Grundinformationen
- Standard-SMILES
Cc1cc(SCc2sc(-c3ccc(C(F)(F)F)cc3)nc2C)ccc1OCC(=O)O- InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N- Summenformel
- C21H18F3NO3S2
- Durchschnittliche Molmasse
- 453,5 g/mol
- Monoisotopische Masse
- 453,0680201
Überblick
GW 501516 is an aromatic ether that is phenoxyacetic acid in which the phenyl group is substituted at position 2 by a methyl group and at position 4 by a (1,3-thiazol-5-ylmethyl)sulfanediyl group, and in which the 1,3-thiazolyl group is substituted at positions 2 and 4 by p-trifluoromethylphenyl and methyl groups, respectively. It has a role as a carcinogenic agent and a PPARbeta/delta agonist. It is a monocarboxylic acid, an aromatic ether, an aryl sulfide, an organofluorine compound and a member of 1,3-thiazoles.
Namen und Bezeichner
- Bevorzugter Name
- GW 501516
- IUPAC
- 2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid
- Englischer Name
- GW-501516
- Summenformel
- C21H18F3NO3S2
- Molmasse
- 453.5
Namen und Synonyme
Weitere Namen anzeigen
Datenbank-Bezeichner
- CAS
317318-70-0- PubChem CID
- 9803963
- DTXSID
DTXSID3041037- ChEMBL
CHEMBL38943- ChEBI
CHEBI:73726- UNII
- 7I2HA1NU22
- Nikkaji
- J1.561.880I
Eigenschaften
Berechnete Struktureigenschaften
- XLogP
- 5,9
- Polarare Oberfläche (TPSA)
- 113 Ų
- H-Brücken-Donoren
- 1
- H-Brücken-Akzeptoren
- 9
- Frei drehbare Bindungen
- 7
- Schwere Atome
- 30
- Formalladung
- 0
- Komplexität
- 572
Experimentelle und physikochemische Eigenschaften
Physikochemische Eigenschaften
- Schmelzpunkt
- 134 · 134-136°C
- Siedepunkt
- 584.5 · 584.5±60.0 °C(Predicted)
- Dichte
- 1.42 · 1.42±0.1 g/cm3(Predicted)
- storage temp.
- -20 °C · -20°C
- Löslichkeit
- 20 mg/mL, · DMSO: soluble20mg/mL, clear
- Aggregatzustand
- powder
- pka
- 3.17 · 3.17±0.10(Predicted)
- Farbe
- white to beige
- BRN
- 18515150 · 18515150
- Stabilität
- Light Sensitive
- InChI
- InChI=1S/C21H18F3NO3S2/c1-12-9-16(7-8-17(12)28-10-19(26)27)29-11-18-13(2)25-20(30-18)14-3-5-15(6-4-14)21(22,23)24/h3-9H,10-11H2,1-2H3,(H,26,27)
- InChIKey
- YDBLKRPLXZNVNB-UHFFFAOYSA-N
- SMILES
- C(O)(=O)COC1=CC=C(SCC2SC(C3=CC=C(C(F)(F)F)C=C3)=NC=2C)C=C1C
- CAS Datenbank
- 317318 · 317318-70-0
Sicherheit und Regulatorisches
Sicherheitsdaten
- wgk
- 3
- RTECS-Nr.
- AI9105500
- Speicherklasse
- 11 - Combustible Solids
Chemie und Industrie
Pharmakologische Informationen
Mechanism of Action
This drug regulates fatty acid oxidation in several tissues, such as skeletal muscle and adipose tissue. Overexpression of PPARdelta using a transgenic murine model promotes an increase of muscle oxidative capability. It also plays a major role in the metabolic adaptations to western diet characterized by an excessive amount of saturated fat.
Anwendungen
BeschreibungGW501516, also known as GW-1516 or cardarine and endurobol, is a peroxisome proliferator-activated receptor delta (PPAR-δ) agonist. Activation of the receptor will increase fat-burning capacity and muscle production, as it changes the body's fuel preference from glucose to lipids.
HistoryGW501516, also known as Cardarine, was originally discovered in the early 1990s during a research collaboration between two large pharmaceutical companies. The initial proposed use was for the treatment of hyperlipidemia (elevated fats in the blood), though later studies looked at its effectiveness for treating obesity, diabetes, and cardiovascular disease.
VerwendenAn experimental drug meant to control lipids and increase the level of HDL, or good cholesterol, in the bloodstream. A cell-permeable, thiazolyl compound that acts as a potent, high affinity, PPARd agonist. Exhibits selectivity for PPARd compared t
Anbieter50 Anbieter
Ergänzende Hinweise
DefinitionChEBI: An aromatic ether that is phenoxyacetic acid in which the phenyl group is substituted at position 2 by a methyl group and at position 4 by a (1,3-thiazol-5-ylmethyl)sulfanediyl group, and in which the 1,3-thiazolyl group is substituted at positions 2 and 4 by p-trifluoromethylphenyl and methyl groups, respectively.
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