ChemicalBook > CAS DataBase List > 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline

4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline

Product Name
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline
CAS No.
1206711-16-1
Chemical Name
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline
Synonyms
DMH-1;CS-1204;VU036482;DMH 1;DMH-1;DMH-1, >=98%;DMH-1(VU036482);BMP Inhibitor II;DMH1;DMH 1;DMH-1;DorsoMorphin Homolog 1;BMP Inhibitor II, DMH1
CBNumber
CB32518803
Molecular Formula
C24H20N4O
Formula Weight
380.44
MOL File
1206711-16-1.mol
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4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline Property

Melting point:
178 °C
Density 
1.24±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO: soluble5mg/mL, clear (warmed)
pka
3.34±0.46(Predicted)
form 
powder
color 
light yellow to orange
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Safety

Hazard Codes 
T
Risk Statements 
25
Safety Statements 
45
WGK Germany 
3
HS Code 
2933.49.7000
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
D8946
Product name
DMH1
Purity
≥98% (HPLC)
Packaging
5mg
Price
$221
Updated
2024/03/01
Sigma-Aldrich
Product number
203646
Product name
BMP Inhibitor II, DMH1
Packaging
5mg
Price
$187
Updated
2024/03/01
TCI Chemical
Product number
D5737
Product name
DMH-1
Packaging
10MG
Price
$242
Updated
2024/03/01
TCI Chemical
Product number
D5737
Product name
DMH-1
Packaging
50MG
Price
$724
Updated
2024/03/01
Cayman Chemical
Product number
16679
Product name
DMH1
Purity
≥98%
Packaging
1mg
Price
$38
Updated
2024/03/01
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4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline Chemical Properties,Usage,Production

Description

Bone morphogenetic proteins (BMP) are secreted signaling proteins, many of which are involved in various developmental processes, in addition to bone formation. DMH1 is an analog of the non-selective BMP receptor inhibitor dorsomorphin that potently inhibits the kinase activity of activin receptor-like kinase 2 (ALK2; IC50 = 13-108 nM). It is much less effective at ALK4, ALK5, AMPK, KDR (VEGFR2) or PDGFRβ, although it inhibits ALK1 and ALK3 at nanomolar concentrations. DMH1 is effective in vivo, as it disrupts dorsoventral development in zebrafish. It also affects stem cell development, increasing cardiomyocyte progenitors and promoting neurogenesis. DMH1 inhibits the growth of lung cancer cells, reducing tumor growth in a xenograft mouse model.

Uses

DMH1 has been used for bone morphogenetic protein (BMP) inhibition. It has also been used to block vascular endothelial growth factor (VEGF) signaling.

Uses

DMH 1 is an inhibitor that exclusively targets the bone morphogenetic protein (BMP) but not the vascular endothelial growth factor (VEGF) pathway. DMH 1 promotes neurogenesis of human-induced pluripotent stem cells (hiPSCs)

Definition

ChEBI: DMH1 is a pyrazolopyrimidine that is pyrazolo[1,5-a]pyrimidine bearing quinolin-4-yl and 4-isopropyloxyphenyl substituents at positions 3 and 6 respectively. It has a role as a protein kinase inhibitor, a bone morphogenetic protein receptor antagonist and an antineoplastic agent. It is a member of quinolines, a pyrazolopyrimidine and an aromatic ether.

General Description

DMH1 stimulates neurogenesis of human-induced pluripotent stem cells (hiPSCs) and suppresses the growth and metastasis of lung cancer. It blocks cellular autophagy responses.

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.

storage

+4°C

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.

4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline manufacturers

Career Henan Chemical Co
Product
4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline 1206711-16-1
Price
US $1.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2019-12-20

1206711-16-1, 4-[6-[4-(1-Methylethoxy)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinolineRelated Search:


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