ChemicalBook > CAS DataBase List > LDN-193189

LDN-193189

Product Name
LDN-193189
CAS No.
1062368-24-4
Chemical Name
LDN-193189
Synonyms
LDN193189;CS-205;DM-3189;DM 3189;LDN193189(DM3189);LDN-193189, >=98%;LDN193189 free base;LDN-193189;LDN 193189;LDN193189 LDN193189 HCl;LDN-193189;LDN 193189;DM-3189;DM 3189
CBNumber
CB22512071
Molecular Formula
C25H22N6
Formula Weight
406.48
MOL File
1062368-24-4.mol
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LDN-193189 Property

Density 
1.33
storage temp. 
Keep in dark place,Inert atmosphere,Store in freezer, under -20°C
solubility 
H2O: soluble5mg/mL, clear (warmed)
form 
powder
pka
8.79±0.10(Predicted)
color 
yellow to orange
InChIKey
XHBVYDAKJHETMP-UHFFFAOYSA-N
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Safety

WGK Germany 
3
HS Code 
29339900
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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
SML0559
Product name
LDN193189 hydrochloride
Purity
≥98% (HPLC)
Packaging
5mg
Price
$130
Updated
2024/03/01
Sigma-Aldrich
Product number
SML0559
Product name
LDN193189 hydrochloride
Purity
≥98% (HPLC)
Packaging
25mg
Price
$522
Updated
2024/03/01
Cayman Chemical
Product number
11802
Product name
LDN-193189
Purity
≥95%
Packaging
1mg
Price
$35
Updated
2024/03/01
Cayman Chemical
Product number
11802
Product name
LDN-193189
Purity
≥95%
Packaging
5mg
Price
$96
Updated
2024/03/01
Cayman Chemical
Product number
11802
Product name
LDN-193189
Purity
≥95%
Packaging
10mg
Price
$140
Updated
2024/03/01
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LDN-193189 Chemical Properties,Usage,Production

Description

Normal development and tissue repair are controlled in part by SMADs, a family of intracellular proteins that are activated by signaling via serine/threonine kinase receptors of the TGF-β superfamily. LDN-193189 inhibits SMAD1/5/8 phosphorylation by the bone morphogenetic protein (BMP) type I receptors, which are known as activin receptor-like kinases (ALKs), with an IC50 value of 4.9 nM. In in vitro kinase assays, it shows specificity for ALK1, 2, 3, and 6 (IC50s = 0.8, 0.8, 5.3, and 16.7 nM, respectively) over ALK4 and 5 (IC50s = 101 and 350 nM, respectively). LDN-193189 has been used to inhibit BMP type I receptor activity to study the pathogenesis of fibrodysplasia ossificans progressive, a congenital hyperossification disorder, and to examine the role of osteogenesis in prostate tumor metastases in bone.

Uses

4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline, is a selective inhibitor of bone morphogenetic protein (BMP) pathway, useful in the treatment of diseases. Potent BMP Inhibitor?, Promotes hPSC Neural Induction?.

Definition

ChEBI: 4-[6-[4-(1-piperazinyl)phenyl]-3-pyrazolo[1,5-a]pyrimidinyl]quinoline is a member of pyrimidines.

Biochem/physiol Actions

Although LDN193189 is a structural analog of dorsomorphin, these two drugs are found to establish different cellular responses. In vitro analysis reveals that LDN193189 inhibits a number of intracellular kinases such as, mitogen activated protein kinase 14 and 8 ( p38and c-Jun N-terminal kinase respectively), as well as those associated with AKT (serine/threonine kinase) and mTOR (mammalian target of rapamycin) signaling mechanisms. LDN193189 is known to elevate the levels hemoglobin and thus helps to prevent the onset of anemia of inflammation.

References

[1] yu pb, deng dy, lai cs, hong cc, cuny gd, bouxsein ml, hong dw, mcmanus pm, katagiri t, sachidanandan c, kamiya n, fukuda t, mishina y, peterson rt, bloch kd. bmp type i receptor inhibition reduces heterotopic [corrected] ossification. nat med. 2008 dec;14(12):1363-9.
[2] boergermann jh1, kopf j, yu pb, knaus p. dorsomorphin and ldn-193189 inhibit bmp-mediated smad, p38 and akt signalling in c2c12 cells. int j biochem cell biol. 2010 nov;42(11):1802-7.
[3] helbing t1, herold em, hornstein a, wintrich s, heinke j, grundmann s, patterson c, bode c, moser m. inhibition of bmp activity protects epithelial barrier function in lung injury. j pathol. 2013 sep;231(1):105-16. doi: 10.1002/path.4215. epub 2013 jul 10.

LDN-193189 Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from LDN-193189 manufacturers

Career Henan Chemical Co
Product
6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine 1062368-24-4
Price
US $9.80/KG
Min. Order
1g
Purity
≥99%
Supply Ability
100kg
Release date
2020-01-08

1062368-24-4, LDN-193189Related Search:


  • LDN193189 LDN193189 HCl
  • 4-(6-(4-(piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyrimidin-3-yl)quinoline
  • LDN-193189;LDN 193189;DM-3189;DM 3189
  • LDN-193189;LDN 193189
  • CS-205
  • LDN193189 free base
  • LDN193189(DM3189)
  • LDN193189
  • 4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline
  • DM 3189
  • DM-3189
  • 6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyriMidine LDN 193189(DM3189)
  • 4-{6-[4-(piperazin-1-yl)phenyl]pyrazolo[
  • 4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline LDN 193189
  • LDN 193189 4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]quinoline
  • 4-[6-[4-(1-Piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-quinoline hydrochloride
  • LDN-193189, >=98%
  • LDN-193189, 98%, a selective BMP signaling inhibitor
  • Quinoline, 4-[6-[4-(1-piperazinyl)phenyl]pyrazolo[1,5-a]pyrimidin-3-yl]-
  • 6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine USP/EP/BP
  • 1062368-24-4
  • C25H22N6
  • Smad
  • TGF-beta
  • Inhibitors
  • TGF-beta/Smad