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Osi-906

HCID 11640390
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
부분 구조 검색유사 구조 찾기

기본 정보

CAS
867160-71-2
표준 SMILES
CC1(O)CC(c2nc(-c3ccc4ccc(-c5ccccc5)nc4c3)c3c(N)nccn23)C1
InChIKey
PKCDDUHJAFVJJB-VLZXCDOPSA-N
분자식
C26H23N5O
평균 분자량
421.5 g/mol
단동위원소 질량
421.19026037

개요

Linsitinib is an imidazopyrazine that is imidazo[1,5-a]pyrazine substituted by 2-phenylquinolin-7-yl, cis-3-hydroxy-3-methylcyclobutyl, and amino groups at positions 1, 3, and 8, respectively. It is dual inhibitor of the IGF-1 receptor and insulin receptor (IC50 = 35 and 75 nM, respectively) that was previously in clinical development for the treatment of cancer and thyroid eye disease. It has a role as an antineoplastic agent, an antimycobacterial drug, an apoptosis inducer and an insulin-like growth factor receptor 1 antagonist. It is a member of cyclobutanes, a member of benzenes, a member of quinolines, a tertiary alcohol, an aromatic amine and an imidazopyrazine.

이름 및 식별자

우선 이름
Osi-906
IUPAC
3-[8-amino-1-(2-phenylquinolin-7-yl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutan-1-ol
영어명
Linsitinib
분자식
C26H23N5O
분자량
421.49

이름 및 동의어

OSI-906OSI 906RefChem:928309Linsitinib867160-71-2Linsitinib(OSI-906)OSI906OSI-906 (Linsitinib)ASP-7487OSI-906AAKinome_3532Linsitinib (OSI-906)
이름 더 보기
CS-190OSI 906AALinsitinib(OSI906)OSI-906 LinsitinibLinsitinib USP/EP/BPLinsitinib (ASP-7487
3-[8-amino-1-(2-phenylquinolin-7-yl)imidazo[1,5-a]pyrazin-3-yl]-1-methylcyclobutan-1-olMFCD12912153C26H23N5OLinsitinib (USAN/INN)15A52GPT8TCHEMBL1091644CHEBI:91402HMS3295G15

데이터베이스 식별자

CAS
867160-71-2、867160-72-3
PubChem CID
11640390
DTXSID
DTXSID401007055
ChEMBL
CHEMBL1996234
ChEBI
CHEBI:91402
UNII
15A52GPT8T
Nikkaji
J3.288.961A

물성

구조 계산 물성

XLogP
4.2
극성 표면적
89.3 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
5
회전 가능 결합 수
3
무거운 원자 수
32
형식 전하
0
복잡도
663

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Listed in ZINC15

물리화학적 성질

녹는점
175 °C · >175°C (dec.)
밀도
1.39 · 1.39
저장 조건
-20 °C · -20°C
용해도
DMSO에 용해됨(최대 30mg/ml)
산도 계수 (pKa)
14.84 · 14.84±0.40(Predicted)
물리적 상태
고체
색상
노란색
안정성
1 · 제공된 대로 구매일로부터 1년 동안 안정적입니다. DMSO의 솔루션은 -20°C에서 최대 2개월 동안 보관할 수 있습니다.
InChIKey
PKCDDUHJAFVJJB-VLZXCDOPSA-N
SMILES
[C@]1(C)(O)C[C@H](C2N3C=CN=C(N)C3=C(C3C=C4C(=CC=3)C=CC(C3=CC=CC=C3)=N4)N=2)C1

안전 및 규제

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

안전 데이터

신호 어
Warning

화학 및 산업

약리 정보

Pharmacodynamics · 1건

In laboratory studies of 28 human tumor cell lines, OSI-906 reduced growth of 15 cell lines representative of colorectal, lung, breast, pancreatic, and pediatric tumors and in mouse models. OSI-906 was particularly effective against tumors that are highly IGF-dependent such as colorectal cancers. According to the researchers, OSI-906 not only slowed tumor growth in mice, but decreased the size of some pre-existing tumors.

Mechanism of Action · 1건

IGF-1R stimulates proliferation, enables onogenic transformation, and suppresses apoptosis. Inhibitors of IGF-1R are expected to have broad utility in oncology since the over-expression of IGF-1R and/or its ligands or the down-regulation of ligand binding proteins occurs in numerous human malignancies including lung, colon, breast, prostate, brain and skin cancers. In addition, signaling through the IGF system has been implicated in protecting tumor cells from apoptosis induced by anti-cancer treatments such as cytotoxic agents and EGFR inhibitors.

응용 분야 · 1건

개요The binding of insulin-like growth factor 1 (IGF-1) to the IGF-1 receptor (IGF-1R) promotes cell growth while inhibiting apoptotic pathways. Overexpression of IGF-1R is found in certain solid tumors and hematologic neoplasias. However, insulin receptor (InsR) signaling can compensate for IGF-1R inhibition. Linsitinib is a dual inhibitor of IGF-1R and InsR kinases (IC50s = 35 and 75 nM, respectively). It also inhibits InsR-related receptor (IC50 = 75 nM) but is without effect (IC50 > 10 μM) against a large panel of other kinases. Linsitinib inhibits proliferation of a variety of tumor cell lines in vitro and has antitumor efficacy in an IGF-1R-driven xenograft mouse model when administered orally. A rapid, non-invasive method to predict the pharmacodynamic response to linsitinib has been reported.

상·하류 제품 정보

상류 원료

Quinoline, 2-phenyl-7-(4,4,5,5-tetraMethyl-1,3,2-dioxaborolan-2-yl)-

관련 반응

0건
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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
Cyclobutanol, 3-(8-aMino-1-broMoiMidazo[1,5-a]pyrazin-3-yl)-1-Methyl-, cis-
세슘 탄소산
N,N-다이메틸폼아마이드

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