N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1)

Base Information

• Chemical Name: N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1)
• CAS No.: 1146618-41-8
• Molecular Formula: C18H15ClN6OS2^.CH4O3S
• Molecular Weight: 527.049
• Mol file: 1146618-41-8.mol

Synonyms:UNII-KGW32FDY3U;SNS-314 Mesylate;SNS-314;SNS314,SNS-314 Mesylate;SNS-314 Mesylate salt;

Chemical Property of N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1)

Chemical Property:

• PSA: 217.78000
• LogP: 5.19310
• Storage Temp.: -20°
• Solubility.: Soluble in DMSO (up to at least 25 mg/ml).

Purity/Quality:

98% min ^*data from raw suppliers

SNS-314 Mesylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: SNS-314 is a pan-Aurora kinase inhibitor (IC50s = 9, 31, and 3.4 nM for Aurora A, B, and C, respectively). In a panel of 219 kinases, SNS-314 also inhibits TRKB, TRKA, FLT4, FMS, DDR2, AXL, and C-RAF (IC50s = 5-100 nM). SNS-314 inhibits Aurora B phosphorylation of histone H3 in HCT116 human colorectal carcinoma cells in vitro (EC50 = <16 nM) and in a mouse xenograft model at a dose of 50 mg/kg. It also inhibits tumor growth in A2780 ovarian, A375 melanoma, H1299 lung, MDA-MB-231 breast, and PC3 prostate cancer mouse xenograft models when administered biweekly for six weeks at a dose of 170 mg/kg.
• Uses: SNS-314 Mesylate is a potent and selective Aurora kinase inhibitor for the treatment of advanced solid tumors.

Technology Process of N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1)

There total 5 articles about N-(3-Chlorophenyl)-N'-[5-[2-(thieno[3,2-d]pyrimidin-4-ylamino)ethyl]-2-thiazolyl]urea methanesulfonate (1:1) 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: 87.0%

SNS-314 (1057249-41-8) + methanesulfonic acid (75-75-2,98527-29-8) → SNS-314 Mesylate salt (1146618-41-8)

Guidance literature:

In acetic acid; at 60 - 65 ℃; for 1.65h;

Reference yield:

C14H21N3O2S (1187523-23-4) → SNS-314 Mesylate salt (1146618-41-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: hydrogenchloride / water / 5.87 h / 20 °C

2.1: bromine / acetic acid / 3.93 h / 50 - 55 °C

3.1: ethanol; water / 3.17 h / 78 °C

4.1: triethylamine / acetonitrile / 2.25 h / 54.5 °C

4.2: 5.38 h / 50 °C

5.1: acetic acid / 1.65 h / 60 - 65 °C

With hydrogenchloride; bromine; triethylamine; In ethanol; water; acetic acid; acetonitrile;

Reference yield:

C10H11N3OS*ClH (1187523-24-5) → SNS-314 Mesylate salt (1146618-41-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: bromine / acetic acid / 3.93 h / 50 - 55 °C

2.1: ethanol; water / 3.17 h / 78 °C

3.1: triethylamine / acetonitrile / 2.25 h / 54.5 °C

3.2: 5.38 h / 50 °C

4.1: acetic acid / 1.65 h / 60 - 65 °C

With bromine; triethylamine; In ethanol; water; acetic acid; acetonitrile;

upstream raw materials:

SNS-314

methanesulfonic acid

C₁₄H₂₁N₃O₂S

C₁₀H₁₁N₃OS*ClH

Refernces