Apd-668

HCID 11705608

기본 정보

CAS: 832714-46-2
표준 SMILES: CC(C)OC(=O)N1CCC(Oc2ncnc3c2cnn3-c2ccc(S(C)(=O)=O)cc2F)CC1
InChIKey: XTRUQJBVQBUKSQ-UHFFFAOYSA-N
분자식: C21H24FN5O5S
평균 분자량: 477.5 g/mol
단동위원소 질량: 477.14821809

개요

APD668 is a novel, highly potent and orally active glucose-dependent insulinotropic receptor (GDIR) agonist intended to more efficiently stimulate insulin release by beta cells in response to elevated blood glucose levels, and to also avoid hypoglycemia.

이름 및 식별자

우선 이름: Apd-668
IUPAC: propan-2-yl 4-[1-(2-fluoro-4-methylsulfonylphenyl)pyrazolo[5,4-d]pyrimidin-4-yl]oxypiperidine-1-carboxylate
영어명: APD668
분자식: C21H24FN5O5S
분자량: 477.51

이름 및 동의어

APD668832714-46-2APD-668JNJ-28630368JC77BCH2APRefChem:113299Isopropyl 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylateMFCD12032117isopropyl 4-(1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yloxy)piperidine-1-carboxylateCHEMBL1775179propan-2-yl 4-[1-(2-fluoro-4-methylsulfonylphenyl)pyrazolo[3,4-d]pyrimidin-4-yl]oxypiperidine-1-carboxylateisopropyl 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate .

이름 더 보기

CS-1179APD 668, >=98%APD 668APD668, 10 mM in DMSOisopropyl 4-(1-(2-fluorine-4-(carbosulfonyl)phenyl)-1H-pyrazolo[3,4-D]pyrimidine-4-oxy)piperidine-1-carboxylate4-[[1-(2-Fluoro-4-methylsulfonylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]oxy]piperidine-1-carboxylic acid isopropyl ester1-Piperidinecarboxylic acid,4-[[1-[2-fluoro-4-(methylsulfonyl)phenyl]-1H-pyrazolo[3,4-d]pyrimidin-4-yl]oxy]-, 1-methylethyl esterInhibitor,CYPs,APD668,diabetes,Cytochrome P450,APD-668,GPR119,Potassium Channel,coupled,G-protein,steatohepatitis,CYP2C9,G Protein-Coupled Receptor 119,inhibit,KcsAisopropyl 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl)oxy)piperidine-1-carboxylate APD668

ISOPROPYL 4-{[1-(2-FLUORO-4-METHANESULFONYLPHENYL)PYRAZOLO[3,4-D]PYRIMIDIN-4-YL]OXY}PIPERIDINE-1-CARBOXYLATEpropan-2-yl 4-{[1-(2-fluoro-4-methanesulfonylphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-yl]oxy}piperidine-1-carboxylate1-Methylethyl 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo(3,4-d)pyrimidin-4-yl)oxy)-1-piperidinecarboxylate1-Piperidinecarboxylic acid, 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo(3,4-d)pyrimidin-4-yl)oxy)-, 1-methylethyl ester4-((1-(2-Fluoro-4-methylsulfonylphenyl)-1H-pyrazolo(3,4-d)pyrimidin-4-yl)oxy)piperidine-1-carboxylic acid isopropyl esterIsopropyl 4-((1-(2-fluoro-4-(methylsulfonyl)phenyl)-1H-pyrazolo(3,4-d)pyrimidin-4-yl)oxy)-1-piperidinecarboxylatePropan-2-yl 4-(1-(2-fluoro-4-methylsulfonylphenyl)pyrazolo(4,5-E)pyrimidin-4-yl)oxypiperidine-1-carboxylatepropan-2-yl 4-[1-(2-fluoranyl-4-methylsulfonyl-phenyl)pyrazolo[3,4-d]pyrimidin-4-yl]oxypiperidine-1-carboxylate

데이터베이스 식별자

CAS: 832714-46-2
PubChem CID: 11705608
DTXSID: DTXSID701025686
ChEMBL: CHEMBL1775179
UNII: JC77BCH2AP
Nikkaji: J3.130.251J

물성

구조 계산 물성

XLogP: 2.7
극성 표면적: 125 Å²
수소 결합 공여자 수: 0
수소 결합 수용자 수: 9
회전 가능 결합 수: 6
무거운 원자 수: 33
형식 전하: 0
복잡도: 788

실험 및 물리화학적 성질

LogP3.0

물리화학적 성질

끓는 점: 611.6 · 611.6±55.0 °C(Predicted)
밀도: 1.47 · 1.47±0.1 g/cm3(Predicted)
저장 조건: -20 °C · Store at -20°C
용해도: 2 O; · insoluble in H2O; ≥17.4 mg/mL in DMSO; ≥2.61 mg/mL in EtOH with gentle warming and ultrasonic
물리적 상태: 고체
산도 계수 (pKa): 2.13 · 2.13±0.30(Predicted)
색상: White to off-white

안전 및 규제

안전 데이터

신호 어: Warning
유해·위험 문구: 암호 유해·위험 문구 위험 등급 범주 신호 어 그림 문자 P- 코드 H315

화학 및 산업

약리 정보

Mechanism of Action · 1건

The GDIR mechanism is glucose dependent: in preclinical studies, GDIR agonists only lowered blood glucose when it rose above normal levels, such as after a meal. Therefore, unlike the glucose-insensitive sulfonylureas, Arena's GDIR agonists are not expected to lower normal fasting blood glucose levels or cause hypoglycemia. In addition, GDIR stimulation has been found to increase the levels and activity of intracellular factors thought to be involved in the preservation of beta cells.