LYN-1604 dihydrochloride | CAS#2310109-38-5 | ULK1 activator

MedKoo Cat#: 462492 | Name: LYN-1604 dihydrochloride

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Description:

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

LYN-1604 dihydrochloride is a potent UNC-51-like kinase 1 (ULK1) activator for the research of triple negative breast cancer (TNBC).

Chemical Structure

LYN-1604 dihydrochloride

CAS#2310109-38-5 (2HCl)

Theoretical Analysis

MedKoo Cat#: 462492

Name: LYN-1604 dihydrochloride

CAS#: 2310109-38-5 (2HCl)

Chemical Formula: C33H45Cl4N3O2

Exact Mass: 0.0000

Molecular Weight: 657.54

Elemental Analysis: C, 60.28; H, 6.90; Cl, 21.57; N, 6.39; O, 4.87

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 350.00	2 Weeks
50mg	USD 1,150.00	2 Weeks

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Related CAS #

2088939-99-3 (free base) 2216753-86-3 (HCl) 2310109-38-5 (2HCl)

Synonym

LYN-1604 dihydrochloride; LYN1604 dihydrochloride; LYN 1604 dihydrochloride; LYN-1604 HCl; LYN1604 HCl; LYN 1604 HCl

IUPAC/Chemical Name

1-(4-(2-(2,4-dichlorophenyl)-2-(naphthalen-2-ylmethoxy)ethyl)piperazin-1-yl)-2-(diisobutylamino)ethan-1-one dihydrochloride

InChi Key

GZCBLOPFZPJUOQ-UHFFFAOYSA-N

InChi Code

InChI=1S/C33H43Cl2N3O2.2ClH/c1-24(2)19-37(20-25(3)4)22-33(39)38-15-13-36(14-16-38)21-32(30-12-11-29(34)18-31(30)35)40-23-26-9-10-27-7-5-6-8-28(27)17-26;;/h5-12,17-18,24-25,32H,13-16,19-23H2,1-4H3;2*1H

SMILES Code

[H]Cl.ClC1=CC=C(C(CN2CCN(C(CN(CC(C)C)CC(C)C)=O)CC2)OCC3=CC=C(C=CC=C4)C4=C3)C(Cl)=C1.[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

Instruction

View handling instruction

Biological target:

LYN-1604 dihydrochloride is a potent UNC-51-like kinase 1 (ULK1) activator (EC50=18.94 nM) for the research of triple negative breast cancer (TNBC).

In vitro activity:

This study finds that ASD patient-derived neurons with a functional loss of TSC2, in addition to possessing neuronal hyperactivity, develop a dysfunctional neuronal network with reduced synchronisation of neuronal bursting and lower spatial connectivity. The mTOR inhibitor rapamycin suppresses neuronal hyperactivity, but does not increase synchronised network activity, whereas activation of AMPK restores some aspects of network activity. In contrast, the ULK1 activator, LYN-1604, increases the network behaviour, shortens the network burst lengths and reduces the number of uncorrelated spikes. Reference: Mol Autism. 2020 Oct 19;11(1):80. https://pubmed.ncbi.nlm.nih.gov/33076974/

In vivo activity:

It is unclear whether corneal autophagy participates in ocular surface inflammation observed in DED. To test this involvement, dry eye (DE) was induced in female C57BL/6 mice housed in a controlled environment by subcutaneous injection of scopolamine. Treatment with LYN-1604, an activator of autophagy, alleviated the clinical indications in DE mice, including tear production and corneal fluorescence staining. LYN-1604 also reduced the corneal levels of inflammatory response products, including tumor necrosis factor alpha (TNF-α) and matrix metalloproteinases-3 and -9. Reference: Exp Eye Res. 2019 Jul;184:126-134. https://pubmed.ncbi.nlm.nih.gov/31018117/

	Solvent	mg/mL	mM
Solubility
	DMSO	50.0	76.04
	Water	50.0	76.04

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 657.54 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. Alsaqati M, Heine VM, Harwood AJ. Pharmacological intervention to restore connectivity deficits of neuronal networks derived from ASD patient iPSC with a TSC2 mutation. Mol Autism. 2020 Oct 19;11(1):80. doi: 10.1186/s13229-020-00391-w. PMID: 33076974; PMCID: PMC7574213. 2. Ouyang L, Zhang L, Fu L, Liu B. A small-molecule activator induces ULK1-modulating autophagy-associated cell death in triple negative breast cancer. Autophagy. 2017 Apr 3;13(4):777-778. doi: 10.1080/15548627.2017.1283470. Epub 2017 Feb 6. PMID: 28165887; PMCID: PMC5388211. 3. Ma S, Yu Z, Feng S, Chen H, Chen H, Lu X. Corneal autophagy and ocular surface inflammation: A new perspective in dry eye. Exp Eye Res. 2019 Jul;184:126-134. doi: 10.1016/j.exer.2019.04.023. Epub 2019 Apr 21. PMID: 31018117. 4. Zhang L, Fu L, Zhang S, Zhang J, Zhao Y, Zheng Y, He G, Yang S, Ouyang L, Liu B. Discovery of a small molecule targeting ULK1-modulated cell death of triple negative breast cancer in vitro and in vivo. Chem Sci. 2017 Apr 1;8(4):2687-2701. doi: 10.1039/c6sc05368h. Epub 2017 Jan 9. PMID: 28553505; PMCID: PMC5433508.

In vitro protocol:

In vivo protocol:

1. Ma S, Yu Z, Feng S, Chen H, Chen H, Lu X. Corneal autophagy and ocular surface inflammation: A new perspective in dry eye. Exp Eye Res. 2019 Jul;184:126-134. doi: 10.1016/j.exer.2019.04.023. Epub 2019 Apr 21. PMID: 31018117. 2. Zhang L, Fu L, Zhang S, Zhang J, Zhao Y, Zheng Y, He G, Yang S, Ouyang L, Liu B. Discovery of a small molecule targeting ULK1-modulated cell death of triple negative breast cancer in vitro and in vivo. Chem Sci. 2017 Apr 1;8(4):2687-2701. doi: 10.1039/c6sc05368h. Epub 2017 Jan 9. PMID: 28553505; PMCID: PMC5433508.

1: Zhang L, Fu L, Zhang S, et al. Discovery of a small molecule targeting ULK1-modulated cell death of triple negative breast cancer in vitro and in vivo. Chem Sci. 2017;8(4):2687-2701. doi:10.1039/c6sc05368h