Pilocarpidine

Base Information

• Chemical Name: Pilocarpidine
• CAS No.: 127-67-3
• Molecular Formula: C10H14 N2 O2
• Molecular Weight: 194.233
• Hs Code.: 2934999090
• European Community (EC) Number: 204-856-8
• DSSTox Substance ID: DTXSID90925758
• Nikkaji Number: J5.399F
• Wikidata: Q27155348
• Mol file: 127-67-3.mol

Synonyms:Pilocarpidine;127-67-3;EINECS 204-856-8;SCHEMBL20101587;CHEBI:81416;(3S,4R)-3-ethyl-4-(1H-imidazol-5-ylmethyl)oxolan-2-one;DTXSID90925758;C17964;3-Ethyl-4-[(1H-imidazol-5-yl)methyl]oxolan-2-one;Q27155348

Chemical Property of Pilocarpidine

Chemical Property:

• Vapor Pressure: 1.54E-08mmHg at 25°C
• Boiling Point: 457°Cat760mmHg
• PKA: 14.30±0.10(Predicted)
• Flash Point: 230.2°C
• PSA: 54.98000
• Density: 1.186g/cm³
• LogP: 1.15140
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 194.105527694
• Heavy Atom Count: 14
• Complexity: 220

Purity/Quality:

98%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1C(COC1=O)CC2=CN=CN2
• Isomeric SMILES: CC[C@H]1[C@H](COC1=O)CC2=CN=CN2
• Description: The leaves of Pilocarpus Jaborandi contain this alkaloid but not those of P. microphyllus. The alkaloid is a viscous oil which decomposes on attempted distillation. It has [α]20D + 81.3° (H20) falling to + 35.2° on the addition of alkali. The salts are well crystallized and include the hydrochloride which has [α]~O + 72° (H20); nitrate, m.p. 137°C; [α]20D + 73.2° (H20); aurichloride, m.p. 125 C and the platinichloride tetrahydrate, m.p. 187°C (dry, dec.). In contrast to the corresponding salts of pilocarpine and isopilocarpine (q.v.) the picrate is a non-crystallizable oil. When heated with alkalies, the salts evolve dimethylamine and on treatment with alcoholic sodium methoxide, the base gives isopilocarpidine, characterized as the nitrate, m.p. 109-111 °C. The latter, on quaternary methylation furnishes isopilocarpine metho-salts, e.g. the methopicrate, m.p. 119-120°C.

Technology Process of Pilocarpidine

There total 5 articles about Pilocarpidine 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:

→ demethylmedicalpin (127-67-3)

Guidance literature:

With iron(III) chloride;

Reference yield:

→ (+/-)-pilocarpidine (127-67-3,13640-27-2)

Guidance literature:

With iron(III) chloride;

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) → (+/-)-pilocarpidine (127-67-3,13640-27-2)

Guidance literature:

With ammonia; water;

DOI:10.1039/jr9370001057

upstream raw materials:

formaldehyd

Downstream raw materials:

pilocarpine

isopilocarpine

(+-)-isopilocarpine