Y0503

Y-27632 dihydrochloride

Name: Y-27632 dihydrochloride
Brand: SIGMA

synthetic (organic), ≥98% (HPLC), ROCK inhibitor, powder

Synonym(s):

Rock inhibitor y-27632, Y-27632 2HCl, (R)-(+)-trans-4-(1-Aminoethyl)-N-(4-Pyridyl)cyclohexanecarboxamide dihydrochloride

Select a Size

All Photos(3)

About This Item

Empirical Formula (Hill Notation):

C₁₄H₂₁N₃O · 2HCl

CAS Number:

129830-38-2

Molecular Weight:

320.26

UNSPSC Code:

12352200

PubChem Substance ID:

24277699

NACRES:

NA.77

MDL number:

MFCD03490488

Product Name

Y-27632 dihydrochloride, ≥98% (HPLC)

SMILES string

Cl.Cl.C[C@@H](N)[C@H]1CC[C@@H](CC1)C(=O)Nc2ccncc2

InChI

1S/C14H21N3O.2ClH/c1-10(15)11-2-4-12(5-3-11)14(18)17-13-6-8-16-9-7-13;;/h6-12H,2-5,15H2,1H3,(H,16,17,18);2*1H/t10-,11-,12-;;/m1../s1

InChI key

IDDDVXIUIXWAGJ-LJDSMOQUSA-N

biological source

synthetic (organic)

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +3.0 to +5.0°, c = 1.0 in methanol

color

white to beige

solubility

H₂O: 14 mg/mL

storage temp.

2-8°C

Application

Y-27632 dihydrochloride has been used:

as a medium supplement in pancreatic ductal adenocarcinoma organoid culture
in the inhibition of Ras homolog gene family (Rho) kinase in mouse embryonic stem cells
in the inhibition of Rho-associated protein kinase (ROCK) in human embryonic stem cells and human induced pluripotent stem cells (iPSCs)
Y-27632 dihydrochloride has been used as a supplement in the E8 medium to promote in vitro differentiation of human pluripotent stem cells

Biochem/physiol Actions

Y-27632 is a highly potent, cell-permeable, selective ROCK inhibitor.

Y-27632 is highly potent, cell-permeable, selective ROCK (Rho-associated coiled coil forming protein serine/threonine kinase) inhibitor. K_i = 140 nM for p160^ROCK. Y-27632 also inhibits ROCK-II with equal potency. The inhibition is competitive with respect to ATP.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

General description

Y-27632 dihydrochloride is an effective bronchodilator and improves lung resistance (RL) induced by antigen and acetylcholine. Y-27632 controls neutrophil migration and lung edema and may be a potential agent against acute lung injury.The utilization of Y-27632 dihydrochloride, in conjunction with Accutase or other enzyme solutions, during the passaging of human embryonic stem (hES) cells has been demonstrated to enhance cell survival and significantly improve cloning efficiency

Y-27632, a Rho-kinase inhibitor, counteracts noradrenergic contractions in the penile corpus cavernosum of rabbits and humans. It helps to relax vascular and non-vascular smooth muscle in various preparations and lower blood pressure in hypertensive rats. Additionally, this inhibitor induces reversible changes in cell shape and decreases in actin stress fibers, focal adhesions, and protein phosphotyrosine staining in human trabecular meshwork (TM) cells and Schlemm′s canal cells. Y-27632 inhibits the kinase activity of both ROCK-I and ROCK-II in vitro, and this inhibition is competitively reversed by ATP, indicating that these compounds bind to the catalytic site to inhibit the kinases. Ki = 140 nM for p160ROCK.

Legal Information

Sold under license from Mitsubishi Pharma Corporation

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number

0000446255

0000467756

0000512573

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Human cardiomyocytes undergo enhanced maturation in embryonic stem cell-derived organoid transplants

Varzideh F, et al.

Biomaterials, 192, 537-550 (2018)

ROCK inhibitor improves survival of cryopreserved serum/feeder-free single human embryonic stem cells.

Xiangyun Li et al.

Human reproduction (Oxford, England), 24(3), 580-589 (2008-12-06)

Efficient slow freezing protocols within serum-free and feeder-free culture systems are crucial for the clinical application of human embryonic stem (hES) cells. Frequently, however, hES cells must be cryopreserved as clumps when using conventional slow freezing protocols, leading to lower

The Cytoskeletal Network of the Trabecular Meshwork

Tian B, et al.

Journal of Separation Science (2010)

Attenuation of endotoxin-induced acute lung injury by the Rho-associated kinase inhibitor, Y-27632

Tasaka S, et al.

American Journal of Respiratory Cell and Molecular Biology, 32(6), 504-510 (2005)

Pharmacological properties of Y-27632, a specific inhibitor of rho-associated kinases

Ishizaki T, et al.

Molecular Pharmacology, 57, 976-983 (2000)

View All Related Papers

Articles

3D Organoid Culture: New In Vitro Models of Development and Disease

Organoid culture products to generate tissue and stem cell derived 3D brain, intestinal, gut, lung and cancer tumor organoid models.

Naive Pluripotent Stem Cell Culture in Serum-Free Media

Naive pluripotent stem cells cultured in vitro using specialized media and inhibitors mimic "ground-state" cells from blastocysts.

Discover Bioactive Small Molecules for Kinase Phosphatase Biology