LDN-193189 HCl

Product Name: LDN-193189 HCl
CAS No.: 1062368-62-0
Chemical Name: LDN-193189 HCl
Synonyms: CS-1451;LDN-193189 HCl;LDN-193189 4HCl;LDN-193189 HCl USP/EP/BP;LDN193189 (Hydrochloride);LDN-193189 HCL;LDN 193189 HCL;LDN-193189 HCl, 10 mM in DMSO;LDN193189 hydrochloride (LDN 193189 hydrochloride;4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyriMidin-3-yl)quinoline HCl;LDN-193189 HCL;LDN 193189 HCL;LDN 193189 HYDROCHLORIDE;LDN-193189 HYDROCHLORIDE
CBNumber: CB02517951
Molecular Formula: C25H23ClN6
Formula Weight: 442.94332
MOL File: 1062368-62-0.mol

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LDN-193189 HCl Property

Melting point:: >240°C (dec.)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Methanol (Slightly), DMSO (Very Slightly, Heated)
form: Solid
color: Dark Orange
CAS DataBase Reference: 1062368-62-0

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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

Cayman Chemical

Product number: 19396
Product name: LDN-193189 (hydrochloride)
Purity: ≥98%
Packaging: 1mg
Price: $25
Updated: 2021/12/16

Cayman Chemical

Product number: 19396
Product name: LDN-193189 (hydrochloride)
Purity: ≥98%
Packaging: 5mg
Price: $75
Updated: 2021/12/16

Cayman Chemical

Product number: 19396
Product name: LDN-193189 (hydrochloride)
Purity: ≥98%
Packaging: 10mg
Price: $138
Updated: 2021/12/16

Cayman Chemical

Product number: 19396
Product name: LDN-193189 (hydrochloride)
Purity: ≥98%
Packaging: 25mg
Price: $300
Updated: 2021/12/16

TRC

Product number: P480133
Product name: LDN193189 hydrochloride
Packaging: 10mg
Price: $195
Updated: 2021/12/16

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LDN-193189 HCl Chemical Properties,Usage,Production

Uses

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

Uses

LDN-193189 HCl 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.

Biological Activity

ldn193189 is a selective transcriptional activity morphogenetic protein (bmp) type i receptors inhibitor. it inhibits activin receptor-like kinase-2 (alk2) and alk3 with ic50 values of 5 nm and 30 nm, respectively [1].ldn193189 has been showed to inhibit bmp induced phosphorylation of smad signaling (smad1/5/8) and non-smad signaling including p38 and akt in c2c12 cells [2].pharmacological inhibition of bmp by ldn193189 has shown to prevent down-regulation of e-cadherin in response to bmp2 both in bronchial epithelial (beas2b) cells and in c57bl/6 mice. ldn193189 also inhibits the bmp-induced reduction of epithelial permeability at cellular level [3].

Synthesis

1062368-27-7

1062368-62-0

Compound 18a (640 mg, 1.26 mmol) was taken as raw material and dissolved in methanol (10 mL) and 1,4-dioxane solution (6.3 mL) in 4M HCl was added. The reaction mixture was stirred at room temperature for 24 hours. Upon completion of the reaction, the mixture was concentrated to dryness. The resulting residue was washed with a small amount of methanol to afford the target product 13-HCl (550 mg, 98% yield) as a yellow solid. The product was characterized by 1H NMR (DMSO-d6): δ 9.75 (d, J = 2.2 Hz, 1H), 9.40 (br.s, 1H), 9.29 (d, J = 5.9 Hz, 1H), 9.28 (d, J = 2.2 Hz, 1H), 9.07 (s, 1H), 8.70 (d, J = 8.4 Hz, 1H), 8.51 (d, J = 5.9 Hz, 1H), 8.47 (d, J = 8.4 Hz, 1H), 8.21 (t, J = 7.6 Hz, 1H), 7.99 (t, J = 7.6 Hz, 1H), 7.88 (d, J = 8.8 Hz, 2H), 7.19 (d, J = 8.8 Hz, 2H), 3.51-3.58 (m, 4H), 3.20- 3.30 (m, 4H). The molecular ion peak m/z was determined to be 407.1979 by high-resolution mass spectrometry (HRMS), which is consistent with the calculated value of 407.1979 for the theoretical value C25H23N6 (MH+).

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 HCl Preparation Products And Raw materials

Raw materials

Preparation Products

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LDN-193189 HCl Suppliers

China 109 India 1 The Netherlands 1 United States 13 Global 124

Shanghai Boyle Chemical Co., Ltd.

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View Lastest Price from LDN-193189 HCl manufacturers

Career Henan Chemical Co

Product: LDN-193189 HCl 1062368-62-0
Price: US $1.00/g
Min. Order: 1g
Purity: 99.99%
Supply Ability: 200kg
Release date: 2019-12-23

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

4-(6-(4-(Piperazin-1-yl)phenyl)pyrazolo[1,5-a]pyriMidin-3-yl)quinoline HCl

LDN193189 (Hydrochloride)

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

LDN-193189 HCl

LDN193189 hydrochloride, 98%, a selective BMP type I receptor kinases inhibitor

LDN-193189 HCL;LDN 193189 HCL;LDN 193189 HYDROCHLORIDE;LDN-193189 HYDROCHLORIDE

LDN-193189 HCL;LDN 193189 HCL

CS-1451

LDN-193189 HCl USP/EP/BP

LDN-193189 4HCl

LDN-193189 HCl, 10 mM in DMSO

LDN193189 hydrochloride (LDN 193189 hydrochloride

1062368-62-0

C25H26Cl4N6

C25H22N6HCl

C25H22N6ClH

Inhibitors