Rhosin hydrochloride | CAS#1281870-42-5 | Rho GTPase inhibitor

MedKoo Cat#: 562318 | Name: Rhosin hydrochloride

Description:

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

Rhosin hydrochloride is a Rho GTPase inhibitor. It acts by inhibiting binding of RhoA to guanine nucleotide exchange factors (GEFs) including LARG, DBL, LBC, p115 RhoGEF and PDZ RhoGEF.

Chemical Structure

Rhosin hydrochloride

CAS#1281870-42-5 (HCl)

Theoretical Analysis

MedKoo Cat#: 562318

Name: Rhosin hydrochloride

CAS#: 1281870-42-5 (HCl)

Chemical Formula: C20H19ClN6O

Exact Mass: 0.0000

Molecular Weight: 394.86

Elemental Analysis: C, 60.84; H, 4.85; Cl, 8.98; N, 21.28; O, 4.05

Price and Availability

Size	Price	Availability
25mg	USD 250.00	2 Weeks
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 2,650.00	2 Weeks
1g	USD 3,650.00	2 Weeks
2g	USD 6,250.00	2 Weeks

Bulk Inquiry

Buy Now

Add to Cart

Related CAS #

1173671-63-0 (free base) 1281870-42-5 (HCl)

Synonym

Rhosin hydrochloride; Rhosin HCl; G04;

IUPAC/Chemical Name

D-Tryptophan (2E)-2-(6-quinoxalinylmethylene)hydrazide hydrochloride

InChi Key

SFRGBDFQSLZYLF-GRYLRVQNSA-N

InChi Code

InChI=1S/C20H18N6O.ClH/c21-16(10-14-12-24-17-4-2-1-3-15(14)17)20(27)26-25-11-13-5-6-18-19(9-13)23-8-7-22-18;/h1-9,11-12,16,24H,10,21H2,(H,26,27);1H/b25-11+;/t16-;/m1./s1

SMILES Code

N[C@H](CC1=CNC2=C1C=CC=C2)C(N/N=C/C3=CC=C4N=CC=NC4=C3)=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, DMF, and ethanol

Shelf Life

>2 years if stored properly

Drug Formulation

This drug may be formulated in DMSO, DMF, and ethanol

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

Instruction

View handling instruction

Biological target:

Rhosin binds to RhoA to inhibit RhoA-GEF interaction with a Kd of ~ 0.4 uM. It does not interact with Cdc42 or Rac1, nor the GEF, LARG. Rhosin induces cell apoptosis. Rhosin promotes stress resiliency through enhancing D1-MSN plasticity and reducing hyperexcitability.

In vitro activity:

Rhosin inhibited tumor cell adhesion to the extracellular matrix via suppression of RHAMM expression, and inhibited SDF-1-induced cell migration and invasion by decreasing CXCR4 expression in B16BL6 and 4T1 cells. These results suggest that rhosin’s inhibition of RhoA/C-YAP pathway has potential as a therapeutic approach in patients with melanoma and breast cancer. Reference: Biomedicines. 2021 Jan 4;9(1):35. https://pubmed.ncbi.nlm.nih.gov/33406809/

In vivo activity:

When 25 μM of Y16 and 25 μM of Rhosin were combined, the inhibitory effect on LARG-RhoA interaction was statistically significant. When Y16 and Rhosin were combined, a significantly reduced concentration could effectively inhibit MYPT1 phosphorylation (2.5 μM compared with 5 μM for Y16 alone). Reference: J Formos Med Assoc. 2021 Oct;120(10):1863-1868. https://pubmed.ncbi.nlm.nih.gov/33893012/

	Solvent	mg/mL	mM
Solubility
	DMF	10.0	25.33
	DMSO	5.0	12.66
	Ethanol	5.0	12.66

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 394.86 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. Chiu WC, Chiang JY, Chiang FT. Small chemical compounds Y16 and Rhosin can inhibit calcium sensitization pathway in vascular smooth muscle cells of spontaneously hypertensive rats. J Formos Med Assoc. 2021 Oct;120(10):1863-1868. doi: 10.1016/j.jfma.2021.03.031. Epub 2021 Apr 21. PMID: 33893012. 2. Tsubaki M, Genno S, Takeda T, Matsuda T, Kimura N, Yamashita Y, Morii Y, Shimomura K, Nishida S. Rhosin Suppressed Tumor Cell Metastasis through Inhibition of Rho/YAP Pathway and Expression of RHAMM and CXCR4 in Melanoma and Breast Cancer Cells. Biomedicines. 2021 Jan 4;9(1):35. doi: 10.3390/biomedicines9010035. PMID: 33406809; PMCID: PMC7824767. 3. Chiu WC, Chiang JY, Chiang FT. Small chemical compounds Y16 and Rhosin can inhibit calcium sensitization pathway in vascular smooth muscle cells of spontaneously hypertensive rats. J Formos Med Assoc. 2021 Oct;120(10):1863-1868. doi: 10.1016/j.jfma.2021.03.031. Epub 2021 Apr 21. PMID: 33893012.

In vitro protocol:

In vivo protocol:

1: Lin HX, Yang MS, Tian C, Han CR, Song J, Duan JF, Jiang JX. Design of diversified self-assembly systems based on a natural rosin-based tertiary amine for doxorubicin delivery and excellent emulsification. Colloids Surf B Biointerfaces. 2018 Jan 31;165:191-198. doi: 10.1016/j.colsurfb.2018.01.049. [Epub ahead of print] PubMed PMID: 29482130. 2: Bajwa A, Rosin DL, Chroscicki P, Lee S, Dondeti K, Ye H, Kinsey GR, Stevens BK, Jobin K, Kenwood BM, Hoehn KL, Lynch KR, Okusa MD. Sphingosine 1-phosphate receptor-1 enhances mitochondrial function and reduces cisplatin-induced tubule injury. J Am Soc Nephrol. 2015 Apr;26(4):908-25. doi: 10.1681/ASN.2013121351. Epub 2014 Aug 21. PubMed PMID: 25145931; PubMed Central PMCID: PMC4378101. 3: Bajwa A, Jo SK, Ye H, Huang L, Dondeti KR, Rosin DL, Haase VH, Macdonald TL, Lynch KR, Okusa MD. Activation of sphingosine-1-phosphate 1 receptor in the proximal tubule protects against ischemia-reperfusion injury. J Am Soc Nephrol. 2010 Jun;21(6):955-65. doi: 10.1681/ASN.2009060662. Epub 2010 Mar 25. PubMed PMID: 20338995; PubMed Central PMCID: PMC2900956. 4: Lopes CT, Rosin FC, Cordeiro JA, Bueno V. Cell phenotype evaluation at various sites after skin transplantation and FTY720 plus sirolimus therapy. Transplant Proc. 2010 Mar;42(2):573-7. doi: 10.1016/j.transproceed.2010.01.027. PubMed PMID: 20304195. 5: Nande VS, Barabde UV, Morkhade DM, Joshi SB, Patil AT. Investigation of PEGylated derivatives of rosin as sustained release film formers. AAPS PharmSciTech. 2008;9(1):105-11. doi: 10.1208/s12249-007-9025-5. Epub 2008 Jan 16. PubMed PMID: 18446469; PubMed Central PMCID: PMC2976905. 6: Morkhade DM, Nande VS, Barabde UV, Patil AT, Joshi SB. PEGylated rosin derivatives: novel microencapsulating materials for sustained drug delivery. AAPS PharmSciTech. 2007 Jun 22;8(2):Article 47. PubMed PMID: 17622122; PubMed Central PMCID: PMC2750362. 7: Fulzele SV, Satturwar PM, Dorle AK. Novel biopolymers as implant matrix for the delivery of ciprofloxacin: biocompatibility, degradation, and in vitro antibiotic release. J Pharm Sci. 2007 Jan;96(1):132-44. PubMed PMID: 16960824. 8: Welk A, Splieth CH, Schmidt-Martens G, Schwahn Ch, Kocher T, Kramer A, Rosin M. The effect of a polyhexamethylene biguanide mouthrinse compared with a triclosan rinse and a chlorhexidine rinse on bacterial counts and 4-day plaque re-growth. J Clin Periodontol. 2005 May;32(5):499-505. PubMed PMID: 15842266. 9: Rosin M, Welk A, Kocher T, Majic-Todt A, Kramer A, Pitten FA. The effect of a polyhexamethylene biguanide mouthrinse compared to an essential oil rinse and a chlorhexidine rinse on bacterial counts and 4-day plaque regrowth. J Clin Periodontol. 2002 May;29(5):392-9. PubMed PMID: 12060421. 10: Rosin M, Benjamin P, Rogers P, Gibson M, Van Leuven F, Johnson NW, Curtis M. Elevated conversion of alpha-2-macroglobulin to the complexed form in gingival crevicular fluid from adult periodontitis patients. J Periodontal Res. 1995 Nov;30(6):436-44. PubMed PMID: 8544108. 11: Sevgi F, Ozyazici M, Güneri T. Sustained-release dosage form of phenylpropanolamine hydrochloride (3). Application of factorial design. J Microencapsul. 1994 Jul-Aug;11(4):439-44. PubMed PMID: 7931943. 12: Seldin DW, Rosin JM, rector FC Jr. Evidence against bicarbonate reabsorption in the ascending limb, particularly as disclosed by free-water clearance studies. Yale J Biol Med. 1975 Sep;48(4):337-47. PubMed PMID: 1202762; PubMed Central PMCID: PMC2595177. 13: Ahmed, Z. (2023). Investigation into the effect of small molecule inhibitors on glioma cell migration. Fields: Journal of Huddersfield Student Research, 9(1), 1-24. 14: Li, Y., Liu, Q., Huang, X., & Liu, L. J. (2022). Effects of rutin on hippocampal neuron injury and RhoA/ROCK signaling pathway in rats with chronic cerebral hypoperfusion.