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MedKoo Cat#: 555510 | Name: LYN-1604 HCl
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Description:

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

LYN-1604 is a novel activator of ULK1, inducing cell death involved in ATF3, RAD21, and caspase3, accompanied by autophagy and apoptosis. LYN-1604 could induce cell death, associated with autophagy by the ULK complex (ULK1-mATG13-FIP200-ATG101) in MDA-MB-231 cells. To further explore LYN-1604-induced autophagic mechanisms, we found some potential ULK1 interactors, such as ATF3, RAD21, and caspase3, by performing comparative microarray analysis. LYN-1604 induced cell death involved in ATF3, RAD21, and caspase3, accompanied by autophagy and apoptosis.

Chemical Structure

LYN-1604 HCl
LYN-1604 HCl
CAS#2216753-86-3 (HCl)

Theoretical Analysis

MedKoo Cat#: 555510

Name: LYN-1604 HCl

CAS#: 2216753-86-3 (HCl)

Chemical Formula: C33H44Cl3N3O2

Exact Mass:

Molecular Weight: 621.08

Elemental Analysis: C, 63.82; H, 7.14; Cl, 17.12; N, 6.77; O, 5.15

Price and Availability

Size Price Availability Quantity
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 3,850.00 2 Weeks
2g USD 6,450.00 2 Weeks
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Related CAS #
2088939-99-3 (free base) 2216753-86-3 (HCl) 2310109-38-5 (2HCl)
Synonym
LYN-1604 HCl; LYN-1604 hydrochloride; LYN-1604; LYN 1604; LYN1604;
IUPAC/Chemical Name
2-[bis(2-methylpropyl)amino]-1-[4-[2-(2,4-dichlorophenyl)-2-(2-naphthalenylmethoxy)ethyl]-1-piperazinyl]-ethanone hydrochloride
InChi Key
KWFDUNOLEJSFBQ-UHFFFAOYSA-N
InChi Code
InChI=1S/C33H43Cl2N3O2.ClH/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;1H
SMILES Code
ClC1=CC=C(C(OCC2=CC=C3C=CC=CC3=C2)CN4CCN(C(CN(CC(C)C)CC(C)C)=O)CC4)C(Cl)=C1.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 hydrochloride 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 100.0 161.01
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 621.08 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
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:
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.
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: 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 Apr 21;184:126-134. doi: 10.1016/j.exer.2019.04.023. [Epub ahead of print] PubMed 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. PubMed PMID: 28553505; PubMed Central PMCID: PMC5433508. 3: 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. PubMed PMID: 28165887; PubMed Central PMCID: PMC5388211.