기본 정보
- CAS
317318-70-0- 표준 SMILES
Cc1cc(SCc2sc(-c3ccc(C(F)(F)F)cc3)nc2C)ccc1OCC(=O)O- InChIKey
YDBLKRPLXZNVNB-UHFFFAOYSA-N- 분자식
- C21H18F3NO3S2
- 평균 분자량
- 453.5 g/mol
- 단동위원소 질량
- 453.0680201
개요
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.
이름 및 식별자
- 우선 이름
- GW 501516
- IUPAC
- 2-[2-methyl-4-[[4-methyl-2-[4-(trifluoromethyl)phenyl]-1,3-thiazol-5-yl]methylsulfanyl]phenoxy]acetic acid
- 영어명
- GW-501516
- 분자식
- C21H18F3NO3S2
- 분자량
- 453.5
이름 및 동의어
이름 더 보기
데이터베이스 식별자
- CAS
317318-70-0- PubChem CID
- 9803963
- DTXSID
DTXSID3041037- ChEMBL
CHEMBL38943- ChEBI
CHEBI:73726- UNII
- 7I2HA1NU22
- Nikkaji
- J1.561.880I
물성
구조 계산 물성
- XLogP
- 5.9
- 극성 표면적
- 113 Ų
- 수소 결합 공여자 수
- 1
- 수소 결합 수용자 수
- 9
- 회전 가능 결합 수
- 7
- 무거운 원자 수
- 30
- 형식 전하
- 0
- 복잡도
- 572
실험 및 물리화학적 성질
물리화학적 성질
- 녹는점
- 134 · 134-136°C
- 끓는 점
- 584.5 · 584.5±60.0 °C(Predicted)
- 밀도
- 1.42 · 1.42±0.1 g/cm3(Predicted)
- 저장 조건
- -20 °C · -20°C
- 용해도
- 20 mg/mL, · DMSO: 용해성20mg/mL, 투명
- 물리적 상태
- 가루
- 산도 계수 (pKa)
- 3.17 · 3.17±0.10(Predicted)
- 색상
- 흰색에서 베이지색
- BRN
- 18515150 · 18515150
- 안정성
- 감광성
- 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
화학적 성질
White Solid
안전 및 규제
안전 데이터
- wgk
- 3
- rtecs
- AI9105500
- 스토리지 클래스
- 11 - Combustible Solids
화학 및 산업
약리 정보
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.
응용 분야
개요GW501516, 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.
역사GW501516, 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.
용도An 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
일반 설명GW501516 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.
공급사100 곳
추가 설명
정의ChEBI: 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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