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4-hydroxy-1-isobutyl-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamide

HCID 178748023
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기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
280112-24-5
표준 SMILES
Cc1cnc(NC(=O)c2c(O)c3ccccc3n(CC(C)C)c2=O)s1
InChIKey
QSZAFLFWFQTCJK-UHFFFAOYSA-N
분자식
C18H19N3O3S
평균 분자량
357.4 g/mol

개요

4-hydroxy-1-isobutyl-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamide is a member of the class of quinolones that is the amide obtained from formal condensation of the carboxy group of 4-hydroxy-1-(2-methylpropyl)-2-oxo-1,2-dihydroquinoline-3-carboxylic acid with the amino group of 5-methyl-1,3-thiazol-2-amine. It is a quinolone, a monocarboxylic acid amide, a member of 1,3-thiazoles and a monohydroxyquinoline.

이름 및 식별자

우선 이름
4-hydroxy-1-isobutyl-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamide
IUPAC
4-hydroxy-1-(2-methylpropyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamide
영어명
3-QuinolinecarboxaMide, 1,2-dihydro-4-hydroxy-1-(2-Methylpropyl)-N-(5-Methyl-2-thiazolyl)-2-oxo-
분자식
C18H19N3O3S
분자량
357.43

이름 및 동의어

280112-24-5AMPK Agonist F17AMPK Signaling Activator IX, F174-hydroxy-1-isobutyl-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamideSTK0185444-hydroxy-1-(2-methylpropyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-oxoquinoline-3-carboxamide4-Hydroxy-1-isobutyl-N-(5-methylthiazol-2-yl)-2-oxo-1,2-dihydroquinoline-3-carboxamide3-Quinolinecarboxamide, 1,2-dihydro-4-hydroxy-1-(2-methylpropyl)-N-(5-methyl-2-thiazolyl)-2-oxo-4-hydroxy-1-(2-methylpropyl)-N-(5-methyl-1,3-thiazol-2-yl)-2-oxo-1,2-dihydroquinoline-3-carboxamide4-Hydroxy-N-(5-methyl-1,3-thiazol-2-yl)-1-(2-methylpropyl)-2-oxo-1,2-dihydroquinoline-3-carboxamideAC1LJIHTAGN-PC-0AAHJ9
이름 더 보기
AMPK Signaling Activator IX, F17 - CAS 280112-24-5 - Calbiochem
Oprea1_351566Oprea1_637893CHEBI:85323MolPort-001-731-685GLXC-03433AKOS0006243311,2-dihydro-4-hydroxy-1-(2-methylpropyl)-N-(5-methyl-2-thiazolyl)-2-oxo-3-QuinolinecarboxamideDB-345497

물성

구조 계산 물성보충 중

XLogP
3.6
극성 표면적
111 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
4
무거운 원자 수
25
형식 전하
0
복잡도
578

물리화학적 성질

밀도
1.382 · 1.382±0.06 g/cm3(Predicted)
저장 조건
2 C · +2C to +8C
용해도
5 mg/mL, · DMSO: 5mg/mL, clear, colorless
물리적 상태
회백색 고체
산도 계수 (pKa)
4.5 · 4.50±1.00(Predicted)
색상
off-white
InChI
1S/C18H19N3O3S/c1-10(2)9-21-13-7-5-4-6-12(13)15(22)14(17(21)24)16(23)20-18-19-8-11(3)25-18/h4-8,10,22H,9H2,1-3H3,(H,19,20,23)
InChIKey
QSZAFLFWFQTCJK-UHFFFAOYSA-N

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

안전 데이터

wgk
WGK 3
스토리지 클래스
11 - Combustible Solids

화학 및 산업

응용 분야 · 1건

일반 설명A cell-permeable 4-hydroxy-2-oxo quinoline carboxamide that acts as an agonist of AMPK signaling. It is shown to reduce fat storage in C. elegans (EC50 ~ 0.1 μM) and reduce the expression level of fat-7 (a C. elegans ortholog of mammalian stearoyl-CoA desaturase-1), through aak-1 (an ortholog for the AMPK-α1 catalytic subunit) and K08F8.2 (a transcription factor) dependent mechanisms. In addition, it markedly reduces the number of lipid droplets in HepG2 human hepatocarcinoma cells at 25 μM, and elicits the phosphorylation and inactivation of acetyl coenzyme A carboxylase (ACC, the enzyme that catalyzes the rate-limiting step in de novo fatty acid synthesis). F17-induced ACC phosphorylation can be abrogated by simultaneous treatment with an AMPK inhibitor compound C (Cat. No. 171260).

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데이터베이스 식별자

CAS
280112-24-5
ChEBI
CHEBI:85323