IUPAC/Chemical Name
(E)-2-chloro-5-((5-((5-(4,5-dimethyl-2-nitrophenyl)furan-2-yl)methylene)-4-oxo-4,5-dihydrothiazol-2-yl)amino)benzoic acid
InChi Key
RTHRCOIONCZINZ-KEBDBYFISA-N
InChi Code
InChI=1S/C23H16ClN3O6S/c1-11-7-16(18(27(31)32)8-12(11)2)19-6-4-14(33-19)10-20-21(28)26-23(34-20)25-13-3-5-17(24)15(9-13)22(29)30/h3-10H,1-2H3,(H,29,30)(H,25,26,28)/b20-10+
SMILES Code
ClC1=CC=C(NC(S/C2=C/C3=CC=C(C4=CC(C)=C(C)C=C4[N+]([O-])=O)O3)=NC2=O)C=C1C(O)=O
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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
In vitro activity:
PT1 shows strong selection to SO2 derivatives over other biothiols, with a limit of detection as low as 62 nM. Precise spatiotemporal identification of lysosomal SO2 fluctuations has been successfully performed by PT1.
References:
Xi G, Liu M, Zhou P, Yu C, Zhang F, Zhang Z, Zhang W, Luan T. An Acid-Activatable Fluorescent Probe for Sulfur Dioxide in Traditional Chinese Medicines and Living cells. Chem Asian J. 2024 Jul 23:e202400716. doi: 10.1002/asia.202400716. Epub ahead of print. PMID: 39041455.
In vivo activity:
Pt-1 strongly inhibited angiogenesis in a zebrafish in vivo model at its therapeutically relevant nontoxic dose. Further, Pt-1 exerted antitumor activity through necroptosis- and paraptosis-mediated cell death. Pt1 significantly reduces fungal load in an in vivo G. mellonella infection model.
Reference:
M M, Chhatar S, Dey S, Panda TR, Chakraborty S, Ray P, Patra C, Patra M. Analysis of Antiangiogenic Potential and Cell Death Mechanism of a Kinetically Inert Platinum Antitumor Agent. ACS Med Chem Lett. 2024 Aug 19;15(9):1482-1490. doi: 10.1021/acsmedchemlett.4c00207. PMID: 39291013; PMCID: PMC11403735.
Frei A, Elliott AG, Kan A, Dinh H, Bräse S, Bruce AE, Bruce MR, Chen F, Humaidy D, Jung N, King AP, Lye PG, Maliszewska HK, Mansour AM, Matiadis D, Muñoz MP, Pai TY, Pokhrel S, Sadler PJ, Sagnou M, Taylor M, Wilson JJ, Woods D, Zuegg J, Meyer W, Cain AK, Cooper MA, Blaskovich MAT. Metal Complexes as Antifungals? From a Crowd-Sourced Compound Library to the First In Vivo Experiments. JACS Au. 2022 Sep 23;2(10):2277-2294. doi: 10.1021/jacsau.2c00308. PMID: 36311838; PMCID: PMC9597602.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
497.91
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: Pang T, Zhang ZS, Gu M, Qiu BY, Yu LF, Cao PR, Shao W, Su MB, Li JY, Nan FJ,
Li J. Small molecule antagonizes autoinhibition and activates AMP-activated
protein kinase in cells. J Biol Chem. 2008 Jun 6;283(23):16051-60. doi:
10.1074/jbc.M710114200. Epub 2008 Mar 5. PMID: 18321858; PMCID: PMC3259642.
2: Jensen TE, Ross FA, Kleinert M, Sylow L, Knudsen JR, Gowans GJ, Hardie DG,
Richter EA. PT-1 selectively activates AMPK-γ1 complexes in mouse skeletal
muscle, but activates all three γ subunit complexes in cultured human cells by
inhibiting the respiratory chain. Biochem J. 2015 May 1;467(3):461-72. doi:
10.1042/BJ20141142. PMID: 25695398; PMCID: PMC5689378.
3: Yu LF, Li YY, Su MB, Zhang M, Zhang W, Zhang LN, Pang T, Zhang RT, Liu B, Li
JY, Li J, Nan FJ. Development of Novel Alkene Oxindole Derivatives As Orally
Efficacious AMP-Activated Protein Kinase Activators. ACS Med Chem Lett. 2013 Mar
25;4(5):475-80. doi: 10.1021/ml400028q. PMID: 24900695; PMCID: PMC4027511.
4: Huang L, Dai K, Chen M, Zhou W, Wang X, Chen J, Zhou W. The AMPK Agonist PT1
and mTOR Inhibitor 3HOI-BA-01 Protect Cardiomyocytes After Ischemia Through
Induction of Autophagy. J Cardiovasc Pharmacol Ther. 2016 Jan;21(1):70-81. doi:
10.1177/1074248415581177. Epub 2015 Apr 13. PMID: 25868658.
