KPT-330

Base Information

• Chemical Name: KPT-330
• CAS No.: 1393477-72-9
• Molecular Formula: C17H11F6N7O
• Molecular Weight: 443.311
• Mol file: 1393477-72-9.mol

Synonyms:KPT-330;(2Z)-3-[3-[3,5-Bis(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl]-2-propenoic acid 2-(2-pyrazinyl)hydrazide;Selinexor;Selinexor (KPT-330);(Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)-N'-(pyrazin-2-yl)acrylohydrazide;2-Propenoic acid, 3-[3-[3,5-bis(trifluoromethyl)phenyl]-1H-1,2,4-triazol-1-yl]-, 2-(2-pyrazinyl)hydrazide, (2Z)-;Aloradine;KPT330,Selinexor

Chemical Property of KPT-330

Chemical Property:

• Appearance/Colour: White to light yellow solid
• PKA: 9.74±0.43(Predicted)
• PSA: 97.62000
• Density: 1.55±0.1 g/cm3(Predicted)
• LogP: 3.85060
• Storage Temp.: -20°C
• Solubility.: Soluble in DMSO (up to at least 25 mg/ml). or in Ethanol (up to at least 25 mg/ml)

Purity/Quality:

98%,99%, ^*data from raw suppliers

KPT330 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Selinexor (1393477-72-9) is a potent inhibitor of the nuclear export receptor, chromosome region maintenance 1 (CRM1; Exportin-1 (XPO1)). It exhibited potent growth suppression in various T-cell acute lymphoblastic leukemia (T-ALL) cells (IC50’s = 34-203 nM)1?and pancreatic cancer cells (IC50?~ 150 nM)2. Selinexor is being investigated as a possible chemotherapeutic in treating multiple types of cancer.3-8?Currently in clinical trials.
• Uses: KPT 330 is a chromosome maintenance protein 1 (CRM1) inhibitor. KPT 330 suppresses downstream effectors of B-cell activation, proliferation and migration in chronic lymphocytic leukemia cells.

Technology Process of KPT-330

There total 10 articles about KPT-330 which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

(Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid (1388842-44-1) + 2-hydrazinylpyrazine (54608-52-5) → 3-[3-[3,5-bis(trifloromoethyl)phenyl]-1H-1,2,4-triazol-1-yl]-N’-(pyrazin-2-yl)acrylohydrazide (1393477-72-9)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In ethyl acetate; acetonitrile; at 0 - 25 ℃; for 3h; Solvent; Temperature;

Reference yield:

3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazole (1333154-10-1) + C7H7IN4O → 3-[3-[3,5-bis(trifloromoethyl)phenyl]-1H-1,2,4-triazol-1-yl]-N’-(pyrazin-2-yl)acrylohydrazide (1393477-72-9)

Guidance literature:

With 1,4-diaza-bicyclo[2.2.2]octane; In N,N-dimethyl-formamide; for 3.5h;

Reference yield:

3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazole (1333154-10-1) → 3-[3-[3,5-bis(trifloromoethyl)phenyl]-1H-1,2,4-triazol-1-yl]-N’-(pyrazin-2-yl)acrylohydrazide (1393477-72-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1,4-diaza-bicyclo[2.2.2]octane / N,N-dimethyl-formamide / 0.5 h

1.2: 1 h

2.1: lithium hydroxide; water / tetrahydrofuran / 4 h / 20 °C

3.1: 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine / dichloromethane; ethyl acetate / 0.5 h / -40 °C

With 1,4-diaza-bicyclo[2.2.2]octane; water; 2,4,6-tripropyl-1,3,5,2,4,6-trioxatriphosphinane-2,4,6-trioxide; N-ethyl-N,N-diisopropylamine; lithium hydroxide; In tetrahydrofuran; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

upstream raw materials:

3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazole

(Z)-isopropyl 3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylate

(Z)-3-(3-(3,5-bis(trifluoromethyl)phenyl)-1H-1,2,4-triazol-1-yl)acrylic acid

2-hydrazinylpyrazine

Refernces

• 1、 -. "SOLID FORMS OF SELINEXOR AND PROCESS FOR THEIR PREPARATION". . . Retrieved 2017/08/01.