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Sb-203580

HCID 176155
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
152121-47-6
표준 SMILES
CS(=O)c1ccc(-c2nc(-c3ccc(F)cc3)c(-c3ccncc3)[nH]2)cc1
InChIKey
CDMGBJANTYXAIV-UHFFFAOYSA-N
분자식
C21H16FN3OS
평균 분자량
377.4 g/mol
단동위원소 질량
377.09981148

개요

SB 203580 is a member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase. It has a role as a geroprotector, an EC 2.7.11.1 (non-specific serine/threonine protein kinase) inhibitor, a neuroprotective agent, a Hsp90 inhibitor and an EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor. It is a sulfoxide, a member of imidazoles, a member of pyridines and a member of monofluorobenzenes.

이름 및 식별자

우선 이름
Sb-203580
IUPAC
4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine
영어명
SB 203580
분자식
C21H16FN3OS
분자량
377.43

이름 및 동의어

SB-203580SB2035804-(4-Fluorophenyl)-2-(4-methylsulfinylphenyl)-5-(4-pyridyl)-1H-imidazoleDTXSID2040577Pyridine, 4-(5-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-4-yl)-RefChem:884635DTXCID0020577152121-47-6SB 203580Adezmapimod4-[4-(4-fluorophenyl)-2-(4-methylsulfinylphenyl)-1H-imidazol-5-yl]pyridine4-(4-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-5-yl)pyridine
이름 더 보기
CS-42SB SBSB 2358SB203850SB 2035850SB 203580, >=98%
RWJ 64809UNII-OU13V1EYWQ4-(5-(4-fluorophenyl)-2-(4-(methylsulfinyl)phenyl)-1H-imidazol-4-yl)pyridineCHEBI:90705PB 203580CHEMBL10MFCD00922198OU13V1EYWQ

데이터베이스 식별자

CAS
152121-47-6
PubChem CID
176155
DTXSID
DTXSID2040577

물성

구조 계산 물성

XLogP
3.2
극성 표면적
77.9 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
5
회전 가능 결합 수
4
무거운 원자 수
27
형식 전하
0
복잡도
500

실험 및 물리화학적 성질

LogP3.34

물리화학적 성질

녹는점
144 · 144-146
끓는 점
615.6 · 615.6±55.0 °C(Predicted)
밀도
1.4 · 1.4
저장 조건
-20 °C · -20°C
용해도
50 mg/mL · DMSO: 50mg/mL
산도 계수 (pKa)
9.6 · 9.60±0.10(Predicted)
물리적 상태
고체
색상
흰색에서 황백색까지
안정성
-20 ℃에서 · -20℃에서 안정
InChI
InChI=1S/C21H16FN3OS/c1-27(26)18-8-4-16(5-9-18)21-24-19(14-2-6-17(22)7-3-14)20(25-21)15-10-12-23-13-11-15/h2-13H,1H3,(H,24,25)
InChIKey
CDMGBJANTYXAIV-UHFFFAOYSA-N
SMILES
C1=NC=CC(C2NC(C3=CC=C(S(C)=O)C=C3)=NC=2C2=CC=C(F)C=C2)=C1

화학적 성질

White to Off-White Solid

안전 및 규제

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

안전 데이터

wgk
3
HS 번호
29333990
risk_code
22-41
hazard_code
Xn
safety_code
26-39
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
13 - Non Combustible Solids

화학 및 산업

약리 정보

MeSH Pharmacological Classification · 2건

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects.

Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction.

응용 분야 · 2건

용도MDCK cells were treated with SB 203580 to study the role of MAPK signaling in inducing hypertonicity of cell membrane and potassium depletion.16 It was used to inhibit MAPK signaling in mouse cortical neurons17 and human hepatocellular carcinoma cell lines.18

일반 설명Reduces epirubicin-induced cell injury and caspase-3/7 activity. A highly specific, potent, cell-permeable, selective, reversible, and ATP-competitive inhibitor of p38 kinase (IC50 = 34 nM in vitro, 600 nM in cells). Also known as reactivating kinase (RK) and CSBP (cytokine synthesis anti-inflammatory drug binding protein). Does not significantly inhibit JNK or p42 MAP kinase even at 100 μM. Inhibits IL-1 and TNF-α production from LPS-stimulated human monocytes and the human monocyte cell line THP-1 (IC50 = 50-100 nM). SB 203580 has also been shown to be an effective inhibitor of inflammatory cytokine production in vivo in both mice and rats.

공급사100 곳

上海阿拉丁生化科技股份有限公司400-6206333 13167063860 · [email protected]
武汉易泰科技有限公司上海分公司18930552037 · [email protected]
上海波以尔化工有限公司

관련 반응

11건
반응 기록 만들기
HRID 479756 반응식
HRID 479756반응물로uspto-grants-2003_11
HRID 479757 반응식
HRID 479757생성물로uspto-grants-2003_11
HRID 1136076 반응식
HRID 1136076반응물로Training data from https://doi.org/10.1039/C8SC04228D (7/10)
HRID 1387622 반응식
HRID 1387622반응물로uspto-grants-2001_07
HRID 1387623 반응식
HRID 1387623생성물로uspto-grants-2001_07
HRID 1417077 반응식
HRID 1417077반응물로uspto-grants-1999_06
HRID 1417078 반응식
HRID 1417078생성물로uspto-grants-1999_06
HRID 2257382 반응식
HRID 2257382반응물로uspto-grants-1997_08
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ChEMBL
CHEMBL10
ChEBI
CHEBI:90705
UNII
OU13V1EYWQ
Nikkaji
J654.606D
[email protected]
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추가 설명

정의ChEBI: A member of the class of imidazoles carrying 4-methylsulfinylphenyl, 4-pyridyl and 4-fluorophenyl substituents at positions 2, 4 and 5 respectively. An inhibitor of mitogen-activated protein kinase.