UNC2881

Base Information

• Chemical Name: UNC2881
• CAS No.: 1493764-08-1
• Molecular Formula: C25H33N7O2
• Molecular Weight: 463.57522
• Mol file: 1493764-08-1.mol

Synonyms:UNC2881;N-(4-(1H-iMidazol-1-yl)benzyl)-2-(butylaMino)-4-(((1r,4r)-4-hydroxycyclohexyl)aMino)pyriMidine-5-carboxaMide;N-(4-(1H-imidazol-1-yl)benzyl)-2-(butylamino)-4-((1r,4r)-4-hydroxycyclohexylamino)pyrimidine-5-carboxamide UNC2881;2-(Butylamino)-4-[(trans-4-hydroxycyclohexyl)amino]-N-[[4-(1H-imidazol-1-yl)phenyl]methyl]-5-pyrimidinecarboxamide

Chemical Property of UNC2881

Chemical Property:

• PKA: 12.70±0.46(Predicted)
• PSA: 116.99000
• Density: 1.31±0.1 g/cm3(Predicted)
• LogP: 4.05660
• Solubility.: insoluble in H2O; insoluble in EtOH; ≥13.55 mg/mL in DMSO

Purity/Quality:

99% ^*data from raw suppliers

UNC2881 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: UNC2881 is an inhibitor of Mer (IC50 = 4.3 nM), a member of the TAM family of receptor tyrosine kinases. It is selective for Mer over the remaining TAM family members Axl and TYRO3 (IC50s = 360 and 250 nM, respectively). UNC2881 inhibits phosphorylation of Mer in 697 B-ALL acute lymphoblastic leukemia cells (IC50 = 21.9 nM). It inhibits platelet aggregation and ATP release induced by type I equine fibrillar collagen in isolated human platelet-rich plasma when used at a concentration of 3 μM.
• Uses: UNC2881 is a specific Mer tyrosine kinase inhibitor. It inhibits collagen-stimulated platelet aggregation.

Technology Process of UNC2881

There total 6 articles about UNC2881 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:

2-(butylamino)-4-(((1r,4r)-4-hydroxycyclohexyl)amino)pyrimidine-5-carboxylic acid + 1-<4-(aminomethyl)phenyl>-1H-imidazole (65113-25-9) → 2-(butylamino)-4-[(4-hydroxycyclohexyl)amino]-N-{[4-(1H-imidazol-1-yl)phenyl]methyl}pyrimidine-5-carboxamide (1493764-08-1)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/jm4013888

Reference yield:

2,4-dichloro-5-pyrimidinecarboxylic acid methyl ester (3177-20-6) → 2-(butylamino)-4-[(4-hydroxycyclohexyl)amino]-N-{[4-(1H-imidazol-1-yl)phenyl]methyl}pyrimidine-5-carboxamide (1493764-08-1)

Guidance literature:

Multi-step reaction with 4 steps

1: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 1.5 h / 0 °C

2: N-ethyl-N,N-diisopropylamine / isopropyl alcohol / 3 h / 20 °C

3: lithium hydroxide monohydrate / water / 2 h / Reflux

4: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C

With lithium hydroxide monohydrate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide; isopropyl alcohol;

DOI:10.1021/jm4013888

Reference yield:

methyl 2-(butylamino)-4-(((trans)-4-hydroxycyclohexyl)amino)pyrimidine-5-carboxylate → 2-(butylamino)-4-[(4-hydroxycyclohexyl)amino]-N-{[4-(1H-imidazol-1-yl)phenyl]methyl}pyrimidine-5-carboxamide (1493764-08-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium hydroxide monohydrate / water / 2 h / Reflux

2: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 20 °C

With lithium hydroxide monohydrate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In water; N,N-dimethyl-formamide;

DOI:10.1021/jm4013888

upstream raw materials:

2,4-dichloro-5-pyrimidinecarboxylic acid methyl ester

1-<4-(aminomethyl)phenyl>-1H-imidazole

2,4-dichloropyrimidine-5-carbonyl chloride

Refernces

• 1、 -. "THERAPUETIC USES OF SELECTED PYRIMIDINE COMPOUNDS WITH ANTI-MER TYROSINE KINASE ACTIVITY". Page/Page column 168. . Retrieved 2015/11/03.