N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide

Base Information

Chemical Name:N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide
CAS No.:6901-13-9
Molecular Formula:C22H25NO6
Molecular Weight:399.444
Hs Code.:
European Community (EC) Number:230-008-1
Mol file:6901-13-9.mol

Synonyms:6901-13-9;SCHEMBL2007125;Acetamide, N-[(7S,7bR,10aS)-5,6,7,7b,8,10a-hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl]-

Suppliers and Price of N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

TRC
β-Lumi(-)-Colchicine
100mg
$ 1355.00

American Custom Chemicals Corporation
BETA-LUMI-(-)-COLCHICINE 95.00%
5MG
$ 495.59

Total 20 raw suppliers

Chemical Property of N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide

Chemical Property:

Melting Point:177-180°C
Boiling Point:623.227 °C at 760 mmHg
Flash Point:330.716 °C
PSA：83.09000
Density:1.3 g/cm³
LogP:2.66680
Storage Temp.:Amber Vial, -20°C Freezer, Under Inert Atmosphere
Solubility.:Chloroform (Slightly), Methanol (Sparingly)
XLogP3:1.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:6
Rotatable Bond Count:5
Exact Mass:399.16818752
Heavy Atom Count:29
Complexity:758

Purity/Quality:

99%, ^*data from raw suppliers

β-Lumi(-)-Colchicine ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)NC1CCC2=CC(=C(C(=C2C3=C1C4C3C=C(C4=O)OC)OC)OC)OC
Isomeric SMILES:CC(=O)N[C@H]1CCC2=CC(=C(C(=C2C3=C1C4C3C=C(C4=O)OC)OC)OC)OC
General Description **Conclusion:** [7S-(7α,7bβ,10aβ)]-N-(5,6,7,7b,8,10a-hexahydro-1,2,3,9-tetramethoxy-8-oxobenzo[a]cyclopenta[3,4]cyclobuta[1,2-c]cyclohepten-7-yl)acetamide, also known as lumicolchicine, is a photoisomerization product of colchicine formed via cycloisomerization of its tropolone ring. It exists as β- and γ-isomers, generated through a solvent-dependent process likely involving the excited singlet state rather than triplet intermediates. Lumicolchicine exhibits distinct triplet excited states (λ_max = 370 and 600 nm) with long lifetimes (>10 μs) when bound to serum albumins, but its formation is not mediated by triplet energy transfer or oxygen-sensitive pathways. The photoconversion mechanism emphasizes solvent-solute interactions in directing isomer selectivity.

Technology Process of N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide

There total 9 articles about N-[(10S)-3,4,5,14-tetramethoxy-13-oxo-10-tetracyclo[9.5.0.02,7.012,16]hexadeca-1(11),2,4,6,14-pentaenyl]acetamide 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: 68.0%

: 64-86-8,54192-66-4
colchicine

: 6901-13-9
lumicolchicine

Guidance literature:: In acetone; acetonitrile; for 0.416667h; Irradiation;
DOI:10.1021/acs.orglett.7b02224

Reference yield:

: C₂₁H₂₃NO₆

: 6901-13-9
lumicolchicine

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / tetrahydrofuran / 1 h / -78 °C / Inert atmosphere

1.2: 24.5 h / 0 - 20 °C / Inert atmosphere

2.1: palladium dichloride; copper diacetate; oxygen / water; acetonitrile / 16 h / 120 °C

3.1: trimethylsilyl trifluoromethanesulfonate; N,N-dimethyl-ethanamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: acetonitrile; acetone / 0.42 h / Irradiation

With N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate; oxygen; copper diacetate; diisobutylaluminium hydride; palladium dichloride; In tetrahydrofuran; dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/acs.orglett.7b02224

Reference yield:

: C₂₂H₂₇NO₆

: 6901-13-9
lumicolchicine

Guidance literature:: Multi-step reaction with 3 steps

1: palladium dichloride; copper diacetate; oxygen / water; acetonitrile / 16 h / 120 °C

2: trimethylsilyl trifluoromethanesulfonate; N,N-dimethyl-ethanamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

3: acetonitrile; acetone / 0.42 h / Irradiation

With N,N-dimethyl-ethanamine; trimethylsilyl trifluoromethanesulfonate; oxygen; copper diacetate; palladium dichloride; In dichloromethane; water; acetone; acetonitrile;
DOI:10.1021/acs.orglett.7b02224