Anhydro Galantamine

Base Information

• Chemical Name: Anhydro Galantamine
• CAS No.: 664995-65-7
• Molecular Formula: C₁₇H₁₉NO₂
• Molecular Weight: 269.343
• UNII: A6CO8F66S7
• DSSTox Substance ID: DTXSID60216701
• Nikkaji Number: J518.378B
• Wikidata: Q27273687
• Mol file: 664995-65-7.mol

Synonyms:Anhydro Galantamine;664995-65-7;Anhydro Galanthamine;R-116937;UNII-A6CO8F66S7;A6CO8F66S7;(1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.01,12.06,17]heptadeca-6(17),7,9,13,15-pentaene;ANHYDROGALANTAMINE;DTXSID60216701;Anhydro Galanthamine, Anhydro Galantamine;Q27273687;GALANTAMINE HYDROBROMIDE IMPURITY D [EP IMPURITY];GALANTAMINE HYDROBROMIDE IMPURITY, TETRAHYDROGALANTAMINE- [USP IMPURITY];(1S,12S)-9-methoxy-4-methyl-11-oxa-4-azatetracyclo[8.6.1.0?,??.0?,??]heptadeca-6(17),7,9,13,15-pentaene;(4AS,8AS)-3-METHOXY-11-METHYL-9,10,11,12-TETRAHYDRO-4AH-(1)BENZOFURO(3A,3,2-EF)(2)BENZAZEPINE;(4aS,8aS)-9,10,11,12-Tetrahydro-3-methoxy-11-methyl-4aalphaH-benzofuro[3a,3,2-ef][2]benzazepine;(4AS-(4AR*,8AR*))-9,10,11,12-TETRAHYDRO-3-METHOXY-11-METHYL-4AH-BENZOFURO(3A,3,2-EF)(2)BENZAZEPINE;4AH-BENZOFURO(3A,3,2-EF)(2)BENZAZEPINE, 9,10,11,12-TETRAHYDRO-3-METHOXY-11-METHYL-, (4AS,8AS)-

Chemical Property of Anhydro Galantamine

Chemical Property:

• PSA: 21.70000
• LogP: 2.59340
• Storage Temp.: -20°C Freezer
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 269.141578849
• Heavy Atom Count: 20
• Complexity: 446

Purity/Quality:

99% ^*data from raw suppliers

AnhydroGalanthamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC23C=CC=CC2OC4=C(C=CC(=C34)C1)OC
• Isomeric SMILES: CN1CC[C@@]23C=CC=C[C@@H]2OC4=C(C=CC(=C34)C1)OC
• Uses: Anhydro Galanthamine is an impurity of Galanthamine (G188500).

Technology Process of Anhydro Galantamine

There total 3 articles about Anhydro Galantamine 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: 13.0%

Galantamine (357-70-0) → 3,4-didehydro-3-deoxygalanthamine (31504-42-4,664995-65-7)

Guidance literature:

With triimidazole; triphenylphosphine; In toluene; for 3h; Heating;

DOI:10.1016/0223-5234(92)90087-H

Reference yield:

(-)-epigalanthamine (1668-85-5) → 3,4-didehydro-3-deoxygalanthamine (31504-42-4,664995-65-7)

Guidance literature:

Multistep reaction; (i) SOCl₂, CHCl₃, (ii) NaOMe, MeOH;

DOI:10.1039/j39700001224

Reference yield:

→ Anhydrogalanthamin (31504-42-4,664995-65-7)

Guidance literature:

Galanthamin (I), KOH;

upstream raw materials:

(-)-epigalanthamine

Galantamine