Apraclonidine hydrochloride

Base Information

• Chemical Name: Apraclonidine hydrochloride
• CAS No.: 73218-79-8
• Deprecated CAS: 87913-86-8
• Molecular Formula: C9H10Cl2N4.ClH
• Molecular Weight: 281.572
• Hs Code.: 2933290000
• European Community (EC) Number: 636-293-2,642-954-6
• UNII: D2VW67N38H
• DSSTox Substance ID: DTXSID6045749
• Wikidata: Q27105817
• NCI Thesaurus Code: C47401
• RXCUI: 91350
• Metabolomics Workbench ID: 52972
• ChEMBL ID: CHEMBL1200379
• Mol file: 73218-79-8.mol

Synonyms:2-(4-amino-2,6-dichloro)phenyliminoimidazolidine;4-aminoclonidine;ALO 2145;ALO-2145;apraclonidine;apraclonidine hydrochloride;Iopidine;Iopimax;p-aminoclonidine;para-aminoclonidine

Chemical Property of Apraclonidine hydrochloride

Chemical Property:

• Appearance/Colour: crystalline solid
• Melting Point: >230 °C
• Boiling Point: 395.5 °C at 760 mmHg
• Flash Point: 193 °C
• PSA: 62.44000
• Density: 1.63 g/cm³
• LogP: 3.16730
• Storage Temp.: 2-8°C
• Solubility.: 45% (w/v) aq 2-hydroxypropyl-β-cyclodextrin: 1.4 mg/mL
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 280.004929
• Heavy Atom Count: 16
• Complexity: 247

Purity/Quality:

98%,99%, ^*data from raw suppliers

Apraclonidine Hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 22-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN=C(N1)NC2=C(C=C(C=C2Cl)N)Cl.Cl
• Uses: a-Adrenergic agonist; structural analog of clonidine. Used for treatment of post-surgical elevated intraocular pressure Apraclonidine hydrochloride can be used as α-Adrenergic agonist; structural analog of clonidine and be used for treatment of post-surgical elevated intraocular pressure.

Technology Process of Apraclonidine hydrochloride

There total 5 articles about Apraclonidine 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: 72.1%

p-aminoclonidine (66711-21-5) → 2-[(4-amino-2,6-dichlorophenyl)imino]imidazolidine monohydrochloride (73218-79-8)

Guidance literature:

With hydrogenchloride; In methanol; for 2h; Solvent; Reflux;

Reference yield:

4-nitro-2,6-dichloroaniline (99-30-9) → 2-[(4-amino-2,6-dichlorophenyl)imino]imidazolidine monohydrochloride (73218-79-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: acetic anhydride / 1 h / 70 - 80 °C

1.2: 3 h / Heating

2.1: sulfuryl dichloride; thionyl chloride / 4 h / Reflux

3.1: triethylamine / ethyl acetate / 6 h / 5 °C

4.1: hydrazine hydrate; 5%-palladium/activated carbon / methanol / 2 h / Heating

5.1: hydrogenchloride / methanol / 2 h / Reflux

With hydrogenchloride; thionyl chloride; sulfuryl dichloride; 5%-palladium/activated carbon; acetic anhydride; hydrazine hydrate; triethylamine; In methanol; ethyl acetate;

Reference yield:

N-(2,6-dichloro-4-nitrophenyl)formamide (70106-94-4) → 2-[(4-amino-2,6-dichlorophenyl)imino]imidazolidine monohydrochloride (73218-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1: sulfuryl dichloride; thionyl chloride / 4 h / Reflux

2: triethylamine / ethyl acetate / 6 h / 5 °C

3: hydrazine hydrate; 5%-palladium/activated carbon / methanol / 2 h / Heating

4: hydrogenchloride / methanol / 2 h / Reflux

With hydrogenchloride; thionyl chloride; sulfuryl dichloride; 5%-palladium/activated carbon; hydrazine hydrate; triethylamine; In methanol; ethyl acetate;

upstream raw materials:

p-aminoclonidine

4-nitro-2,6-dichloroaniline

N-(2,6-dichloro-4-nitrophenyl)formamide

(2,6-dichloro-4-nitrophenyl)carbonimidic dichloride

Downstream raw materials:

(trans beta-carbethoxyacrylamido)-4-clonidine

Refernces

• 1、 -. "Process for preparation of clonidine derivatives". . . Retrieved 2008/06/13.