Bempedoic acid
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- CAS-Nr.
- 738606-46-7
- Englisch Name:
- Bempedoic acid
- Synonyma:
- Bempedoic Acid;Pentadecanedioic acid, 8-hydroxy-2,2,14,14-tetramethyl-;CS-1544;ETC-1002;ESP 55016;Bempedoic;Bempedoate;Bepexitide;Bempdic acid;Bepidoic acid
- CBNumber:
- CB73034632
- Summenformel:
- C19H36O5
- Molgewicht:
- 344.49
- MOL-Datei:
- 738606-46-7.mol
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Bempedoic acid Eigenschaften
- Schmelzpunkt:
- 87 - 92°C
- Siedepunkt:
- 506.5±35.0 °C(Predicted)
- Dichte
- 1.045±0.06 g/cm3(Predicted)
- storage temp.
- Refrigerator
- L?slichkeit
- Chloroform (Slightly), Methanol (Slightly)
- pka
- 4.55±0.45(Predicted)
- Aggregatzustand
- Solid
- Farbe
- White to Off-White
- InChI
- InChI=1S/C19H36O5/c1-18(2,16(21)22)13-9-5-7-11-15(20)12-8-6-10-14-19(3,4)17(23)24/h15,20H,5-14H2,1-4H3,(H,21,22)(H,23,24)
- InChIKey
- HYHMLYSLQUKXKP-UHFFFAOYSA-N
- SMILES
- C(O)(=O)C(C)(C)CCCCCC(O)CCCCCC(C)(C)C(O)=O
Sicherheit
- Risiko- und Sicherheitserkl?rung
- Gefahreninformationscode (GHS)
| Bildanzeige (GHS) |
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| Alarmwort |
Warnung |
| Gefahrenhinweise |
| Code |
Gefahrenhinweise |
Gefahrenklasse |
Abteilung |
Alarmwort |
Symbol |
P-Code |
| H302 |
Gesundheitssch?dlich bei Verschlucken. |
Akute Toxizit?t oral |
Kategorie 4 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P270, P301+P312, P330, P501 |
| H315 |
Verursacht Hautreizungen. |
Hautreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P302+P352, P321,P332+P313, P362 |
| H319 |
Verursacht schwere Augenreizung. |
Schwere Augenreizung |
Kategorie 2 |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
P264, P280, P305+P351+P338,P337+P313P |
| H335 |
Kann die Atemwege reizen. |
Spezifische Zielorgan-Toxizit?t (einmalige Exposition) |
Kategorie 3 (Atemwegsreizung) |
Warnung |
![GHS hazard pictograms]() src="/GHS07.jpg" width="20" height="20" /> |
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| Sicherheit |
| P261 |
Einatmen von Staub vermeiden. |
| P305+P351+P338 |
BEI KONTAKT MIT DEN AUGEN: Einige Minuten lang behutsam mit Wasser spülen. Eventuell vorhandene Kontaktlinsen nach M?glichkeit entfernen. Weiter spülen. |
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Bempedoic acid Chemische Eigenschaften,Einsatz,Produktion Methoden
Beschreibung
Etc-1002 is a small molecule that can be used orally to lower LDL-C and is an activator of LIVER AMPK. ETC-1002 has an effective inhibitory effect on liver ATP-Citrate lyase.
Verwenden
ETC-1002 (Bempedoic acid, ESP-55016),also known as Bempedoic acid, is an orally available, once-daily LDL-C lowering small molecule designed to lower elevated levels of LDL-C and to avoid side effects associated with existing LDL-C lowering therapies.ETC-1002 is an activator of hepatic AMP-activated protein kinase (AMPK). It has potent inhibitory activity against hepatic ATP-citrate lyase(IC50=29 uM).
Trademarks
NEXLETOL, NEXLIZET
Synthese
Starting from 317 kg of ethyl isobutyrate (147), alkylation with alkyl bromide (148) followed by Finkelstein reaction gave alkyl iodide 149. Alkyl iodide 149 was reacted with 0.5 equivalents of methanesulfonyl isocyanate under alkaline conditions to promote dialkylation of iodide 149 to give intermediate isonitrile 150. Intermediate isonitrile 150 was not isolated but directly treated in isopropionic acid under acidic conditions. Ketone 151 was generated in excellent yield based on the mass of isonitrile 150 by pH adjustment. Reduction of ketone 151 using sodium borohydride followed by saponification gave the crude active pharmaceutical ingredient (API). Bepedic acid was further isolated in high yield after a series of crystallization steps. Scale-up: Notably, this synthetic route has been demonstrated at a scale of over 300 kg.
Bempedoic acid Upstream-Materialien And Downstream Produkte
Upstream-Materialien
methyl 3-bromo-2,2-dimethylpropanoate
Hexanoic acid, 6-bromo-2,2-dimethyl-, methyl ester
Pentadecanedioic acid, 8-hydroxy-2,2,14,14-tetramethyl-, 1,15-diethyl ester
2,2,14,14-tetramethyl-8-oxopentadecanedioic acid
2,2,14,14-Tetramethyl-8-oxopentadecanedioic acid diethyl ester
ethyl 6-bromo-2,2-dimethylhexanoate
1,5-Dibrompentan
Downstream Produkte
Bempedoic acid Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.
Global( 276)Lieferanten
- ETC-1002
- ETC-1002 (ESP 55016)
- ESP 55016
- ETC-1002(BEMPEDOIC ACID)
- CS-1544
- Bempedoic Acid(ETC-1002
- Bempedoate
- ESP-55016; ESP55016; ESP 55016; ETC-1002; ETC 1002; ETC1002; BEMPEDOATE; BEMPEDOIC ACID
- BEMPEDOIC ACID;ESP-55016;SGI-7079
- Bempdic acid
- Bempedoic Acid
- Pentadecanedioic acid, 8-hydroxy-2,2,14,14-tetramethyl-
- Bempedoic acid In-House
- 8-hydroxy-2,2,14,14-tetramethylpentadecanedioicaci
- Bempedoic Acid, API
- Bempedoic
- Bepidoic acid
- Bempedoic acid, 10 mM in DMSO
- Bepexitide
- 738606-46-7
- API
