MedKoo Cat#: 341262 | Name: YS 51

Description:

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

YS 51 is a biochemical.

Chemical Structure

YS 51
YS 51
CAS#213179-96-5

Theoretical Analysis

MedKoo Cat#: 341262

Name: YS 51

CAS#: 213179-96-5

Chemical Formula: C20H20BrNO2

Exact Mass: 385.0677

Molecular Weight: 386.29

Elemental Analysis: C, 62.19; H, 5.22; Br, 20.69; N, 3.63; O, 8.28

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
YS 51; YS-51; YS51.
IUPAC/Chemical Name
6,7-Isoquinolinediol, 1,2,3,4-tetrahydro-1-(2-naphthalenylmethyl)-, hydrobromide
InChi Key
HKIVLKJCAOUVKZ-UHFFFAOYSA-N
InChi Code
InChI=1S/C20H19NO2.BrH/c22-19-11-16-7-8-21-18(17(16)12-20(19)23)10-13-5-6-14-3-1-2-4-15(14)9-13;/h1-6,9,11-12,18,21-23H,7-8,10H2;1H
SMILES Code
OC1=CC2=C(C(CC3=CC=C4C=CC=CC4=C3)NCC2)C=C1O.[H]Br
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 386.29 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.

Recalculate based on batch purity %
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
1: Park EJ, Kim YM, Kim HJ, Jang SY, Oh MH, Lee DH, Chang KC. (S)YS-51, a novel isoquinoline alkaloid, attenuates obesity-associated non-alcoholic fatty liver disease in mice by suppressing lipogenesis, inflammation and coagulation. Eur J Pharmacol. 2016 Oct 5;788:200-209. doi: 10.1016/j.ejphar.2016.06.040. Epub 2016 Jun 23. PubMed PMID: 27343380. 2: Franjoine SE, Bedaiwy MA, AbdelHafez FF, Geng C, Liu JH. Clinical Effectiveness of Modified Laparoscopic Fimbrioplasty for the Treatment of Minimal Endometriosis and Unexplained Infertility. Minim Invasive Surg. 2015;2015:730513. doi: 10.1155/2015/730513. Epub 2015 May 6. PubMed PMID: 26064680; PubMed Central PMCID: PMC4438181. 3: Chaea HJ, Kim HR, Kang YJ, Hyun KC, Kim HJ, Seo HG, Lee JH, Yun-Choi HS, Chang KC. Heme oxygenase-1 induction by (S)-enantiomer of YS-51 (YS-51S), a synthetic isoquinoline alkaloid, inhibits nitric oxide production and nuclear factor-kappaB translocation in ROS 17/2.8 cells activated with inflammatory stimulants. Int Immunopharmacol. 2007 Dec 5;7(12):1559-68. Epub 2007 Aug 14. PubMed PMID: 17920533. 4: Heo JM, Kim HJ, Ha YM, Park MK, Kang YJ, Lee YS, Seo HG, Lee JH, Yun-Choi HS, Chang KC. YS 51, 1-(beta-naphtylmethyl)-6,7-dihydroxy-1,2,3,4,-tetrahydroisoquinoline, protects endothelial cells against hydrogen peroxide-induced injury via carbon monoxide derived from heme oxygenase-1. Biochem Pharmacol. 2007 Nov 1;74(9):1361-70. Epub 2007 Jul 21. PubMed PMID: 17719563. 5: Pyo MK, Kim JM, Jin JL, Chang KC, Lee DH, Yun-Choi HS. Effects of higenamine and its 1-naphthyl analogs, YS-49 and YS-51, on platelet TXA2 synthesis and aggregation. Thromb Res. 2007;120(1):81-6. Epub 2006 Oct 3. PubMed PMID: 17020781. 6: Pyo MK, Yun-Choi HS, Chang KC, Lee DH. Effects of two tetrahydroisoquinolines (YS-49 and YS-51) on experimental disseminated intravascular coagulation induced by lipopolysaccharide in rats. Arzneimittelforschung. 2004;54(11):705-10. PubMed PMID: 15612611. 7: Seo HG, Kim HJ, Ko YS, Pyo HS, Kang YJ, Lee YS, Park MK, Yun-Choi HS, Chang KC. Induction of manganese-superoxide dismutase by YS 51, a synthetic 1-(beta-naphtylmethyl)6,7-dihydroxy- 1,2,3,4-tetrahydroisoquinoline alkaloid: implication for anti-inflammatory actions. Pharmacology. 2004 Jun;71(2):57-65. PubMed PMID: 15118344. 8: Kang YJ, Seo SJ, Yun-Choi HS, Lee DH, Kim YM, Chang KC. A synthetic isoquinoline alkaloid, 1-(beta-naphthylmethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (YS 51), reduces inducible nitric oxide synthase expression and improves survival in a rodent model of endotoxic shock. J Pharmacol Exp Ther. 2002 May;301(2):561-7. PubMed PMID: 11961057. 9: Yun-Choi HS, Pyo MK, Park KM, Chang KC, Lee DH. Antithrombotic effects of YS-49 and YS-51--1-naphthylmethyl analogs of higenamine. Thromb Res. 2001 Nov 15;104(4):249-55. PubMed PMID: 11728526. 10: Ulshöfer B, Rüschoff J, Pracht R, Deichert L, Rohrmoser L. [Study of large cross sections of infiltrating renal cell carcinoma (pT3) and long-term observation (more than 4 years)]. Helv Chir Acta. 1990 Nov;57(3):483-6. German. PubMed PMID: 2269636.