25908-92-3

Basic information

• Product Name: (R)-tylophorine
• CAS NO: 25908-92-3
• Molecular Weight: 393.483
• Mol File: 25908-92-3.mol
• Article Data: 20

Chemical Properties

• CAS DataBase Reference: (R)-tylophorine(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-tylophorine(25908-92-3)
• EPA Substance Registry System: (R)-tylophorine(25908-92-3)

Safety Data

• Hazardous Substances Data: 25908-92-3(Hazardous Substances Data)

Upstream product

• 186581-53-3 diazomethane 
• 1215841-80-7 (13aR,14R)-14-hydroxyl tylocrebrine 
• 1260216-17-8 (R)-7-(3',4,4',5-tetramethoxy-[1,1'-biphenyl]-2-yl)-1,2,3,5,8,8a-hexahydroindolizine 
• 89978-46-1 4-bromo-5-iodoveratrole 
• 1203657-51-5 (S)-(+)-N-[(2,3,6,7-tetramethoxy-9-phenanthryl)-methyl]pyroglutamic acid methyl ester 
• 87227-00-7 (S)-(+)-N-<(2,3,6,7-tetramethoxy-9-phenanthryl)methyl>pyroglutamic acid 
• 71779-56-1 2,3,6,7-tetramethoxyphenanthrene-9-carboxaldehyde 
• 50-00-0 formaldehyd 
• 1215841-59-0 9-bromo-10-(bromomethyl)-2,3,6,7-tetramethoxyphenanthrene 
• 221664-16-0 2-bromo-3',4,4′,5-tetramethoxy-1,1'-biphenyl 
• 122775-35-3 3,4-Dimethoxyphenylboronic acid 
• 106764-31-2 (R,S)-2-<(2,3,6,7-tetramethoxyphenanthren-9-yl)methyl>pyrrolidine 
• 121194-89-6 (6R,7R,8S,8aR,2'R,4'S,5'R)-(+)-4'-(t-butyldimethylsiloxymethyl)-2'-phenyl-1',3'-dioxan-5'-yl 6,7-bis-(3,4-dimethoxyphenyl)-5-oxoindolizidine-8-carboxylate 
• 121213-14-7 (E)-6-[(E)-2,3-Bis-(3,4-dimethoxy-phenyl)-acryloylamino]-hex-2-enoic acid (2R,4S,5R)-4-(tert-butyl-dimethyl-silanyloxymethyl)-2-phenyl-[1,3]dioxan-5-yl ester 

Downstream Products

• 1203657-53-7 C₁₀H₁₀O₄*C₂₄H₂₇NO₄ 
• 1034898-86-6 C₆H₃N₃O₇*C₂₄H₂₇NO₄ 
• 1034898-84-4 tylophorine benzoate 
• 1203657-60-6 tylophorine 5-sulfosalicylate 
• 1203657-54-8 C₇H₆O₃*C₂₄H₂₇NO₄ 
• 1203657-59-3 C₆H₇NO₃S*C₂₄H₂₇NO₄ 
• 1203657-57-1 C₇H₆O₃*C₂₄H₂₇NO₄ 

Relevant articles and documents

Design, synthesis and in-vitro biological evaluation of antofine and tylophorine prodrugs as hypoxia-targeted anticancer agents

Phenanthroindolizidines, such as antofine and tylophorine, are a family of natural alkaloids isolated from different species of Asclepiadaceas. They are characterized by interesting biological activities, such as pronounced cytotoxicity against different human cancerous cell lines, including multidrug-resistant examples. Nonetheless, these derivatives are associated with severe neurotoxicity and loss of in vivo activity due to the highly lipophilic nature of the alkaloids. Here, we describe the development of highly polar prodrugs of antofine and tylophorine as hypoxia-targeted prodrugs. The developed quaternary ammonium salts of phenanthroindolizidines showed high chemical and metabolic stability and are predicted to have no penetration through the blood–brain barrier. The designed prodrugs displayed decreased cytotoxicity when tested under normoxic conditions. However, their cytotoxic activity considerably increased when tested under hypoxic conditions.

Two optically pure isomers of NK007 and bactericidal applications

The invention relates to two optically pure isomers of NK007 for short and applications in a bactericidal aspect. Compounds NK007-3 and NK007-4 have good bactericidal activity, can be used for treating plant bacteria diseases selected from fusarium wilt of cucumber, cercospora brown spot of peanut, apple ring spot, alternaria solani, puccinia polysora, rice bakanae disease, sclerotinia rot of colza, phytophthora capsici disease, wheat sharp eyespot, bipolaris maydis, watermelon anthracnose, potato late blight, rice sheath blight disease and cucumber gray mold.

Collective asymmetric synthesis of (-)-Antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine with tert- butanesulfinamide as a chiral auxiliary

A collective asymmetric synthesis of phenanthroindolizidine and phenanthroquinolizidine alkaloids (-)-antofine, (-)-cryptopleurine, (-)-tylophorine, and (-)-tylocrebrine was achieved by means of a reaction sequence involving efficient generation of chiral homoallylic amine intermediates by asymmetric allylation of the corresponding tert-butanesulfinyl imine. From these intermediates, the pyrrolidine and piperidine rings were constructed by means of an intramolecular SN2 substitution reaction and a ring-closing metathesis reaction, respectively. The unusual C5-methoxy-substituted phenanthrene moiety of (-)-tylocrebrine was generated by means of an InCl3-catalyzed cycloisomerization reaction of an o-propargylbiaryl compound.