1015792-02-5

Basic information

• Product Name: 1-methyl-9-(3-phenyl-propyl)-β-carboline-7-ol
• Synonyms: 1-methyl-9-(3-phenyl-propyl)-β-carboline-7-ol
• CAS NO: 1015792-02-5
• Molecular Weight: 316.403
• Mol File: 1015792-02-5.mol

Chemical Properties

• CAS DataBase Reference: 1-methyl-9-(3-phenyl-propyl)-β-carboline-7-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 1-methyl-9-(3-phenyl-propyl)-β-carboline-7-ol(1015792-02-5)
• EPA Substance Registry System: 1-methyl-9-(3-phenyl-propyl)-β-carboline-7-ol(1015792-02-5)

Safety Data

• Hazardous Substances Data: 1015792-02-5(Hazardous Substances Data)

Upstream product

• 442-51-3 harmine 
• 637-59-2 1-Bromo-3-phenylpropane 

Downstream Products

• 1015792-14-9 Br^(1-)*C₃₂H₃₅N₂O⁽¹⁺⁾ 
• 1015792-15-0 Br^(1-)*C₃₃H₃₇N₂O⁽¹⁺⁾ 
• 1015792-17-2 Br^(1-)*C₃₇H₃₇N₂O⁽¹⁺⁾ 
• 1015792-16-1 7-octyloxy-9-(3-phenylpropyl)-2-benzyl-1-methyl-β-carbolinium bromide 
• 1015792-04-7 C₂₅H₂₈N₂O 
• 1015792-05-8 C₂₅H₂₈N₂O 
• 1015792-11-6 C₃₀H₃₀N₂O 
• 1015792-06-9 C₂₆H₃₀N₂O 
• 1015792-07-0 C₂₆H₂₈N₂O 

Relevant articles and documents

Synthesis and structure-activity relationships of asymmetric dimeric β-carboline derivatives as potential antitumor agents

A series of newly asymmetric dimeric β-carbolines with a spacer of 4–6 methylene units between the indole nitrogen and the harmine oxygen were synthesized. Structures of all the novel synthesized compounds were confirmed by their spectral and analytical studies. All of the synthesized compounds were screened for their in vitro cytotoxic activity against nine cancer cell lines. The results revealed that compounds 7c, 7o and 7s exhibited the highest cytotoxic activities with IC50 values of less than 20 μM against the tumor cell lines tested. Acute toxicities and antitumor efficacies of the selected compounds in mice were also evaluated, and compound 7o exhibited potent antitumor activities with the tumor inhibition rate of over 40%. The wound healing assay displayed a specific impairment in the motility of the HT-29 cells, which suggested the anti-metastatic potential of compound 7o. Moreover, compound 7o had obvious angiogenesis inhibitory effects in the chicken chorioallantoic membrane (CAM) assay. Preliminary structure-activity relationship (SAR) analysis indicated that: (1) 3-phenylpropyl substituent at the N9-position of the indole ring was the most suitable group giving rise to potent cytotoxic agents; (2) the spacer length affected the antitumor potencies, and four methylene units were more favorable.

Synthesis and structure-activity relationships of harmine derivatives as potential antitumor agents

Harmine, a naturally occurring β-carboline alkaloid, showed good antitumor activities together with remarkable neurotoxic effects in animal models. In order to search for novel leading compounds endowed with better antitumor activities and less neurotoxicities, a series of harmine derivatives were designed and synthesized by modification of position-2, 7 and 9 of β-carboline nucleus, and their cytotoxic activities against human tumor cell lines were investigated. Acute toxicities and antitumor activities of the selected compounds in mice were also evaluated. Structure-activity relationships studies confirmed that (1) the 7-methoxy structural moiety was the pharmacophore responsible for the neurotoxic effects of this class of compounds; (2) the substituents in position-2 and 9 played a vital role in modulation of their antitumor activities.