Physicochemical Properties
| Molecular Formula | C19H15N3OS |
| Molecular Weight | 333.4 |
| Exact Mass | 333.093 |
| Elemental Analysis | C, 68.45; H, 4.53; N, 12.60; O, 4.80; S, 9.62 |
| CAS # | 292057-76-2 |
| Related CAS # | 292057-76-2 |
| PubChem CID | 3625042 |
| Appearance | White to yellow solid powder |
| Density | 1.4±0.1 g/cm3 |
| Boiling Point | 557.5±45.0 °C at 760 mmHg |
| Flash Point | 290.9±28.7 °C |
| Vapour Pressure | 0.0±1.6 mmHg at 25°C |
| Index of Refraction | 1.755 |
| LogP | 3.42 |
| Hydrogen Bond Donor Count | 2 |
| Hydrogen Bond Acceptor Count | 5 |
| Rotatable Bond Count | 4 |
| Heavy Atom Count | 24 |
| Complexity | 410 |
| Defined Atom Stereocenter Count | 0 |
| SMILES | OC1=C(N=CC=C2)C2=CC=C1C(NC3=CC=CC=N3)C4=CC=CS4 |
| InChi Key | ICJKSTJCIAGPIS-UHFFFAOYSA-N |
| InChi Code | InChI=1S/C19H15N3OS/c23-19-14(9-8-13-5-3-11-21-17(13)19)18(15-6-4-12-24-15)22-16-7-1-2-10-20-16/h1-12,18,23H,(H,20,22) |
| Chemical Name | 7-[(pyridin-2-ylamino)-thiophen-2-ylmethyl]quinolin-8-ol |
| Synonyms | Mcl1-inhibitor-2; Mcl1 inhibitor 2; Mcl1-IN-2; Mcl1IN2; Mcl1 IN 2 |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| Targets | Mcl-1 |
| ln Vitro | Mcl1-IN-2 (Compound 2) is a Mcl-1 inhibitor[1]. With an IC50 value of 0.4637 M at a concentration of 20 μg/mL, IMB-XH is eliminated from further testing. E. coli BL21(DE3)(pET-30a(+)-NDM-1) can become more ampicillin sensitive by more than 8 times when IMB-XH1 (20 μg/mL) is added. metallo-β-lactamases (MBLs) may be inhibited by a wide range of substances, including IMB-XHI. It may be possible to treat infections brought on by Gram-negative pathogens that are carbapenem-resistant and positive for metallo-β-lactamases by combining IMB-XH1 and Meropenem (MEM)[2]. |
| References |
[1]. Hydroxyquinoline-derived compounds and analoguing of selective Mcl-1 inhibitors using a functional biomarker. Bioorg Med Chem. 2013 Nov 1;21(21):6642-9. [2]. IMB-XH1 identified as a novel inhibitor of New Delhi metallo-β-lactamase-1. |
Solubility Data
| Solubility (In Vitro) | DMSO: ~33.3 mg/mL (~100.0 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 2.08 mg/mL (6.24 mM) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), suspension solution; with sonication. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL. Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution. Solubility in Formulation 2: ≥ 2.08 mg/mL (6.24 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly. Preparation of 20% SBE-β-CD in Saline (4°C，1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution. Solubility in Formulation 3: ≥ 2.08 mg/mL (6.24 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution. For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 2.9994 mL | 14.9970 mL | 29.9940 mL | |
| 5 mM | 0.5999 mL | 2.9994 mL | 5.9988 mL | |
| 10 mM | 0.2999 mL | 1.4997 mL | 2.9994 mL |