4-Methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine

Base Information

• Chemical Name: 4-Methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine
• CAS No.: 693228-63-6
• Deprecated CAS: 1067881-58-6
• Molecular Formula: C₁₈H₂₀N₆OS
• Molecular Weight: 368.462
• UNII: YAX4981K2D
• Nikkaji Number: J2.869.745G
• Pharos Ligand ID: H1Z2DWLBQDNR
• ChEMBL ID: CHEMBL482967
• Mol file: 693228-63-6.mol

Synonyms:4-methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine;CYC 116;CYC-116;CYC116

Chemical Property of 4-Methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine

Chemical Property:

• PSA: 118.16000
• Density: 1.355
• LogP: 3.13900
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Aqueous Acid, DMSO (Sparingly)
• Water Solubility.: Unknown
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 4
• Exact Mass: 368.14193046
• Heavy Atom Count: 26
• Complexity: 443

Purity/Quality:

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

CYC-116 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(SC(=N1)N)C2=NC(=NC=C2)NC3=CC=C(C=C3)N4CCOCC4
• Recent ClinicalTrials: A Phase I Pharmacologic Study of CYC116, an Oral Aurora Kinase Inhibitor, in Patients With Advanced Solid Tumors
• Uses: CYC116 is a potent inhibitor of Aurora A/B and VEGFR with Ki of 8.0 nM/9.2 nM and 44 nM, respectively.

Technology Process of 4-Methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine

There total 3 articles about 4-Methyl-5-(2-(4-morpholinophenylamino)pyrimidin-4-yl)thiazol-2-amine 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:

N,N-(4-morpholin-4-yl-phenyl)-guanidine nitrate (314268-63-8) + N'-[5-(3-dimethylamino-acryloyl)-4-methyl-thiazol-2-yl]-N,N-dimethyl-formamidine → [4-(2-amino-4-methyl-thiazol-5-yl)-pyrimidin-2-yl]-(4-morpholin-4-yl-phenyl)-amine (693228-63-6)

Guidance literature:

Reference yield:

N'-(5-(3-(dimethylamino)acryloyl)-4-methylthiazol-2-yl)-N,N-dimethylformimid amide (507487-90-3) + N,N-(4-morpholin-4-yl-phenyl)-guanidine nitrate (314268-63-8) → [4-(2-amino-4-methyl-thiazol-5-yl)-pyrimidin-2-yl]-(4-morpholin-4-yl-phenyl)-amine (693228-63-6)

Guidance literature:

Reference yield:

N'-(5-(3-(dimethylamino)acryloyl)-4-methylthiazol-2-yl)-N,N-dimethylformimid amide (507487-90-3) + 4-morpholino-4-yl-phenylamine (2524-67-6,86759-37-7) + CYANAMID (420-04-2) → [4-(2-amino-4-methyl-thiazol-5-yl)-pyrimidin-2-yl]-(4-morpholin-4-yl-phenyl)-amine (693228-63-6)

Guidance literature:

4-morpholino-4-yl-phenylamine; CYANAMID; In ethanol; water; Heating; Acidic conditions;

N'-(5-(3-(dimethylamino)acryloyl)-4-methylthiazol-2-yl)-N,N-dimethylformimid amide; With sodium hydroxide; In ethyl methyl ether; at 125 ℃; for 22h; Inert atmosphere;

DOI:10.1021/jm901913s

upstream raw materials:

N,N-(4-morpholin-4-yl-phenyl)-guanidine nitrate

N'-(5-(3-(dimethylamino)acryloyl)-4-methylthiazol-2-yl)-N,N-dimethylformimid amide

4-morpholino-4-yl-phenylamine

CYANAMID

Refernces

• 1、 -. "COMBINATION OF A 2-SUBSTITUTED-4-HETER0ARYL-PYRIMIDINE AMINE WITH A CYTOTOXIC DRUG AND USE THEREOF IN THE TREATMENT OF A PROLIFERATIVE DISORDER". Page/Page column 43. . Retrieved 2008/06/13.