1007893-74-4

Basic information

• Product Name: (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone
• Synonyms: (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone
• CAS NO: 1007893-74-4
• Molecular Weight: 288.305
• Mol File: 1007893-74-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone(CAS DataBase Reference)
• NIST Chemistry Reference: (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone(1007893-74-4)
• EPA Substance Registry System: (4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone(1007893-74-4)

Safety Data

• Hazardous Substances Data: 1007893-74-4(Hazardous Substances Data)

Upstream product

• 1384431-85-9 eudistomin Y₈ 
• 1435263-10-7 4-((2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-yl)methyl)phenyl methanesulfonate 
• 1435263-15-2 4-(9H-pyrido[3,4-b]indole-1-carbonyl)phenyl methanesulfonate 
• 74447-38-4 4-(2-hydroxyethyl)phenyl methanesulfonate 
• 74447-37-3 4-methylsulphonyloxyphenylacetaldehyde 
• 61-54-1 tryptamine 
• 768-60-5 4-methoxyphenylacetylen 
• 3156-51-2 3-[(E)-2-nitroeth-1-enyl]-1H-indole 
• 487-89-8 Indole-3-carboxaldehyde 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 120-72-9 indole 
• 1076-95-5 p-methoxyphenylglyoxal 
• 31731-23-4 3-(2-nitroethyl)indole 
• 1201916-24-6 C₁₈H₁₆N₂O 

Downstream Products

• 1007893-78-8 (3,5-dibromo-4-hydroxyphenyl)(9H-pyrido[3,4-b]indol-1-yl)methanone 
• 1007893-75-5 (6-bromo-9H-pyrido[3,4-b]indol-1-yl)(4-hydroxyphenyl)methanone 

Relevant articles and documents

A cascade coupling strategy for one-pot total synthesis of β-carboline and isoquinoline-containing natural products and derivatives

Multi-birds with one stone: A cascade coupling strategy was developed for the synthesis of β-carbolines. The method can direct the synthesis of β-carboline and isoquinoline-containing natural products with high yields. Moreover, this protocol can also be further applied towards the total synthesis of natural products fascaplysin and papaverin (see scheme). Copyright

Iodine-mediated oxidative Pictet-Spengler reaction using terminal alkyne as the 2-oxoaldehyde surrogate for the synthesis of 1-aroyl-β-carbolines and fused-nitrogen heterocycles

An efficient iodine-mediated oxidative Pictet-Spengler reaction in dimethyl sulphoxide (DMSO) using terminal alkynes as the 2-oxoaldehyde surrogate for the synthesis of aryl (9H-pyrido[3,4-b]indol-1-yl)methanones is described. The scope of the protocol includes the total synthesis of Fascaplysin, Eudistomins Y1 and Y2. The methodology is extended for preparing pyrrolo[1,2-a]-quinoxaline and indolo[1,5-a]quinoxaline derivatives. The utility of 1-aroyl-β-carbolines was demonstrated by performing palladium-catalyzed β-carboline directed ortho-C(sp2)-H functionalization of the phenyl ring with thiomethyl (SMe) group using DMSO as source and for accessing 4-aryl-canthin-6-ones.

Total synthesis and biological activity of marine alkaloid eudistomins Y1-Y7 and their analogues

Eudistomin Y class compounds are a series of β-carbolines which was originally isolated from a marine turnicate or ascidian near the South Korea Sea. These compounds contain bromo-substituted groups, which is one of the typical characters of marine natural products. We report herein the chemical synthesis and biological evaluation of seven new β-carboline-based metabolites, Eudistomins Y1-Y7, and their hydroxyl-methylated phenyl derivatives. Using bromo-substituted tryptamines and bromo-substituted phenylglyoxals as the key intermediates, Eudistomins Y 1-Y7 and their derivatives were synthesized via the acid-catalyzed Pictet-Spengler reaction and fully characterized by 1H- and 13C-NMR and mass spectroscopy. Biological studies revealed that all of the compounds showed moderate growth inhibitory activity against breast carcinoma cell line MDA-231 with IC50 of 15-63 μM and the inhibitory activities of hydroxyl-methylated phenyl products were higher than that of the corresponding natural products Eudistomins Y 1-Y7.