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Merck

203646

DMH1

≥97% (HPLC), solid, BMP inhibitor, Calbiochem®

Synonym(s):

BMP Inhibitor II, DMH1, ALK2/3 Inhibitor, DMH1, Bone Morphogenetic Protein Inhibitor, DMH1, 4-(6-(4-Isopropoxyphenyl)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
UNSPSC Code:
51111800
NACRES:
NA.77
MDL number:
MFCD18384963

Key Documents

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Product Name

BMP Inhibitor II, DMH1, The BMP Inhibitor II, DMH1, also referenced under CAS 1206711-16-1, controls the biological activity of BMP. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

SMILES string

[n]21ncc(c2ncc(c1)c5ccc(cc5)OC(C)C)c3c4c(ncc3)cccc4

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

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

orange

solubility

DMSO: 16.6 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

Disclaimer

Toxicity: Regulatory Review (Z)

General description

A cell-permeable, potent, and highly selective BMPR (bone morphogenetic protein receptor) inhibitior (IC50 against human ALK2/BMPR-I = 107.9 nM) that exhibits no inhibitory activity against ALK5, AMPK, FLK1/KDR/VEGRF2, or PDGFRβ. Effectively blocks ALK2- and ALK3-, but not ALK6-, mediated transcription activity (IC50<500 nM, <100 nM, and >10 M in reporter assays using C2C12BRA expressing constitutively active ALK2, ALK3, or ALK6, respectively). Comparing to its non-BMPR-selective structural analog dorsomorphin, DMH1 is 12.5-times more potent in preventing BMP pathway-dependent DV (dorsoventral) development (EC100 = 0.2 M DMH1 or 2.5 M DM) in zebrafish embryo in vivo, while being non-toxic to the fish embryo and exhibiting no effect against VEGF signaling-dependent intersomitic vessel (ISV) formation even at concentrations as high as 50 M.

Other Notes

Hao, J., et al. 2010. ACS Chem.Biol.5, 245.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

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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Eduardo Branco de Sousa et al.
Revista brasileira de ortopedia, 57(2), 314-320 (2021-03-31)
Objective  Our goal was to evaluate the modulation of the synovial fluid cells (SFC) from patients with and without osteoarthritis (OA) by bone morphogenetic protein 4 (BMP-4), Smad-3 and transforming growth factor beta (TGF-β). Methods  Synovial fluid was collected from
Transient suppression of SUMOylation in embryonic stem cells generates embryo-like structures.
Cossec, et al.
Cell Reports, 42, 112380-112380 (2023)

Global Trade Item Number

SKUGTIN
203646-5MGCN04055977204384

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