butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine

Base Information

• Chemical Name: butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine
• CAS No.: 157286-86-7
• Molecular Formula: C₂₃H₃₂N₄
• Molecular Weight: 364.534
• UNII: 9A549FB00R
• DSSTox Substance ID: DTXSID201027582
• Nikkaji Number: J780.630B
• Wikipedia: CP-154,526
• Wikidata: Q5013574
• Pharos Ligand ID: 3QANF3N9YSKT
• ChEMBL ID: CHEMBL9946
• Mol file: 157286-86-7.mol

Synonyms:butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine;CP 154,526;CP 154526;CP-154,526;CP-154526

Chemical Property of butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine

Chemical Property:

• Boiling Point: 423.5±45.0 °C(Predicted)
• PKA: 6.97±0.30(Predicted)
• PSA: 33.95000
• Density: 1.06
• LogP: 5.58890
• Storage Temp.: Desiccate at +4°C
• XLogP3: 6.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 364.26269704
• Heavy Atom Count: 27
• Complexity: 457

Purity/Quality:

99% ^*data from raw suppliers

CP154526 ≥99%(HPLC) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCN(CC)C1=NC(=NC2=C1C(=CN2C3=C(C=C(C=C3C)C)C)C)C
• Uses: A selective, non-peptide antagonist of corticotropin releasing factor receptors (CRF1). It blocks CRF-induced adenylate cyclase activation and attenuates activation of the HPA axis by CRF. It displayed anxiolytic-like activity in the rat elevated plus-maze test; brain penetrant.

Technology Process of butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine

There total 7 articles about butyl-(2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo(2,3-d)pyrimidin-4-yl)ethylamine 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: 89.0%

N-ethylbutylamine (13360-63-9) + 4-chloro-2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo-[2,3-d]pyrimidine (157286-81-2) → butyl[2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]ethylamine (157286-86-7)

Guidance literature:

DOI:10.1021/jm980224g

Reference yield: 81.0%

N-ethylbutylamine (13360-63-9) + 4-chloro-2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo-[2,3-d]pyrimidine (157286-81-2) → hydrogen chloride salt + butyl[2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]ethylamine (157286-86-7)

Guidance literature:

In water; dimethyl sulfoxide;

Reference yield:

isopropylidenemalonodinitrile (13166-10-4) → butyl[2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]ethylamine (157286-86-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 1.) N-bromosuccinimide, benzoyl peroxide / 1.) CHCl₃, reflux, 15 h, 2.) 2-propanol, RT, 15 h

2: AcOH / 0.75 h / Heating

3: 81.1 percent / 85percent H₃PO₄ / 0.5 h

4: 79.4 percent / POCl₃ / 2.5 h / Heating

5: 88 percent / dimethylsulfoxide / 3 h / 130 °C

With N-Bromosuccinimide; Perbenzoic acid; phosphoric acid; acetic acid; trichlorophosphate; In dimethyl sulfoxide;

DOI:10.1021/jm960861b

upstream raw materials:

N-ethylbutylamine

4-chloro-2,5-dimethyl-7-(2,4,6-trimethylphenyl)-7H-pyrrolo-[2,3-d]pyrimidine

isopropylidenemalonodinitrile

2-amino-4-methyl-1-(2,4,6-trimethylphenyl)pyrrole-3-carbonitrile

Refernces

• 1、 -. "Use of CRF antagonists and renin-angiotensin system inhibitors". . . Retrieved 2008/06/13.
• 2、 -. "New uses for corticotropin releasing factor antagonists". . . Retrieved 2008/06/13.