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D8946

Sigma-Aldrich

DMH1

≥98% (HPLC), powder, BMP inhibitor

Synonym(s):

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

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About This Item

Empirical Formula (Hill Notation):
C24H20N4O
CAS Number:
1206711-16-1
Molecular Weight:
380.44
MDL number:
MFCD18384963
UNSPSC Code:
51111800
PubChem Substance ID:
329798883
NACRES:
NA.77

product name

DMH1, ≥98% (HPLC)

Quality Level

100

Assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

light yellow to orange

solubility

DMSO: 5 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

CC(C)OC(C=C1)=CC=C1C(C=N2)=CN3C2=C(C4=CC=NC5=C4C=CC=C5)C=N3

InChI

1S/C24H20N4O/c1-16(2)29-19-9-7-17(8-10-19)18-13-26-24-22(14-27-28(24)15-18)20-11-12-25-23-6-4-3-5-21(20)23/h3-16H,1-2H3

InChI key

JMIFGARJSWXZSH-UHFFFAOYSA-N

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.

Application

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

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 Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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An organizing role for the TGF-β signaling pathway in axes formation of the annelid Capitella teleta
Lanza AR, et al.
Developmental Biology, 435(1), 26-40 (2018)
DMH1 (4-[6-(4-isopropoxyphenyl) pyrazolo [1, 5-a] pyrimidin-3-yl] quinoline) inhibits chemotherapeutic drug-induced autophagy
Sheng Y, et al.
Acta Pharmaceutica Sinica. B, 5(4), 330-336 (2015)
Silvia Colucci et al.
Blood, 130(19), 2111-2120 (2017-09-03)
The expression of the key regulator of iron homeostasis hepcidin is activated by the BMP-SMAD pathway in response to iron and inflammation and among drugs, by rapamycin, which inhibits mTOR in complex with the immunophilin FKBP12. FKBP12 interacts with BMP
Richard H Row et al.
eLife, 7 (2018-06-08)
The mesodermal germ layer is patterned into mediolateral subtypes by signaling factors including BMP and FGF. How these pathways are integrated to induce specific mediolateral cell fates is not well understood. We used mesoderm derived from post-gastrulation neuromesodermal progenitors (NMPs)
José M Martín-Durán et al.
Nature, 553(7686), 45-50 (2017-12-14)
It has been hypothesized that a condensed nervous system with a medial ventral nerve cord is an ancestral character of Bilateria. The presence of similar dorsoventral molecular patterns along the nerve cords of vertebrates, flies, and an annelid has been
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