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Merck
CN

C101

8-环戊基-1,3-二丙基黄嘌呤

A1 adenosine receptor antagonist, solid

别名:

1,3-二丙基-8-环戊基黄嘌呤, DPCPX, PD 116948

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关于此项目

经验公式(希尔记法):
C16H24N4O2
化学文摘社编号:
分子量:
304.39
MDL编号:
UNSPSC代码:
12352202
PubChem化学物质编号:
NACRES:
NA.77
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产品名称

8-环戊基-1,3-二丙基黄嘌呤, solid

表单

solid

质量水平

颜色

white

溶解性

DMSO: >10 mg/mL
0.1 M NaOH: 2 mg/mL
ethanol: 4 mg/mL
H2O: insoluble

εmax

14,800 at 276 nm in ethanol

SMILES字符串

CCCN1C(=O)N(CCC)c2nc([nH]c2C1=O)C3CCCC3

InChI

1S/C16H24N4O2/c1-3-9-19-14-12(15(21)20(10-4-2)16(19)22)17-13(18-14)11-7-5-6-8-11/h11H,3-10H2,1-2H3,(H,17,18)

InChI key

FFBDFADSZUINTG-UHFFFAOYSA-N

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应用

8-环戊基-1,3-二丙基黄嘌呤作为腺苷受体(A1AR)拮抗剂,用于巨噬细胞 和人脐静脉内皮细胞(HUVEC)。 它也作为A1AR拮抗剂,用于MCF-7乳腺癌细胞系,试验其抗癌作用。

生化/生理作用

8-环戊基-1,3-二丙基黄嘌呤(DPCPX)是选择性的A1腺苷受体拮抗剂。DPCPX具有抗癌功能。诱导乳腺癌细胞凋亡,有利于胱天蛋白酶mRNA表达。

特点和优势

《受体分类和信号转导》手册的 腺苷受体页有该化合物的介绍。想要浏览手册的其他页面, 请单击此处

象形图

Exclamation mark

警示用语:

Warning

危险声明

危险分类

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

靶器官

Respiratory system

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

dust mask type N95 (US), Eyeshields, Gloves


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Lindsay Silva et al.
Neurotoxicology and teratology, 58, 88-100 (2016-02-24)
Adolescents who use marijuana are more likely to exhibit anxiety, depression, and other mood disorders, including psychotic-like symptoms. Additionally, the age at onset of use and the stress history of the individual can affect responses to cannabis. To examine the
Hongjie Chen et al.
Experimental hematology, 37(5), 533-538 (2009-04-21)
The control of expression of tumor necrosis factor-alpha (TNF-alpha) impacts a variety of processes during a stress response. Macrophages are a major source of TNF-alpha, the level of which is known to be regulated by adenosine. Previous studies highlighted the
Mariachiara Zuccarini et al.
Purinergic signalling, 13(4), 429-442 (2017-06-16)
Epithelial to mesenchymal transition (EMT) occurs during embryogenesis or under pathological conditions such as hypoxia, injury, chronic inflammation, or tissue fibrosis. In renal tubular epithelial cells (MDCK), TGF-β1 induces EMT by reducing or increasing epithelial or mesenchymal marker expression, respectively.
Daniela Patinha et al.
American journal of physiology. Renal physiology, 304(5), F614-F622 (2013-01-04)
Increased angiotensin II (ANG II) or adenosine can potentiate each other in the regulation of renal hemodynamics and tubular function. Diabetes is characterized by hyperfiltration, yet the roles of ANG II and adenosine receptors for controlling baseline renal blood flow
Flavia Varano et al.
Journal of medicinal chemistry, 59(23), 10564-10576 (2016-12-10)
In this study, we describe the design and synthesis of new N5-substituted-2-(2-furanyl) thiazolo[5,4-d]pyrimidine-5,7-diamines (2-18) and their pharmacological characterization as A2A adenosine receptor (AR) antagonists by using in vitro and in vivo assays. In competition binding experiments two derivatives (13 and

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