(+)-Physostigmine

Base Information

• Chemical Name: (+)-Physostigmine
• CAS No.: 29347-10-2
• Molecular Formula: C15H21 N3 O2
• Molecular Weight: 275.351
• Nikkaji Number: J1.556.716C
• ChEMBL ID: CHEMBL382351
• Mol file: 29347-10-2.mol

Synonyms:4a,12a-Physostigmine;(+)-Physostigmine;29347-10-2;4a,12a-Physostigmine (8CI);Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aR,8aS)-;Pyrrolo(2,3-b)indol-5-ol, 1,2,3,3a,8,8a-hexahydro-1,3a,8-trimethyl-, methylcarbamate (ester), (3aR-cis)-;Eserin;Physostigmine;Oprea1_278000;CHEMBL382351;SCHEMBL9988368;AKOS015903061;(3ar,8as)-1,3a,8-trimethyl-1h,2h,3h,3ah,8h,8ah-pyrrolo[2,3-b]indol-5-yl N-methylcarbamate

Chemical Property of (+)-Physostigmine

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 275.16337692
• Heavy Atom Count: 20
• Complexity: 403

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC12CCN(C1N(C3=C2C=C(C=C3)OC(=O)NC)C)C
• Isomeric SMILES: C[C@]12CCN([C@H]1N(C3=C2C=C(C=C3)OC(=O)NC)C)C

Technology Process of (+)-Physostigmine

There total 32 articles about (+)-Physostigmine 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:

methyl isocyanate (624-83-9) + (+)-Eseroline (29347-15-7,70354-71-1,469-22-7) → physostigmine (29347-10-2)

Guidance literature:

With sodium hydride; In diethyl ether;

DOI:10.1021/ja980788+

Reference yield:

(+)-Eseroline (29347-15-7,70354-71-1,469-22-7) → physostigmine (29347-10-2)

Guidance literature:

With diethyl ether; sodium; methyl isocyanate; Reagens 4: Benzol;

Reference yield:

(±)-5-methoxy-1,3a,8-trimethyl-1,2,3,3a,8,8a-hexahydropyrrolo-[2,3-b]indole (2731-01-3,65131-82-0,65166-97-4,104069-12-7) → (+/-)-Physostigmine (57-47-6,7128-53-2,29347-10-2,69926-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. HBr / 19 h / Heating

2: 48 mg / NaH / tetrahydrofuran / 1 h / 20 °C

With sodium hydride; In tetrahydrofuran; hydrogen bromide;

DOI:10.1002/chem.200601016

upstream raw materials:

(+)-Eseroline

methyl isocyanate

(+/-)-eseroline

eseroline

Downstream raw materials:

(+)-Eseroline