2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide

Base Information

• Chemical Name: 2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide
• CAS No.: 1375465-91-0
• Molecular Formula: C14H14N4O2
• Molecular Weight: 270.29
• Mol file: 1375465-91-0.mol

Synonyms:2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide;ACY-738;N-Hydroxy-2-[(1-phenylcyclopropyl)amino]-5-pyrimidinecarboxamide

Chemical Property of 2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide

Chemical Property:

• PKA: 7.75±0.10(Predicted)
• PSA: 87.14000
• Density: 1.433±0.06 g/cm3(Predicted)
• LogP: 2.16070

Purity/Quality:

98% min ^*data from raw suppliers

ACY-738 >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Description: ACY-738 is an inhibitor of histone deacetylase 6 (HDAC6; IC50 = 1.7 nM). It is selective for HDAC6 over HDAC1-3 (IC50s = 94, 128, and 218 nM, respectively). ACY-738 (5 mg/kg) increases acetylation of α-tubulin in mouse brain. It increases exploratory activity in a novel open-field test and reduces immobility time in a tail suspension test in wild-type, but not neural cell-selective HDAC6 knockout, mice when administered at a dose of 50 mg/kg, indicating anxiolytic and antidepressant-like activity, respectively. ACY-738 (100 mg/kg in the diet) attenuates decreases in caudal nerve sensory nerve action potential (SNAP) amplitude and increases in hind paw mechanical hypersensitivity in a mouse model of peripheral neuropathy induced by vincristine . It decreases hepatorenal cystogenesis in a rat model of polycystic liver disease when administered at a dose of 30 mg/kg.

Technology Process of 2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide

There total 7 articles about 2-(1-Phenyl-cyclopropylamino)-pyrimidine-5-carboxylic acid hydroxyamide 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: 79.0%

ethyl 2-((1-phenylcyclopropyl)amino)pyrimidine-5-carboxylate (1598426-03-9) → N-hydroxy-2-((1-phenylcyclopropyl)amino)pyrimidine-5-carboxamide (1375465-91-0)

Guidance literature:

With hydroxylamine hydrochloride; sodium methylate; In methanol; at 10 ℃; for 2h;

Reference yield: 79.0%

→ N-hydroxy-2-((1-phenylcyclopropyl)amino)pyrimidine-5-carboxamide (1375465-91-0)

Guidance literature:

With hydrogenchloride; In water;

Reference yield:

ethyl 2-chloropyrimidine-5-carboxylate (89793-12-4) → N-hydroxy-2-((1-phenylcyclopropyl)amino)pyrimidine-5-carboxamide (1375465-91-0)

Guidance literature:

With hydrogenchloride; In benzonitrile;

upstream raw materials:

ethyl 2-chloropyrimidine-5-carboxylate

benzonitrile

1-phenylcyclopropylamine

ethyl 2-((1-phenylcyclopropyl)amino)pyrimidine-5-carboxylate

Refernces

• 1、 -. "INCREASING EXPRESSION OF INTERFERON REGULATED GENES WITH COMBINATONS OF HISTONE DEACETYLASE INHIBITORS AND IMMUNOMODULATORY DRUGS". . . Retrieved 2017/09/08.
• 2、 -. "METHODS OF USE AND PHARMACEUTICAL COMBINATIONS OF HDAC INHIBITORS WITH BET INHIBITORS". . . Retrieved 2018/01/17.