|
|
| | (S)-1-Boc-3-methylpiperazine Basic information |
| | (S)-1-Boc-3-methylpiperazine Chemical Properties |
| Melting point | 40-45 °C | | alpha | -16 º (c=1 in dioxane) | | Boiling point | 268.7±15.0 °C(Predicted) | | density | 0.997±0.06 g/cm3(Predicted) | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | form | Crystalline Powder | | pka | 8.52±0.40(Predicted) | | color | White to yellow | | Optical Rotation | [α]/D -16±2°, c = 1 in dioxane | | Sensitive | Air Sensitive | | InChI | InChI=1S/C10H20N2O2/c1-8-7-12(6-5-11-8)9(13)14-10(2,3)4/h8,11H,5-7H2,1-4H3/t8-/m0/s1 | | InChIKey | FMLPQHJYUZTHQS-QMMMGPOBSA-N | | SMILES | N1(C(OC(C)(C)C)=O)CCN[C@@H](C)C1 | | CAS DataBase Reference | 147081-29-6(CAS DataBase Reference) |
| Hazard Codes | Xi | | Risk Statements | 37/38-41-34 | | Safety Statements | 26-39-45-36/37/39 | | RIDADR | 3259 | | WGK Germany | 3 | | F | 10-34 | | HS Code | 29335990 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Eye Dam. 1
Skin Irrit. 2
STOT SE 3 |
| | (S)-1-Boc-3-methylpiperazine Usage And Synthesis |
| Description | (S)-1-Boc-3-methylpiperazine is a hydrophobic compound that is structurally modified from the tetracyclic family of drugs. It has been shown to inhibit tumor cell growth by binding to the oncogene, KRASG12C, and downregulating its expression. This compound also inhibits cancer cell growth through the inhibition of the PI3K/AKT signaling pathway. The pharmacological effects of (S)-1-Boc-3-methylpiperazine are dependent on its ability to bind with high affinity to KRASG12C and inhibit its activity. | | Chemical Properties | colorless to yellow liquid | | Uses | Reactant involved in the synthesis of biologically activy molecules including:
- CCR5 antagonists with anti-HIV-1 activity
- Opioid receptor antagonists
- Human growth hormone secretagogue receptor antagonists for treatment of obesity
- Fatty acid oxidation inhibitors
| | Uses | (S)-4-Boc-2-methylpiperazine ((S)-1-Boc-3-methylpiperazine) is a reagent used in the synthesis of benzamide peptidomimetic as non-ATP competitive inihbitors. | | Uses | Laboratory chemicals, Manufacture of substances. | | Synthesis | At 0 °C, (S)-2-methylpiperazine (400 mg) was dissolved in dichloromethane (20 mL) and di-tert-butyl dicarbonate (871 mg) was slowly added. The reaction mixture was stirred at room temperature for 4 hours. Upon completion of the reaction, the reaction was quenched with deionized water (20 mL) followed by extraction with dichloromethane (2 x 40 mL). The organic phases were combined, washed with saturated sodium chloride solution (40 mL), dried over anhydrous magnesium sulfate, and concentrated under reduced pressure to afford (S)-4-N-tert-butoxycarbonyl-2-methylpiperazine as a white solid (669 mg, 84% yield). | | References | [1] Organic Process Research and Development, 2018, vol. 22, # 8, p. 978 - 990
[2] Patent: US2008/76758, 2008, A1. Location in patent: Page/Page column 88
[3] Patent: WO2008/70740, 2008, A1. Location in patent: Page/Page column 184
[4] Patent: US2005/261310, 2005, A1. Location in patent: Page/Page column 19
[5] Patent: WO2018/109050, 2018, A1. Location in patent: Paragraph 0226-0230; 0234-0236; 0240-0241 |
| | (S)-1-Boc-3-methylpiperazine Preparation Products And Raw materials |
|