(+)-Isopilocarpine

Base Information

• Chemical Name: (+)-Isopilocarpine
• CAS No.: 531-35-1
• Molecular Formula: C11H16 N2 O2
• Molecular Weight: 208.26
• European Community (EC) Number: 208-506-5
• UNII: J9UV7D2OI9
• DSSTox Substance ID: DTXSID701316166
• Nikkaji Number: J182.300K
• Wikidata: Q27120035
• Metabolomics Workbench ID: 56308
• ChEMBL ID: CHEMBL91776
• Mol file: 531-35-1.mol

Synonyms:Hydrochloride, Pilocarpine;Isopilocarpine;Isoptocarpine;Nitrate, Pilocarpine;Ocusert;Pilocarpine;Pilocarpine Hydrochloride;Pilocarpine Mononitrate, (3S-cis)-Isomer;Pilocarpine Nitrate;Pilocarpine, Monohydrochloride, (3S-cis)-Isomer;Salagen

Chemical Property of (+)-Isopilocarpine

Chemical Property:

• Vapor Pressure: 1.16E-07mmHg at 25°C
• Boiling Point: 431.8°Cat760mmHg
• PKA: 7.02±0.10(Predicted)
• Flash Point: 215°C
• PSA: 44.12000
• Density: 1.22g/cm³
• LogP: 1.16180
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 208.121177757
• Heavy Atom Count: 15
• Complexity: 245

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(COC1=O)CC2=CN=CN2C
• Isomeric SMILES: CC[C@@H]1[C@H](COC1=O)CC2=CN=CN2C

Technology Process of (+)-Isopilocarpine

There total 31 articles about (+)-Isopilocarpine 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:

→ isopilocarpine (531-35-1)

Guidance literature:

With ethanol; sodium ethanolate;

Reference yield:

(R)-3-ethylidene-4-[(1-methylimidazol-5-yl)methyl]tetrahydrofuran-2-one (1192231-13-2) → pilocarpine (92-13-7) + isopilocarpine (531-35-1)

Guidance literature:

With platinum(IV) oxide; hydrogen; In methanol; at 20 ℃; for 24h; optical yield given as %de;

DOI:10.1016/j.tet.2009.07.010

Reference yield:

pilocarpine hydrochloride (54-71-7) → isopilocarpine (531-35-1)

Guidance literature:

pilocarpine hydrochloride; With sodium hydroxide;

With hydrogenchloride;

upstream raw materials:

(+)-isopilocarpidine

methyl iodide

pilocarpine

pilocarpine hydrochloride

Downstream raw materials:

pilocarpine

4-((3R)-4-ethyl-5-oxo-tetrahydro-furan-3t-ylmethyl)-1,3-dimethyl-imidazolium; iodide

Isopilocarpinsaeure

ammonia

Refernces

• 1、 Davies, Stephen G.,Roberts, Paul M.,Stephenson, Peter T.,Thomson, James E.. "Syntheses of the racemic jaborandi alkaloids pilocarpine, isopilocarpine and pilosinine". scheme or table. p. 3509 - 3512. Retrieved 2009/09/30.
• 2、 Braun, Manfred,Buehne, Corinna,Cougali, Dimitrula,Schaper, Klaus,Frank, Walter. "Convergent diastereoselective synthesis of isopilocarpine by one-pot Michael-addition-alkylation reaction". . p. 2905 - 2909. Retrieved 2007/10/03.