10Z-HYMENIALDISINE

Base Information

• Chemical Name: 10Z-HYMENIALDISINE
• CAS No.: 82005-12-7
• Molecular Formula: C₁₁H₁₀BrN₅O₂
• Molecular Weight: 324.137
• Mol file: 82005-12-7.mol

Synonyms:Pyrrolo[2,3-c]azepin-8(1H)-one,4-(2-amino-1,5-dihydro-5-oxo-4H-imidazol-4-ylidene)-2-bromo-4,5,6,7-tetrahydro-,(Z)-;Hymenialdesine;Hymenialdisine;

Chemical Property of 10Z-HYMENIALDISINE

Chemical Property:

• Appearance/Colour: Light Yellow Solid
• Melting Point: 160-164oC
• Refractive Index: 1.911
• PSA: 112.37000
• Density: 2.2 g/cm³
• LogP: 0.85980
• Storage Temp.: -20°C

Purity/Quality:

98%Min ^*data from raw suppliers

Hymenialdisine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: A potent inhibitor of a variety of kinases including MEK-1, GSK-3, and CKI. It also exhibits inhibition of the G2 cell cycle checkpoint at the micromolar concentrations. A marine sponge alkaloid, a natural product

Technology Process of 10Z-HYMENIALDISINE

There total 27 articles about 10Z-HYMENIALDISINE 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: 81.0%

4-(2-amino-4-oxo-2-imidazolin-5-ylidene)-2-bromo-1,7-di(trimethyl-silylethoxymethyl)-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one (161200-37-9) → hymenialdisine (82005-12-7)

Guidance literature:

With hydrogenchloride; In methanol;

Reference yield: 65.0%

4-(2-Amino-3H-imidazol-4-yl)-2,5-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one (184887-86-3) → hymenialdisine (82005-12-7)

Guidance literature:

With acetic acid; at 120 ℃; for 48h;

DOI:10.1021/jo9619746

Reference yield: 33.0%

4-(2-Amino-5-oxo-4,5-dihydro-3H-imidazol-4-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one (321318-79-0) → (Z)-debromohymenialdisine (125118-55-0) + hymenialdisine (82005-12-7)

Guidance literature:

With methanesulfonic acid; hydrogen bromide; at 90 ℃; for 12h;

DOI:10.1021/jo9619746

upstream raw materials:

4-(2-amino-4-oxo-2-imidazolin-5-ylidene)-2-bromo-1,7-di(trimethyl-silylethoxymethyl)-4,5,6,7-tetrahydropyrrolo[2,3-c]azepin-8-one

4-(2-Amino-3H-imidazol-4-yl)-2,5-dibromo-6,7-dihydro-1H-pyrrolo[2,3-c]azepin-8-one

4-(2-Amino-5-oxo-4,5-dihydro-3H-imidazol-4-yl)-2,3-dibromo-4,5,6,7-tetrahydro-1H-pyrrolo[2,3-c]azepin-8-one

3-[(5-bromo-1H-pyrrole-2-carbonyl)-amino]-propionic acid ethyl ester

Refernces

• 1、 -. "Inhibitors of glycogen synthase kinase-3 (gsk-3) for treating glaucoma". . . Retrieved 2008/06/13.
• 2、 Xu, Ying-Zi,Yakushijin, Kenichi,Horne, David A.. "Synthesis of C11N5 Marine Sponge Alkaloids: (±)-Hymenin, Stevensine, Hymenialdisine, and Debromohymenialdisine". . p. 456 - 464. Retrieved 2007/10/03.