Grisabutine

Base Information

• Chemical Name: Grisabutine
• CAS No.: 6859-66-1
• Molecular Formula: C₃₆H₄₀N₂O₆
• Molecular Weight: 596.723
• UNII: 850A38GCSI
• DSSTox Substance ID: DTXSID901318718
• Nikkaji Number: J8.848J
• Wikidata: Q27269570
• Mol file: 6859-66-1.mol

Synonyms:Grisabutine;UNII-850A38GCSI;850A38GCSI;6859-66-1;MAGNOLINE [MI];DTXSID901318718;NSC785184;NSC-785184;Q27269570;(1R)-1-[[4-[2-Hydroxy-5-[[(1S)-7-hydroxy-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-1-yl]methyl]phenoxy]phenyl]methyl]-6-methoxy-2-methyl-3,4-dihydro-1H-isoquinolin-7-ol;7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((4-(2-HYDROXY-5-(((1S)-1,2,3,4-TETRAHYDRO-7-HYDROXY-6-METHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)PHENOXY)PHENYL)METHYL)-6-METHOXY-2-METHYL-, (1R)-;7-ISOQUINOLINOL, 1,2,3,4-TETRAHYDRO-1-((4-(2-HYDROXY-5-((1,2,3,4-TETRAHYDRO-7-HYDROXY-6-METHOXY-2-METHYL-1-ISOQUINOLINYL)METHYL)PHENOXY)PHENYL)METHYL)-6-METHOXY-2-METHYL-, (S-(R*,S*))-

Chemical Property of Grisabutine

Chemical Property:

• Vapor Pressure: 1.54E-22mmHg at 25°C
• Melting Point: 178-179°
• Refractive Index: 1.637
• Boiling Point: 738.3 ºC at 760 mmHg
• PKA: 9.31±0.45(Predicted)
• Flash Point: 400.3 ºC
• PSA: 94.86000
• Density: 1.254 g/cm³
• LogP: 6.03210
• XLogP3: 6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 8
• Exact Mass: 596.28863700
• Heavy Atom Count: 44
• Complexity: 902

Purity/Quality:

98%Min ^*data from raw suppliers

MAGNOLINE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN1CCC2=CC(=C(C=C2C1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)CC5C6=CC(=C(C=C6CCN5C)OC)O)O)O)OC
• Isomeric SMILES: CN1CCC2=CC(=C(C=C2[C@H]1CC3=CC=C(C=C3)OC4=C(C=CC(=C4)C[C@H]5C6=CC(=C(C=C6CCN5C)OC)O)O)O)OC
• Description: A closely-related bisbenzylisoquinoline base found also in Magnolia fuscata, the alkaloid occurs mainly in the leaves and is obtained in the pure form as a microcrystalline powder from EtOH or C6H6. It may be separated from magnolamine by virtue of its insolubility in hot C6H6. It is only sparingly soluble in most organic solvents but dissolves readily in aqueous alkalies. The alkaloid is laevorotatory with [α]D - 9.6° (pyridine). It furnishes vitreous salts with mineral acids but yields a crystalline picrate as a yellow microcrystalline powder from EtOH, m.p. 160-2°C (dec.) and a picrolonate, m.p. 190°C (dec.). Treatment with CH2N2 gives the trimethyl ether, m.p. 1 09-1 10°C, oxidized by KMn04 in Me2CO to 2-methoxy-5:4'-dicarboxydiphenyl ether and a lactam, l-keto-6:7- dimethoxy-2-methyltetrahydroisoquinoline. On the basis of these results, the alkaloid may be represented by the above structure which makes it a close relative of dauricine (q.v.). The Ullmann reaction has been used by Kametani and his colleagues to synthesize the alkaloid.

Technology Process of Grisabutine

There total 1 articles about Grisabutine 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:

→ C36H40N2O6 (485-18-7,6859-66-1,16010-91-6,21446-35-5,25500-21-4,53494-60-3)

Guidance literature:

entspr. Tri-O-Benzyl-Derivat, konz.HCl/A., Siedetemp.;