GW501516

GW 501516

HCID 9803963

基本情報

CAS
317318-70-0
標準SMILES
Cc1cc(SCc2sc(-c3ccc(C(F)(F)F)cc3)nc2C)ccc1OCC(=O)O
InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N
分子式
C21H18F3NO3S2
平均分子量
453.5 g/mol
単同位体質量
453.0680201

概要

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.

名称と識別子

優先名称
GW 501516
IUPAC
2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid
現地名
GW501516
英語名
GW-501516
分子式
C21H18F3NO3S2
分子量
453.5

名称と別名

317318-70-0EndurobolGW 501516GW501516GW-501516GSK-516GW1516GW-15167I2HA1NU222-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid{2-methyl-4-[({4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl}methyl)sulfanyl]phenoxy}acetic acidDTXSID3041037
名称をさらに表示
2-[2-Methyl-4-[[[4-methyl-2-[4-(trifluoromethyl)phenyl]-5-thiazolyl]methyl]thio]phenoxy]acetic AcidCS-788CARDAROLGW-501615CardrarineGW501516 20mg
CHEBI:73726(2-methyl-4-(((4-methyl-2-(4-(trifluoromethyl)phenyl)-1,3-thiazol-5-yl)methyl)sulfanyl)phenoxy)acetic acid2-(2-methyl-4-((4-methyl-2-(4-(trifluoromethyl)phenyl)-1,3-thiazol-5-yl)methylsulfanyl)phenoxy)acetic acidRefChem:574663DTXCID1021037CardarineUNII-7I2HA1NU22GW 1516

データベース識別子

CAS
317318-70-0
PubChem CID
9803963
DTXSID
DTXSID3041037
ChEMBL
CHEMBL38943
ChEBI
CHEBI:73726
UNII
7I2HA1NU22
Nikkaji
J1.561.880I

物性

構造計算による物性

XLogP
5.9
極性表面積
113 Ų
水素結合供与体数
1
水素結合受容体数
9
回転可能結合数
7
重原子数
30

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点
134 · 134-136°C
沸点
584.5 · 584.5±60.0 °C(Predicted)
比重(密度)
1.42 · 1.42±0.1 g/cm3(Predicted)
貯蔵温度
-20 °C · -20°C
溶解性
20 mg/mL、透明 · DMSO:可溶20mg/mL、透明
外見
粉

化学的性質

化学的特性White Solid

安全と法規制

安全データ

wgk
3
rtecs
AI9105500
ストレージクラス
11 - Combustible Solids

化学と産業

薬理情報

Mechanism of Action · 1 件

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.

応用分野 · 4 件

説明GW501516, 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.

来歴GW501516, 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.

使用An 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

一般的な説明GW501516 is the most selective and potent PPARβ (EC50=1.1nM) agonist that has been demonstrated to be 1,000-fold more selective in comparison to existing subtypes. It can regulate expression of genes involved in lipid catabolism and energy uncoupling in skeletal muscle cells and has been shown to block insulin resistance and fatty acid-induced nuclear factor-κB (NF-κB) activation.

サプライヤー100 社

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
Baoji Guokang Healthchem co.,ltd+8615604608665 15604608665 · [email protected]
Hebei Yanxi Chemical Co., Ltd.+86-17531190177 · [email protected]
江西泰欣诺实业有限公司13576915071 · [email protected]
補足説明 · 1 件

定義ChEBI: 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.

関連反応

5 件

化合物ノート

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