Ciproxifan

Base Information

• Chemical Name: Ciproxifan
• CAS No.: 184025-18-1
• Molecular Formula: C16H18N2O2
• Molecular Weight: 270.331
• UNII: 5EVQ7IRG99
• DSSTox Substance ID: DTXSID50171532
• Nikkaji Number: J1.029.368E
• Wikipedia: Ciproxifan
• Wikidata: Q5121322
• Pharos Ligand ID: WZLMGA72K96V
• ChEMBL ID: CHEMBL14638
• Mol file: 184025-18-1.mol

Synonyms:ciproxifan;cyclopropyl-(4-(3-1H-imidazol-4-yl)propyloxyphenyl)ketone;FUB 359;FUB-359;SC 359

Chemical Property of Ciproxifan

Chemical Property:

• Vapor Pressure: 3.42E-11mmHg at 25°C
• Boiling Point: 526.9°C at 760 mmHg
• PKA: 14.54±0.10(Predicted)
• Flash Point: 272.5°C
• PSA: 54.98000
• Density: 1.231g/cm³
• LogP: 3.01400
• Storage Temp.: 2-8°C
• Solubility.: H2O: insoluble
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 7
• Exact Mass: 270.136827821
• Heavy Atom Count: 20
• Complexity: 322

Purity/Quality:

98% min ^*data from raw suppliers

Ciproxifan(FUB-359) >98% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 22-36/37/38-43
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC1C(=O)C2=CC=C(C=C2)OCCCC3=CN=CN3

Technology Process of Ciproxifan

There total 6 articles about Ciproxifan 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:

cyclopropyl-{4-[3-(1-trityl-1H-imidazol-4-yl)-propoxy]-phenyl}-methanone (315674-93-2) → ciproxifan (184025-18-1)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; at 70 ℃; for 2h;

DOI:10.1002/1521-4184(20009)333:9<315::AID-ARDP315>3.0.CO;2-M

Reference yield:

3-(1-trityl-1H-imidazol-4-yl)propan-1-ol (152030-49-4) → ciproxifan (184025-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₃P; diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 20 °C

2: 2N aq. HCl / acetone / Heating

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetone; 1: Mitsunobu reaction / 2: Hydrolysis;

DOI:10.1021/jm000966l

Reference yield:

cyclopropyl 4-hydroxyphenyl ketone (36116-18-4) → ciproxifan (184025-18-1)

Guidance literature:

Multi-step reaction with 2 steps

1: Ph₃P; diethyl azodicarboxylate (DEAD) / tetrahydrofuran / 20 °C

2: 2N aq. HCl / acetone / Heating

With hydrogenchloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; acetone; 1: Mitsunobu reaction / 2: Hydrolysis;

DOI:10.1021/jm000966l

upstream raw materials:

cyclopropyl-{4-[3-(1-trityl-1H-imidazol-4-yl)-propoxy]-phenyl}-methanone

cyclopropyl 4-hydroxyphenyl ketone

3-(1-trityl-1H-imidazol-4-yl)propan-1-ol

cyclopropyl(4-fluorophenyl)methanone

Downstream raw materials:

4-Hydroxy-1-(4-(3-(1H-imidazol-4-yl)propyloxy)phenyl)butanone ethylene acetal

Refernces

• 1、 Stark, Holger,Ligneau, Xavier,Sadek, Bassem,Ganellin,Arrang, Jean-Michel,Schwartz, Jean-Charles,Schunack, Walter. "Analogues and derivatives of ciproxifan, a novel prototype for generating potent histamine H3-receptor antagonists". . p. 2379 - 2382. Retrieved 2007/10/03.