Adlumidine

Base Information

• Chemical Name: Adlumidine
• CAS No.: 550-49-2
• Molecular Formula: C₂₀H₁₇NO₆
• Molecular Weight: 367.358
• UNII: XM638185BP
• DSSTox Substance ID: DTXSID701107391
• Nikkaji Number: J14.225E
• Wikidata: Q27293902
• ChEMBL ID: CHEMBL4165513
• Mol file: 550-49-2.mol

Synonyms:Adlumidine;d-Adlumidine;550-49-2;UNII-XM638185BP;CHEMBL4165513;XM638185BP;(6S)-6-[(5S)-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6H-furo[3,4-g][1,3]benzodioxol-8-one;Furo(3,4-e)-1,3-benzodioxol-8(6H)-one, 6-(5,6,7,8-tetrahydro-6-methyl-1,3- dioxolo(4,5-g)isoquinolin-5-yl-, (S-(R*,R*))-;(+)-ADLUMIDINE;ADLUMIDINE [MI];SCHEMBL7913545;DTXSID701107391;BDBM50286636;AKOS015969713;LS-70681;Q27293902;(6S)-6-[(5S)-5,6,7,8-Tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]furo[3,4-e]-1,3-benzodioxol-8(6H)-one;FURO(3,4-E)-1,3-BENZODIOXOL-8(6H)-ONE, 6-((5S)-5,6,7,8-TETRAHYDRO-6-METHYL-1,3-DIOXOLO(4,5-G)ISOQUINOLIN-5-YL)-, (6S)-

Chemical Property of Adlumidine

Chemical Property:

• Vapor Pressure: 7.98E-12mmHg at 25°C
• Melting Point: 236-237°
• Boiling Point: 542.3°Cat760mmHg
• PKA: 4.27(at 25℃)
• Flash Point: 281.8°C
• PSA: 66.46000
• Density: 1.473g/cm³
• LogP: 2.52260
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 1
• Exact Mass: 367.10558726
• Heavy Atom Count: 27
• Complexity: 615

Purity/Quality:

99% ^*data from raw suppliers

(S)-6-((S)-6-METHYL-5,6,7,8-TETRAHYDRO-[1,3]DIOXOLO[4,5-G]ISOQUINOLIN-5-YL)-6H-FURO[3',4':3,4]BENZO[1,2-D][1,3]DIOXOL-8-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): A poison.
• Hazard Codes: A poison.

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC3=C(C=C2C1C4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3
• Isomeric SMILES: CN1CCC2=CC3=C(C=C2[C@H]1[C@@H]4C5=C(C6=C(C=C5)OCO6)C(=O)O4)OCO3

Technology Process of Adlumidine

There total 6 articles about Adlumidine 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:

(S)-6,7-dihydroxy-3-((R)-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-3H-isobenzofuran-1-one (34408-04-3) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOH / dimethylsulfoxide

2: KOH / methanol

With potassium hydroxide; sodium hydroxide; In methanol; dimethyl sulfoxide;

DOI:10.1021/jo00977a004

Reference yield:

hydrastine (118-08-1) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

Multi-step reaction with 3 steps

1: BBr₃ / CH₂Cl₂

2: NaOH / dimethylsulfoxide

3: KOH / methanol

With potassium hydroxide; sodium hydroxide; boron tribromide; In methanol; dichloromethane; dimethyl sulfoxide;

DOI:10.1021/jo00977a004

Reference yield:

(-)-Bicuculline (19730-80-4) → (+/-)-Adlumidine (485-49-4,485-50-7,550-49-2,19730-80-4,26687-87-6,56083-00-2,64397-08-6)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jo00977a004

upstream raw materials:

(-)-Bicuculline

dichloromethane

(-)-β-hydrastine

(S)-3-((R)-6,7-dihydroxy-2-methyl-1,2,3,4-tetrahydro-isoquinolin-1-yl)-6,7-dihydroxy-3H-isobenzofuran-1-one

Refernces