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LDN-193189

LDN-193189 structure

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

Molecular Weight:: 406.48

MDL Number:: MFCD17169988

MOL File:: 1062368-24-4.mol

MSDS File:: SDS

Last updated:2023-05-18 11:31:16

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LDN-193189 Properties

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
FDA UNII	W69H5YQU9O

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
WGK Germany	3
HS Code	29339900

LDN-193189 price More Price(33)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SML0559	LDN193189 hydrochloride ≥98% (HPLC)	1062368-24-4	5mg	$130	2024-03-01	Buy
Sigma-Aldrich	SML0559	LDN193189 hydrochloride ≥98% (HPLC)	1062368-24-4	25mg	$522	2024-03-01	Buy
Cayman Chemical	11802	LDN-193189 ≥95%	1062368-24-4	1mg	$35	2024-03-01	Buy
Cayman Chemical	11802	LDN-193189 ≥95%	1062368-24-4	5mg	$96	2024-03-01	Buy
Cayman Chemical	11802	LDN-193189 ≥95%	1062368-24-4	10mg	$140	2024-03-01	Buy

Product number	Packaging	Price	Buy
SML0559	5mg	$130	Buy
SML0559	25mg	$522	Buy
11802	1mg	$35	Buy
11802	5mg	$96	Buy
11802	10mg	$140	Buy

LDN-193189 Chemical Properties,Uses,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 synthesis

Synthesis of LDN-193189 from 4-Quinolinecarboxaldehyde

LDN-193189 Preparation Products And Raw materials

Raw materials

4-(quinolin-4-yl)-1H-pyrazol-5-aMine 4-quinolylmethanol 4-Chloromethylquinoline 2-(quinolin-4-yl)acetonitrile 4-Quinolinecarboxaldehyde

Preparation Products

LDN-193189 Suppliers

Global( 154)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Capot Chemical Co.,Ltd.	571-85586718 +8613336195806	sales@capotchem.com	China	29797	60
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32480	60
Biochempartner	0086-13720134139	candy@biochempartner.com	CHINA	967	58
Hubei Jusheng Technology Co.,Ltd.	18871490254	linda@hubeijusheng.com	CHINA	28180	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19553	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58
career henan chemical co	+86-0371-86658258 15093356674;	factory@coreychem.com	China	29826	58
TargetMol Chemicals Inc.	+1-781-999-5354 +1-00000000000	marketing@targetmol.com	United States	19892	58
HANGZHOU CLAP TECHNOLOGY CO.,LTD	86-571-88216897,88216896 13588875226	sales@hzclap.com	CHINA	6313	58
Dideu Industries Group Limited	+86-29-89586680 +86-15129568250	1026@dideu.com	China	29627	58

Supplier	Advantage
Capot Chemical Co.,Ltd.	60
ATK CHEMICAL COMPANY LIMITED	60
Biochempartner	58
Hubei Jusheng Technology Co.,Ltd.	58
BOC Sciences	58
CONIER CHEM AND PHARMA LIMITED	58
career henan chemical co	58
TargetMol Chemicals Inc.	58
HANGZHOU CLAP TECHNOLOGY CO.,LTD	58
Dideu Industries Group Limited	58

View Lastest Price from LDN-193189 manufacturers

Image	Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
	2020-01-09	6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine 1062368-24-4	US $9.80 / KG	1g	≥99%	100kg	Career Henan Chemical Co

6-(4-(2-(piperidin-1-yl)ethoxy)phenyl)-3-(pyridin-4-yl)pyrazolo[1,5-a]pyrimidine
1062368-24-4
US $9.80 / KG
≥99%
Career Henan Chemical Co

LDN-193189 Spectrum

LDN-193189(1062368-24-4)¹HNMR

1062368-24-4(LDN-193189)Related Search:

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ICG-001 LDN212854 Ldn193189

1of3

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