Amitifadine hydrochloride

Base Information

• Chemical Name: Amitifadine hydrochloride
• CAS No.: 410074-74-7
• Molecular Formula: C11H11Cl2N.ClH
• Molecular Weight: 264.57868
• UNII: 06S4712H0T,R01R720TVG
• ChEMBL ID: CHEMBL1818442
• DSSTox Substance ID: DTXSID801006647
• NCI Thesaurus Code: C142923
• Mol file: 410074-74-7.mol

Synonyms:1-(3,4-dichlorophenyl)-3-azabicyclo-(3.1.0)hexane hydrochloride;amitifadine;DOV 21,947;DOV 216,303;DOV 216303;DOV 21947;DOV-21947;DOV21947;EB-1010

Chemical Property of Amitifadine hydrochloride

Chemical Property:

• PSA: 12.03000
• LogP: 3.98510
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 263.003532
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

Amitifadinehydrochloride >98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C1(CNC2)C3=CC(=C(C=C3)Cl)Cl.Cl
• Isomeric SMILES: C1[C@H]2[C@@]1(CNC2)C3=CC(=C(C=C3)Cl)Cl.Cl

Technology Process of Amitifadine hydrochloride

There total 38 articles about Amitifadine hydrochloride 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:

(±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione (66504-44-7) → (+/-)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0.]hexane hydrochloride (86215-36-3,410074-74-7)

Guidance literature:

(±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione; With borane-THF; In tetrahydrofuran; Heating / reflux;

With hydrogenchloride; water; In tetrahydrofuran; at 10 - 20 ℃; for 1h; pH=2;

Reference yield:

C11H12Cl3N (910028-63-6) → Amitifadine hydrochloride (410074-74-7)

Guidance literature:

C₁₁H₁₂Cl₃N; With sodium hydroxide; In Isopropyl acetate; water; at 30 ℃; for 2 - 6h;

With hydrogenchloride; In water;

Reference yield:

(±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione (66504-44-7) → (±)-1-(3,4-dichlorophenyl)-3-azabicyclo[3.1.0]hexane hydrochloride (410074-74-7)

Guidance literature:

(±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione; With boron trifluoride diethyl etherate; In tetrahydrofuran; Heating / reflux;

With hydrogenchloride; In water; at 10 - 20 ℃; for 1h; pH=2;

With hydrogenchloride; sodium hydroxide; more than 3 stages;

upstream raw materials:

1-(4-chlorophenyl)-3-azabicyclo[3.1.0]hexane

(±)-1-(3,4 dichlorophenyl)-3-azabicyclo[3.1.0]-hexane-2,4-dione

3,4-dichloro-benzeneacetonitrile

1-(3,4-dichlorophenyl)-1,2-cyclopropane-dicarboxylic acid dimethyl ester

Refernces

• 1、 -. "PREPARATION AND USE OF (+)-1-(3,4-DICHLOROPHENYL)-3-AZABICYCLO[3.1.0]HEXANE IN THE TREATMENT OF CONDITIONS AFFECTED BY MONOAMINE NEUROTRANSMITTERS". Page/Page column 61-62. . Retrieved 2012/06/16.
• 2、 -. "Novel polymorphs of azabicyclohexane". Page/Page column 10-11. . Retrieved 2008/06/13.