6138-73-4

Basic information

• Product Name: trilobine
• Synonyms: trilobine;(1'α)-6',7-Epoxy-6,12'-dimethoxy-2'-methyloxyacanthan;(1'β)-6',7-Oxy-6,12'-dimethoxy-2'-methyloxyacanthan
• CAS NO: 6138-73-4
• Molecular Formula: C₃₅H₃₄N₂O₅
• Molecular Weight: 562.65
• Mol File: 6138-73-4.mol
• Article Data: 3

Chemical Properties

• Melting Point: 237°
• Appearance: /
• CAS DataBase Reference: trilobine(CAS DataBase Reference)
• NIST Chemistry Reference: trilobine(6138-73-4)
• EPA Substance Registry System: trilobine(6138-73-4)

Safety Data

• Hazardous Substances Data: 6138-73-4(Hazardous Substances Data)

Usage

Description

A bisbenzylisoquinoline alkaloid, this base has been isolated from Cocculus sarmentosus Diels and C. trilobus DC. It crystallizes as colourless prisms and is dextrorotatory with [α]29D + 296.3° (CHCI3). Both the hydrochloride and hydro_x0002_bromide are crystalline and sparingly soluble in H20 and the dimethiodide has m.p. 273°C (dec.). Two methoxyl groups and two methylimino groups are present. With dimethyl sulphate in NaOH, the base yields trilobinemethylmethine as long, colourless prisms, m.p. 106° C which is optically inactive and on ozonization furnishes 2-methoxy-5:4'-dialdehydodiphenyl ether, m.p. 72-5°C and a complex dialdehyde, m.p. 124°C.

References

Kondo, Tomita., J. Pharm. Soc., Japan, 47, 39 (1927) Kondo, Tomita., ibid, 48, 83 (1928) Kondo, Tomita., ibid, SO, 91 (1930) Faltis., Annalen, 497,69 (1932) Kondo, Tomita., Arch. Pharm., 274, 65 (1936) Faltis et al., Ber., 74,79 (1941)

Upstream product

• 186581-53-3 diazomethane 
• 39986-72-6 2'-norcocsuline 
• 64434-38-4 (S)-7²-benzoyl-3⁴,7^{6,7_,92_{-tetramethoxy-7}1,2,3,4}-tetrahydro-4,8-dioxa-12-aza-3(1,3),5,9(1,4)-tribenzena-7(1,8)-isoquinolina-tridecaphanedioic acid 13-tert-butyl ester 1-(4-nitro-phenyl) ester 
• 61949-69-7 2-benzoyl-6,7,6',12'-tetramethoxy-2'-methyl-(1'αH)-oxyacanthane 
• 61897-93-6 2-benzoyl-6,7,6',12'-tetramethoxy-1',17'-seco-oxyacanthan-1'-one 
• 61897-94-7 2-benzoyl-6,7,6',12'-tetramethoxy-oxyacanth-1'-ene 
• 61897-96-9 2-benzyl-6,7,6',12'-tetramethoxy-2'-methyl-(1'αH)-oxyacanthane 
• 61898-04-2 (S)-7²-benzoyl-3⁴,7^{6,7_,92_{-tetramethoxy-7}1,2,3,4}-tetrahydro-4,8-dioxa-12-aza-3(1,3),5,9(1,4)-tribenzena-7(1,8)-isoquinolina-tridecaphanedioic acid 13-tert-butyl ester 1-methyl ester 
• 61897-99-2 2-benzyl-7,6'-epoxy-6,12'-dimethoxy-2'-methyl-(1'αH)-oxyacanthane 

Downstream Products

• 24724-87-6 aristelegin-C 
• 26195-62-0 (+)-isotrilobine 

Relevant articles and documents

HEMI-SYNTHETIC TRILOBINE ANALOGS FOR USE AS A DRUG

The invention concerns a compound of the following formula (I) or a pharmaceutically acceptable salt or solvate thereof as well as a pharmaceutical composition containing such a compound, and the use of such a compound as a drug, notably as a DNMT inhibit

Alkaloids from Anisocyclea grandidieri H. Bn. (Menispermaceae)

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