Hydroxyfasudil HCl | CAS#155558-32-0

MedKoo Cat#: 333182 | Name: Hydroxyfasudil HCl

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Hydroxyfasudil, aslo known as HA1100, is a cell-permeable hydroxylated metabolite of HA-1077, is a potent inhibitor of Rho-associated kinase (ROCK) (Ki = 150 nM). Hydroxyfasudil alleviates demyelination through the inhibition of MOG antibody and microglia activation in cuprizone mouse model.

Chemical Structure

Hydroxyfasudil HCl

CAS#155558-32-0 (HCl)

Theoretical Analysis

MedKoo Cat#: 333182

Name: Hydroxyfasudil HCl

CAS#: 155558-32-0 (HCl)

Chemical Formula: C14H18ClN3O3S

Exact Mass: 0.0000

Molecular Weight: 343.83

Elemental Analysis: C, 48.91; H, 5.28; Cl, 10.31; N, 12.22; O, 13.96; S, 9.32

Price and Availability

Size	Price	Availability
50mg	USD 190.00	Ready to ship
100mg	USD 350.00	Ready to ship
200mg	USD 650.00	Ready to ship
500mg	USD 1,250.00	Ready to ship
1g	USD 2,150.00	Ready to ship
2g	USD 3,750.00	Ready to ship
5g	USD 6,450.00	2 weeks

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Related CAS #

155558-32-0 (HCl) 105628-72-6 (free base)

Synonym

Hydroxyfasudil HCl, HA-1100 HCl; HA1100; HA 1100; Hydroxyfasudil hydrochloride

IUPAC/Chemical Name

1-(1-Hydroxy-5-isoquinolinesulfonyl)homopiperazine hydrochloride

InChi Key

XWWFOUVDVJGNNG-UHFFFAOYSA-N

InChi Code

InChI=1S/C14H17N3O3S.ClH/c18-14-12-3-1-4-13(11(12)5-7-16-14)21(19,20)17-9-2-6-15-8-10-17;/h1,3-5,7,15H,2,6,8-10H2,(H,16,18);1H

SMILES Code

O=S(N1CCNCCC1)(C2=CC=CC3=C2C=CN=C3O)=O.[H]Cl

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

Shipping Condition

Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition

Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility

Soluble in DMSO

Shelf Life

>3 years if stored properly

Drug Formulation

This drug may be formulated in DMSO

Stock Solution Storage

0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code

2934.99.9001

More Info

Product Data

Product Data

Certificate of Analysis

View CoA: current batch, Lot#C20R12B02

QC Data

View QC data: current batch, Lot#C20R12B02

Safety Data Sheet (SDS)

View Safety Data Sheet (SDS)

Instruction

View handling instruction

Biological target:

Hydroxyfasudil hydrochloride is a ROCK inhibitor, with IC50s of 0.73 and 0.72 μM for ROCK1 and ROCK2, respectively.

In vitro activity:

Hydroxyfasudil, a bioactive metabolite of fasudil, decreased the mRNA expression of α-SMA mRNA induced by TGF-β1 in the two cell types. Furthermore, in the NRK-49F cells, the protein expression of α-SMA was markedly reduced following treatment with 30 µM hydroxyfasudil. However, in the NRK-52E cells, no changes in the protein expression of α-SMA were observed in this condition. In the NRK-49F cells, the increased mRNA expression of collagen I was significantly attenuated by 30 µM hydroxyfasudil treatment; however, the protein expression was unaffected. The mRNA expression of MCP-1 was stimulated by TGF-β1 in the NRK-52E and NRK-49F cells. Pretreatment with hydroxyfasudil clearly suppressed the induced mRNA expression of MCP-1 in the NRK-52E cells, but had no effect in the NRK-49F cells (Fig. 8C). Reference: Mol Med Rep. 2015 Dec; 12(6): 8010–8020. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4758322/

In vivo activity:

The effect of HF (Hydroxyfasudil) on HIV-1 Tat-caused BBB damage was evaluated by EB leakage and frozen slices of brain tissues. When 100 μg/kg of HIV-1 Tat was given to the C57BL/6 mouse once a day for seven consecutive days, the mouse brain of the HIV-1 Tat group was clearly stained in blue in the cerebral cortex surface (Fig. 2a). In addition, the EB leakage of the HIV-1 Tat group (Fig. 2b) showed a significant increase compared to the control group and HF group (**P < 0.01). However, in the HF + HIV-1 Tat group, the blue staining in the mouse brain (Fig. 2a) was not conspicuous and EB leakage (Fig. (Fig.2b)2b) significantly decreased in comparison to the HIV-1 Tat group (##P < 0.01). Moreover, the mouse brain EB fluorescent signals and fluorescence intensity of HIV-1 Tat group significantly increased in comparison to the control group (Fig. 2c–d) (***P < 0.001). Reference: Mol Cell Biochem. 2021; 476(5): 2159–2170. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8057965/

	Solvent	mg/mL	mM
Solubility
	DMSO	33.0	96.07
	DMSO:PBS (pH 7.2) (1:1)	0.5	1.45
	Water	33.4	97.26

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 343.83 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass	1 mg	5 mg	10 mg
1 mM	1.15 mL	5.76 mL	11.51 mL
5 mM	0.23 mL	1.15 mL	2.3 mL
10 mM	0.12 mL	0.58 mL	1.15 mL
50 mM	0.02 mL	0.12 mL	0.23 mL

Formulation protocol:

1. Baba I, Egi Y, Utsumi H, Kakimoto T, Suzuki K. Inhibitory effects of fasudil on renal interstitial fibrosis induced by unilateral ureteral obstruction. Mol Med Rep. 2015 Dec;12(6):8010-20. doi: 10.3892/mmr.2015.4467. Epub 2015 Oct 21. PMID: 26498136; PMCID: PMC4758322. 2. Satoh S, Kawasaki K, Ikegaki I, Asano T, Shimokawa H. Evidence of a direct cellular protective effect of Rho-kinase inhibitors on endothelin-induced cardiac myocyte hypertrophy. Biochem Biophys Res Commun. 2012 Jul 27;424(2):338-40. doi: 10.1016/j.bbrc.2012.06.136. Epub 2012 Jul 4. PMID: 22771803. 3. Chen Q, Wu Y, Yu Y, Wei J, Huang W. Rho-kinase inhibitor hydroxyfasudil protects against HIV-1 Tat-induced dysfunction of tight junction and neprilysin/Aβ transfer receptor expression in mouse brain microvessels. Mol Cell Biochem. 2021 May;476(5):2159-2170. doi: 10.1007/s11010-021-04056-x. Epub 2021 Feb 6. PMID: 33548010; PMCID: PMC8057965. 4. Li X, Huang L, Zhao Z, Bo L, Kang R, Yang J, Dong Z. The protective effect of the Rho-kinase inhibitor hydroxyfasudil on propofol-induced hippocampal neuron apoptosis in neonatal rats. Int J Clin Exp Pathol. 2018 Sep 1;11(9):4562-4570. PMID: 31949854; PMCID: PMC6962995.

In vitro protocol:

In vivo protocol:

1. Chen Q, Wu Y, Yu Y, Wei J, Huang W. Rho-kinase inhibitor hydroxyfasudil protects against HIV-1 Tat-induced dysfunction of tight junction and neprilysin/Aβ transfer receptor expression in mouse brain microvessels. Mol Cell Biochem. 2021 May;476(5):2159-2170. doi: 10.1007/s11010-021-04056-x. Epub 2021 Feb 6. PMID: 33548010; PMCID: PMC8057965. 2. Li X, Huang L, Zhao Z, Bo L, Kang R, Yang J, Dong Z. The protective effect of the Rho-kinase inhibitor hydroxyfasudil on propofol-induced hippocampal neuron apoptosis in neonatal rats. Int J Clin Exp Pathol. 2018 Sep 1;11(9):4562-4570. PMID: 31949854; PMCID: PMC6962995.

1: Wang J, Sui RX, Miao Q, Wang Q, Song LJ, Yu JZ, Li YH, Xiao BG, Ma CG. Hydroxyfasudil alleviates demyelination through the inhibition of MOG antibody and microglia activation in cuprizone mouse model. Clin Immunol. 2019 Apr;201:35-47. doi: 10.1016/j.clim.2019.01.006. Epub 2019 Jan 17. PubMed PMID: 30660624. 2: Antolín AA, Mestres J. Dual Inhibitors of PARPs and ROCKs. ACS Omega. 2018 Oct 31;3(10):12707-12712. doi: 10.1021/acsomega.8b02337. Epub 2018 Oct 5. PubMed PMID: 30411017; PubMed Central PMCID: PMC6210072. 3: Bozkurt A, Budak H, Erol HS, Can S, Mercantepe T, Akin Y, Ozbey I, Cankaya M, Halici MB, Coban TA. A novel therapeutics agent: antioxidant effects of hydroxylfasudil on rat kidney and liver tissues in a protamine sulphate-induced cystitis rat model; preliminary results. Artif Cells Nanomed Biotechnol. 2018;46(sup2):9-14. doi: 10.1080/21691401.2018.1449120. Epub 2018 Mar 9. PubMed PMID: 29523028. 4: Vieira GM, Roberto GM, Lira RC, Engel EE, Tone LG, Brassesco MS. Prognostic value and functional role of ROCK2 in pediatric Ewing sarcoma. Oncol Lett. 2018 Feb;15(2):2296-2304. doi: 10.3892/ol.2017.7571. Epub 2017 Dec 8. PubMed PMID: 29434937; PubMed Central PMCID: PMC5777092. 5: Cheng CI, Lee YH, Chen PH, Lin YC, Chou MH, Kao YH. Cobalt chloride induces RhoA/ROCK activation and remodeling effect in H9c2 cardiomyoblasts: Involvement of PI3K/Akt and MAPK pathways. Cell Signal. 2017 Aug;36:25-33. doi: 10.1016/j.cellsig.2017.04.013. Epub 2017 Apr 21. PubMed PMID: 28435089. 6: Tratsiakovich Y, Kiss A, Gonon AT, Yang J, Sjöquist PO, Pernow J. Inhibition of Rho kinase protects from ischaemia-reperfusion injury via regulation of arginase activity and nitric oxide synthase in type 1 diabetes. Diab Vasc Dis Res. 2017 May;14(3):236-245. doi: 10.1177/1479164116687935. Epub 2017 Feb 9. PubMed PMID: 28183205. 7: Mao Z, Wu Y, Li Q, Wang X, Liu Y, Di X. Aldehyde oxidase-dependent species difference in hepatic metabolism of fasudil to hydroxyfasudil. Xenobiotica. 2018 Feb;48(2):170-177. doi: 10.1080/00498254.2017.1292016. Epub 2017 Mar 2. PubMed PMID: 28166443. 8: Huang L, Li Q, Wen R, Yu Z, Li N, Ma L, Feng W. Rho-kinase inhibitor prevents acute injury against transient focal cerebral ischemia by enhancing the expression and function of GABA receptors in rats. Eur J Pharmacol. 2017 Feb 15;797:134-142. doi: 10.1016/j.ejphar.2017.01.021. Epub 2017 Jan 18. PubMed PMID: 28109911. 9: Chen Y, Huang W, Jiang W, Wu X, Ye B, Zhou X. HIV-1 Tat Regulates Occludin and Aβ Transfer Receptor Expression in Brain Endothelial Cells via Rho/ROCK Signaling Pathway. Oxid Med Cell Longev. 2016;2016:4196572. doi: 10.1155/2016/4196572. Epub 2016 Aug 2. PubMed PMID: 27563375; PubMed Central PMCID: PMC4985576. 10: Nishimiya K, Matsumoto Y, Uzuka H, Ogata T, Hirano M, Shindo T, Hasebe Y, Tsuburaya R, Shiroto T, Takahashi J, Ito K, Shimokawa H. Beneficial Effects of a Novel Bioabsorbable Polymer Coating on Enhanced Coronary Vasoconstricting Responses After Drug-Eluting Stent Implantation in Pigs in Vivo. JACC Cardiovasc Interv. 2016 Feb 8;9(3):281-291. doi: 10.1016/j.jcin.2015.09.041. PubMed PMID: 26847120. 11: Akin Y, Bozkurt A, Erol HS, Halici M, Celebi F, Kapakin KA, Gulmez H, Ates M, Coban A, Nuhoglu B. Impact of Rho-Kinase Inhibitor Hydroxyfasudil in Protamine Sulphate Induced Cystitis Rat Bladder. Low Urin Tract Symptoms. 2015 May;7(2):108-14. doi: 10.1111/luts.12058. Epub 2014 Apr 17. PubMed PMID: 26663691. 12: Baba I, Egi Y, Utsumi H, Kakimoto T, Suzuki K. Inhibitory effects of fasudil on renal interstitial fibrosis induced by unilateral ureteral obstruction. Mol Med Rep. 2015 Dec;12(6):8010-20. doi: 10.3892/mmr.2015.4467. Epub 2015 Oct 21. PubMed PMID: 26498136; PubMed Central PMCID: PMC4758322. 13: Holmström F, Shimizu S, Shimizu T, Higashi Y, Martin DT, Honda M, Saito M. Protective effect of hydroxyfasudil, a Rho kinase inhibitor, on ventral prostatic hyperplasia in the spontaneously hypertensive rat. Prostate. 2015 Nov;75(15):1774-82. doi: 10.1002/pros.23063. Epub 2015 Aug 19. PubMed PMID: 26286428. 14: Nishimiya K, Matsumoto Y, Shindo T, Hanawa K, Hasebe Y, Tsuburaya R, Shiroto T, Takahashi J, Ito K, Ishibashi-Ueda H, Yasuda S, Shimokawa H. Association of Adventitial Vasa Vasorum and Inflammation With Coronary Hyperconstriction After Drug-Eluting Stent Implantation in Pigs In Vivo. Circ J. 2015;79(8):1787-98. doi: 10.1253/circj.CJ-15-0149. Epub 2015 Jun 1. PubMed PMID: 26027445. 15: Médard G, Pachl F, Ruprecht B, Klaeger S, Heinzlmeir S, Helm D, Qiao H, Ku X, Wilhelm M, Kuehne T, Wu Z, Dittmann A, Hopf C, Kramer K, Kuster B. Optimized chemical proteomics assay for kinase inhibitor profiling. J Proteome Res. 2015 Mar 6;14(3):1574-86. doi: 10.1021/pr5012608. Epub 2015 Feb 20. PubMed PMID: 25660469. 16: Yayama K, Sasahara T, Ohba H, Funasaka A, Okamoto H. Orthovanadate-induced vasocontraction is mediated by the activation of Rho-kinase through Src-dependent transactivation of epidermal growth factor receptor. Pharmacol Res Perspect. 2014 Apr;2(2):e00039. doi: 10.1002/prp2.39. Epub 2014 Apr 1. PubMed PMID: 25505586; PubMed Central PMCID: PMC4184709. 17: Moreau S, DaSilva JN, Valdivia A, Fernando P. N-[(11)C]-methyl-hydroxyfasudil is a potential biomarker of cardiac hypertrophy. Nucl Med Biol. 2015 Feb;42(2):192-7. doi: 10.1016/j.nucmedbio.2014.09.008. Epub 2014 Sep 30. PubMed PMID: 25451216. 18: Cheng CI, Chen PH, Lin YC, Kao YH. High glucose activates Raw264.7 macrophages through RhoA kinase-mediated signaling pathway. Cell Signal. 2015 Feb;27(2):283-92. doi: 10.1016/j.cellsig.2014.11.012. Epub 2014 Nov 14. PubMed PMID: 25446262. 19: Kiss A, Tratsiakovich Y, Gonon AT, Fedotovskaya O, Lanner JT, Andersson DC, Yang J, Pernow J. The role of arginase and rho kinase in cardioprotection from remote ischemic perconditioning in non-diabetic and diabetic rat in vivo. PLoS One. 2014 Aug 20;9(8):e104731. doi: 10.1371/journal.pone.0104731. eCollection 2014. PubMed PMID: 25140754; PubMed Central PMCID: PMC4139318. 20: Huang L, Zhao LB, Yu ZY, He XJ, Ma LP, Li N, Guo LJ, Feng WY. Long-term inhibition of Rho-kinase restores the LTP impaired in chronic forebrain ischemia rats by regulating GABAA and GABAB receptors. Neuroscience. 2014 Sep 26;277:383-91. doi: 10.1016/j.neuroscience.2014.07.015. Epub 2014 Jul 19. PubMed PMID: 25050822.