Asp-9521
Grundinformationen
- CAS
1126084-37-4- Standard-SMILES
COc1ccc2[nH]c(C(=O)N3CCC(CC(C)(C)O)CC3)cc2c1- InChIKey
OXSCPDKUZWPWFR-UHFFFAOYSA-N- Summenformel
- C19H26N2O3
- Durchschnittliche Molmasse
- 330,4 g/mol
Überblick
17beta-Hydroxysteroid Dehydrogenase Type 5 Inhibitor ASP9521 is a selective, orally bioavailable inhibitor of 17beta-hydroxysteroid dehydrogenase type 5 (17bHSD5, aldo-keto reductase 1C3; AKR1C3), with potential antineoplastic activity. Upon administration, ASP9521 selectively binds to and inhibits the activity of 17bHSD5. This prevents the conversion of the adrenal androgens dehydroepiandrosterone and androstenedione into 5-androstenediol and testosterone. By blocking testosterone production, ASP9521 may inhibit the growth of testosterone-dependent cancers such as castration-resistant prostate cancer (CRPC). 17bHSD5, expressed both in normal prostate tissue and in prostate cancer (PC), plays a crucial role in persistent production of androgens despite castration; its expression is associated with increased malignancy of PC.
Namen und Bezeichner
- Bevorzugter Name
- Asp-9521
- IUPAC
- [4-(2-hydroxy-2-methylpropyl)piperidin-1-yl]-(5-methoxy-1H-indol-2-yl)methanone
- Englischer Name
- Asp-9521
- Summenformel
- C19H26N2O3
- Molmasse
- 330.42
Namen und Synonyme
ASP-95211126084-37-4ASP9521ASP 9521AA79G37CPRRefChem:114606(4-(2-Hydroxy-2-methylpropyl)piperidin-1-yl)(5-methoxy-1H-indol-2-yl)methanoneCHEMBL45135101-{1-[(5-methoxy-1H-indol-2-yl)carbonyl]piperidin-4-yl}-2-methylpropan-2-olAS-55988HY-199031-[1-[(5-Methoxy-1H-indol-2-yl)carbonyl]piperidin-4-yl]-2-methylpropan-2-ol
Weitere Namen anzeigen
ASP-9521, >98%17HSD5 inhibitorAKR1C3 inhibitorASP-9521, 10 mM in DMSOASP 9521. AKR1C3 inhibitorInhibitor,inhibit,ASP-9521,ASP 9521AKR1C3 INHIBITOR17??HSD5 INHIBITORASP 9521. AKR1C3 INHIBITOR17HSD5 INHIBITOR
A11900(4-(2-hydroxy-2-methylpropyl)piperidin-1-yl)(5-methoxy-1H-indol-2-yl)methanone.[4-(2-hydroxy-2-methylpropyl)piperidin-1-yl]-(5-methoxy-1H-indol-2-yl)methanone(4-(2-Hydroxy-2-methylpropyl)-1-piperidinyl)(5-methoxy-1H-indol-2-yl)methanone1-{1-[(5-methoxy-1h-indol-2-yl)carbonyl] piperidin-4-yl}-2-methylpropan-2-olMethanone, (4-(2-hydroxy-2-methylpropyl)-1-piperidinyl)(5-methoxy-1H-indol-2-yl)-BCP20729MFCD30532740
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 2,8
- Polarare Oberfläche (TPSA)
- 65,6 Ų
- H-Brücken-Donoren
- 2
- H-Brücken-Akzeptoren
- 3
- Frei drehbare Bindungen
- 4
- Schwere Atome
- 24
- Formalladung
- 0
- Komplexität
- 446
Physikochemische Eigenschaften
- Siedepunkt
- 543.9 · 543.9±30.0 °C(Predicted)
- Dichte
- 1.183 · 1.183±0.06 g/cm3(Predicted)
- storage temp.
- -20 °C · Sealed in dry,Store in freezer, under -20°C
- Löslichkeit
- 52.26 · DMSO:52.26(Max Conc. mg/mL);158.16(Max Conc. mM)DMF:10.0(Max Conc. mg/mL);30.26(Max Conc. mM)DMF:PBS (pH 7.2) (1:1):0.5(Max Conc. mg/mL);1.51(Max Conc. mM)Ethanol:36.35(Max Conc. mg/mL);110.01(Max Conc. mM)
- Aggregatzustand
- A crystalline solid
- pka
- 15.23 · 15.23±0.29(Predicted)
- Farbe
- Light yellow to yellow
Sicherheit und Regulatorisches
Sicherheitsangaben dienen nur zur Orientierung und ersetzen weder das Sicherheitsdatenblatt (SDB) des Lieferanten noch geltende Vorschriften oder eine fachliche Bewertung.
Sicherheitsdaten
- Alarmwort
- Warnung
- Gefahrenhinweise
- Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code H302
Chemie und Industrie
Anwendungen
BeschreibungASP9521 is an inhibitor of 17β-hydroxysteroid dehydrogenase type 5/aldo-keto reductase 1C3 (17β-HSD5/AKR1C3; IC50 = 120 nM). It is selective for 17β-HSD5/AKR1C3 over AKR1C2 (IC50 = 20 μM). ASP9521 inhibits conversion of androstenedione into testosterone by 17β-HSD5/AKR1C3 (IC50s = 11 and 49 nM for human and cynomolgus monkey enzymes, respectively). It inhibits androstenedione-dependent production of prostate specific androgen (PSA) in and proliferation of LNCaP cells expressing 17β-HSD5/AKR1C3. ASP9521 (3 and 10 mg/kg) inhibits androstenedione-induced intratumor testosterone production in a CWR22R prostate cancer mouse xenograft model.
Anbieter50 Anbieter
陕西格列弗生物科技研究有限责任公司18409274651; 13892423764 · [email protected]
Career Henan Chemica Co+86-0371-86658258 +86-13203830695 · [email protected]
武汉英诺医药科技有限公司+86-027-59232304 15387063101 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
上海波以尔化工有限公司[email protected]
欧利希（湖北）医药科技有限公司17316404525 17316404525 · [email protected]
InvivoChem中国13549236410 · [email protected]
MedChemexpress LLC021-58955995 · [email protected]
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