CID 100217

Base Information

• Chemical Name: CID 100217
• CAS No.: 481-87-8
• Molecular Formula: C₁₉H₂₄N₂
• Molecular Weight: 280.413
• Nikkaji Number: J12.393E
• Wikipedia: Ibogamine
• Wikidata: Q5984343
• Metabolomics Workbench ID: 53224
• Mol file: 481-87-8.mol

Synonyms:ibogamine

Chemical Property of CID 100217

Chemical Property:

• Vapor Pressure: 2.28E-08mmHg at 25°C
• Melting Point: 162-164 °C
• Boiling Point: 452.2°Cat760mmHg
• PKA: 17.55±0.40(Predicted)
• Flash Point: 227.3°C
• PSA: 19.03000
• Density: 1.18g/cm³
• LogP: 3.86590
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 280.193948774
• Heavy Atom Count: 21
• Complexity: 408

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1CC2CC3C1N(C2)CCC4=C3NC5=CC=CC=C45
• Isomeric SMILES: CC[C@H]1C[C@@H]2C[C@@H]3[C@H]1N(C2)CCC4=C3NC5=CC=CC=C45
• Uses: Ibogamine is used for treatment of movement-related disorders using noribogaine.

Technology Process of CID 100217

There total 91 articles about CID 100217 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: 92.0%

Dihydrocatharanthin (467-77-6,14241-45-3,14853-22-6,38542-83-5) → 4-Epiibogamin (481-87-8,1673-99-0,2288-55-3,2288-56-4,54514-69-1,72748-33-5)

Guidance literature:

With hydrazine hydrate; In ethanol; for 116h; Heating;

DOI:10.1021/jo00032a029

Reference yield: 86.0%

C26H28N2O4S (19508-69-1,26462-43-1,26462-46-4,26512-15-2) → (+/-)-epiibogamine (481-87-8,1673-99-0,2288-55-3,2288-56-4,54514-69-1,72748-33-5)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; Ambient temperature;

DOI:10.1016/S0040-4039(01)82048-7

Reference yield: 86.0%

(+/-)-18-tosyloxy-7-oxo-epiibogamine (19508-69-1,26462-43-1,26462-46-4,26512-15-2) → (+/-)-epi-ibogamine (481-87-8,1673-99-0,2288-55-3,2288-56-4,54514-69-1,72748-33-5)

Guidance literature:

With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; for 2.5h; Ambient temperature;

upstream raw materials:

Dihydrocatharanthin

methyl 4-formylhexanoate

4-(1,3-dioxolan-2-yl)-1-hexanol

4-(1,3-dioxolan-2-yl)hexanal

Refernces

• 1、 Jana, Goutam Kumar,Sinha, Surajit. "Reductive Heck coupling: An efficient approach toward the iboga alkaloids. Synthesis of ibogamine, epiibogamine and iboga analogs". . p. 1671 - 1674. Retrieved 2012/04/11.
• 2、 White, James D.,Choi, Younggi. "Catalyzed asymmetric Diels-Alder reaction of benzoquinone. Total synthesis of (-)-ibogamine". . p. 2373 - 2376. Retrieved 2007/10/03.