bindungen
- 9
- Schwere Atome
- 36
- Formalladung
- 0
- Komplexität
- 835
Physikochemische Eigenschaften
- Schmelzpunkt
- 192.5 · 192.5-195 °C
- Siedepunkt
- 698.2 · 698.2±55.0 °C(Predicted)
- Dichte
- 1.44 · 1.44±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · Store at -20°C
- Löslichkeit
- 150 mg/mL · DMSO: 150 mg/mL (273.00 mM); Water: < 0.1 mg/mL (insoluble)
- Aggregatzustand
- Solid
- pka
- 4.84 · 4.84±0.30(Predicted)
- Farbe
- Yellow to reddish brown
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
CDP323 is believed to stop immune cells from migrating from blood vessels walls to reach other tissues, including tissues in the central nervous system, where they can cause encephalomyelitis (or inflammation of the white matter in the brain and spinal cord). This inhibition of cell migration prevents immunogenic reactions that lead to tissue damage, which is often a consequence of uncontrolled cell migration.
Zugehörige Reaktionen
0
Keine Reaktionsaufzeichnungen unter den aktuellen Filterkriterien.
Notizen zur Verbindung
Wird geladen…