1206711-16-1

Basic information

• Product Name: 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline
• Synonyms: 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline;DMH-1;Quinoline, 4-[6-[4-(1-methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-;4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline DMH 1;DMH 1 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline;4-[6-(4-Isopropoxyphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline;DMH-1, >=98%;4-[6-(4-propan-2-yloxyphenyl)pyrazolo[1,5-a]pyrimidin-3-yl]quinoline
• CAS NO: 1206711-16-1
• Molecular Formula: C24H20N4O
• Molecular Weight: 380
• Product Categories: Inhibitors
• Mol File: 1206711-16-1.mol
• Article Data: 0

Chemical Properties

• Melting Point: 178 °C
• Appearance: light yellow to orange/
• Density: 1.24±0.1 g/cm3(Predicted)
• Storage Temp.: Store at +4°C
• Solubility: DMSO: soluble5mg/mL, clear (warmed)
• PKA: 3.34±0.46(Predicted)
• CAS DataBase Reference: 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline(CAS DataBase Reference)
• NIST Chemistry Reference: 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline(1206711-16-1)
• EPA Substance Registry System: 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline(1206711-16-1)

Safety Data

• Hazard Codes: T
• Statements: 25
• Safety Statements: 45
• WGK Germany: 3
• Hazardous Substances Data: 1206711-16-1(Hazardous Substances Data)

Usage

Description

4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline, also known as DMH1, is a small molecule compound that acts as a selective inhibitor of bone morphogenetic protein (BMP) signaling pathways. It is an analog of the non-selective BMP receptor inhibitor dorsomorphin and has been shown to potently inhibit the kinase activity of activin receptor-like kinase 2 (ALK2). DMH1 is effective in both in vitro and in vivo studies, making it a promising candidate for various therapeutic applications.

Uses

Used in Pharmaceutical Industry:
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline is used as a BMP inhibitor for the treatment of various diseases and conditions. It has been shown to suppress the growth and metastasis of lung cancer by blocking cellular autophagy responses. Additionally, it promotes neurogenesis of human-induced pluripotent stem cells (hiPSCs), which has potential applications in regenerative medicine and the treatment of neurodegenerative diseases.
Used in Cancer Research:
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline is used as a research tool to study the role of BMP signaling pathways in cancer development and progression. By selectively inhibiting the BMP pathway, researchers can gain insights into the molecular mechanisms underlying cancer growth and identify potential therapeutic targets.
Used in Stem Cell Research:
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline is used as a stem cell differentiation agent to promote the generation of specific cell types from hiPSCs. Its ability to stimulate neurogenesis makes it a valuable tool for studying the processes of cell fate determination and differentiation in stem cell research.

Biochem/physiol Actions

DMH1 is a highly selective Bone morphogenetic protein (BMP) inhibitor. DMH1 is a dorsomorphin analogue that exclusively targets the BMP but not the VEGF pathway.

references

[1] hao j, ho j n, lewis j a, et al. in vivo structure- activity relationship study of dorsomorphin analogues identifies selective vegf and bmp inhibitors. acs chemical biology, 2010, 5(2): 245-253.[2] hao j, lee r, chang a, et al. dmh1, a small molecule inhibitor of bmp type i receptors, suppresses growth and invasion of lung cancer. plos one, 2014, 9(3): e90748.