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Merck
CN

Y0503

Y-27632 dihydrochloride

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

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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

Key Documents

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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

Quality Level

100

Gene Information

human ... ROCK1(6093), ROCK2(9475)

Related Categories

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. Ki = 140 nM for p160ROCK. Y-27632 also inhibits ROCK-II with equal potency. The inhibition is competitive with respect to ATP.

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

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

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Certificates of Analysis (COA)

Lot/Batch Number
0000446255
0000467756
0000467756
0000512573
0000512573

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Y-27632, an inhibitor of Rho-kinase, antagonizes noradrenergic contractions in the rabbit and human penile corpus cavernosum
Rees RW, et al.
Br. J. Pharmacol. (Proceed. Suppl.), 133, 455-458 (2001)
Pharmacological properties of Y-27632, a specific inhibitor of rho-associated kinases
Ishizaki T, et al.
J. Mol. Pharmacol., 57, 976-983 (2000)
Basement membrane destruction by pancreatic stellate cells leads to local invasion in pancreatic ductal adenocarcinoma
Koikawa K, et al.
Cancer Letters, 425, 65-77 (2018)
Reversal of diabetes with insulin-producing cells derived in vitro from human pluripotent stem cells
Rezania A, et al.
Nature Biotechnology, 32(11), 1121-1133 (2014)
Evaluation of Y-27632, a rho-kinase inhibitor, as a bronchodilator in guinea pigs
Iizuka K, et al.
European Journal of Pharmacology, 406(2), 273-279 (2000)
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