Synonym
ULK-101; ULK 101; ULK101;
IUPAC/Chemical Name
(S)-N-(1-cyclopropyl-2,2,2-trifluoroethyl)-4-(6-(4-fluorophenyl)pyrazolo[1,5-a]pyrimidin-3-yl)thiophene-2-carboxamide
InChi Key
PFZRXJIYAFANHP-IBGZPJMESA-N
InChi Code
InChI=1S/C22H16F4N4OS/c23-16-5-3-12(4-6-16)15-8-27-20-17(9-28-30(20)10-15)14-7-18(32-11-14)21(31)29-19(13-1-2-13)22(24,25)26/h3-11,13,19H,1-2H2,(H,29,31)/t19-/m0/s1
SMILES Code
O=C(C1=CC(C2=C3N=CC(C4=CC=C(F)C=C4)=CN3N=C2)=CS1)N[C@@H](C5CC5)C(F)(F)F
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
Preparing Stock Solutions
The following data is based on the
product
molecular weight
460.45
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 |
1: Vaughan RM, Dickson BM, Martin KR, MacKeigan JP. Molecular dynamics simulations provide insights into ULK-101 potency and selectivity toward autophagic kinases ULK1/2. J Biomol Struct Dyn. 2024 Nov 13:1-8. doi: 10.1080/07391102.2024.2425833. Epub ahead of print. PMID: 39535169.
2: Xu C, Song Y, Liu W, Liu R, Bai Q, Li L, Wang C, Yan G. IL-4 activates ULK1/Atg9a/Rab9 in asthma, NLRP3 inflammasomes, and Golgi fragmentation by increasing autophagy flux and mitochondrial oxidative stress. Redox Biol. 2024 May;71:103090. doi: 10.1016/j.redox.2024.103090. Epub 2024 Feb 15. PMID: 38373380; PMCID: PMC10878789.
3: Vaughan RM, Dickson BM, Martin KR, MacKeigan JP. Molecular dynamics simulations provide insights into ULK-101 potency and selectivity toward autophagic kinases ULK1/2. bioRxiv [Preprint]. 2023 Dec 3:2023.12.01.569261. doi: 10.1101/2023.12.01.569261. Update in: J Biomol Struct Dyn. 2024 Nov 13:1-8. doi: 10.1080/07391102.2024.2425833. PMID: 38077086; PMCID: PMC10705459.
4: Trelford CB, Di Guglielmo GM. Autophagy regulates transforming growth factor β signaling and receptor trafficking. Biochim Biophys Acta Mol Cell Res. 2022 Sep;1869(9):119284. doi: 10.1016/j.bbamcr.2022.119284. Epub 2022 May 20. PMID: 35605790.
5: Alam MM, Marin Fermin J, Spiller PT, Burnett C, Rong X, Moore-Medlin T, Maxwell CO, Khandelwal AR, Nathan CO. Rapalogs induce non-apoptotic, autophagy- dependent cell death in HPV-negative TP53 mutant head and neck squamous cell carcinoma. Mol Carcinog. 2022 Jan;61(1):33-44. doi: 10.1002/mc.23357. Epub 2021 Oct 1. PMID: 34598317.
6: König P, Svrlanska A, Read C, Feichtinger S, Stamminger T. The Autophagy- Initiating Protein Kinase ULK1 Phosphorylates Human Cytomegalovirus Tegument Protein pp28 and Regulates Efficient Virus Release. J Virol. 2021 Feb 24;95(6):e02346-20. doi: 10.1128/JVI.02346-20. PMID: 33328309; PMCID: PMC8094963.
7: Martin KR, Celano SL, Solitro AR, Gunaydin H, Scott M, O'Hagan RC, Shumway SD, Fuller P, MacKeigan JP. A Potent and Selective ULK1 Inhibitor Suppresses Autophagy and Sensitizes Cancer Cells to Nutrient Stress. iScience. 2018 Oct 26;8:74-84. doi: 10.1016/j.isci.2018.09.012. Epub 2018 Sep 19. PMID: 30292171; PMCID: PMC6172447.
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