Synonym
ML354; ML-354; ML 354; VU0099704; VU-0099704; VU 0099704;
IUPAC/Chemical Name
(1-Methyl-5-nitro-3-phenylindol-2-yl)methanol
InChi Key
GNJUKVGDCUKDLF-UHFFFAOYSA-N
InChi Code
InChI=1S/C16H14N2O3/c1-17-14-8-7-12(18(20)21)9-13(14)16(15(17)10-19)11-5-3-2-4-6-11/h2-9,19H,10H2,1H3
SMILES Code
OCC(N1C)=C(C2=CC=CC=C2)C3=C1C=CC([N+]([O-])=O)=C3
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
2934.99.03.00
Biological target:
ML354 is a selective PAR4 antagonist with an IC50 of 140 nM.
In vitro activity:
From this redirected effort arose ML354, a selective PAR4 antagonist with good potency (PAR4 IC50 = 140 nM), and reasonable selectivity versus PAR1. This compound/series also displays improved physical properties and is very amenable to future medicinal chemistry development.
Reference: Probe Reports from the NIH Molecular Libraries Program [Internet]. 2013 Apr 15 [updated 2015 Feb 11]. https://pubmed.ncbi.nlm.nih.gov/25834897/
|
Solvent |
mg/mL |
mM |
comments |
| Solubility |
| DMF |
20.0 |
70.85 |
|
| DMF:PBS (pH 7.2) (1:5) |
0.2 |
0.57 |
|
| DMSO |
24.1 |
85.42 |
|
| Ethanol |
2.0 |
7.08 |
|
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
282.30
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:
Young SE, Duvernay MT, Schulte ML, Nance KD, Melancon BJ, Engers J, Wood MR, Hamm HE, Lindsley CW. A Novel and Selective PAR4 Antagonist: ML354. 2013 Apr 15 [updated 2015 Feb 11]. In: Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010–. PMID: 25834897.
In vitro protocol:
Young SE, Duvernay MT, Schulte ML, Nance KD, Melancon BJ, Engers J, Wood MR, Hamm HE, Lindsley CW. A Novel and Selective PAR4 Antagonist: ML354. 2013 Apr 15 [updated 2015 Feb 11]. In: Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010–. PMID: 25834897.
1: Young SE, Duvernay MT, Schulte ML, Nance KD, Melancon BJ, Engers J, Wood MR, Hamm HE, Lindsley CW. A Novel and Selective PAR4 Antagonist: ML354. 2013 Apr 15 [updated 2015 Feb 11]. Probe Reports from the NIH Molecular Libraries Program [Internet]. Bethesda (MD): National Center for Biotechnology Information (US); 2010-. Available from http://www.ncbi.nlm.nih.gov/books/NBK280043/ PubMed PMID: 25834897.
2: Wen W, Young SE, Duvernay MT, Schulte ML, Nance KD, Melancon BJ, Engers J, Locuson CW 2nd, Wood MR, Daniels JS, Wu W, Lindsley CW, Hamm HE, Stauffer SR. Substituted indoles as selective protease activated receptor 4 (PAR-4) antagonists: Discovery and SAR of ML354. Bioorg Med Chem Lett. 2014 Oct 1;24(19):4708-4713. doi: 10.1016/j.bmcl.2014.08.021. Epub 2014 Aug 15. PubMed PMID: 25176330; PubMed Central PMCID: PMC5716344.
