24316-19-6 | Cephalotaxine

Packsize	Purity	Availability	Price	Discounted Price
25mg	95%	in stock	$85.00	$60.00
50mg	≥95%	in stock	$106.00	$74.00
100mg	≥95%	in stock	$188.00	$132.00
250mg	≥95%	in stock	$340.00	$238.00

Description

• Catalog Number: AF28096
• Chemical Name: Cephalotaxine
• CAS Number: 24316-19-6
• Molecular Formula: C18H21NO4
• Molecular Weight: 315.3636
• MDL Number: MFCD21090383
• SMILES: COC1=C[C@]23[C@@H]([C@@H]1O)c1cc4OCOc4cc1CCN3CCC2

Computed Properties

• Complexity: 523
• Covalently-Bonded Unit Count: 1
• Defined Atom Stereocenter Count: 3
• Heavy Atom Count: 23
• Hydrogen Bond Acceptor Count: 5
• Hydrogen Bond Donor Count: 1
• Rotatable Bond Count: 1
• XLogP3: 0.2

Literature

• Formal synthesis of (-)-cephalotaxine based on a tandem hydroamination/semipinacol rearrangement reaction.

  Chemistry, an Asian journal 20120501

• Secondary Metabolites from Plants Inhibiting ABC Transporters and Reversing Resistance of Cancer Cells and Microbes to Cytotoxic and Antimicrobial Agents.

  Frontiers in microbiology 20120101

• Concise total synthesis of (±)-cephalotaxine via a transannulation strategy: development of a facile reductive oxy-Nazarov cyclization.

  Organic letters 20110701

• Chiral Brønsted acid-promoted enantioselective desymmetrization in an intramolecular Schmidt reaction of symmetric azido 1,3-hexanediones: asymmetric synthesis of azaquaternary pyrroloazepine skeletons.

  Chemistry, an Asian journal 20110606

• Homoharringtonine as a backbone drug for the treatment of newly diagnosed pediatric acute myeloid leukemia: a report from a single institution in China.

  International journal of hematology 20110501

• Completed preparative separation of alkaloids from Cephaltaxus fortunine by step-pH-gradient high-speed counter-current chromatography.

  Journal of chromatography. A 20090529

• Formal syntheses of (+/-)-stemonamine and (+/-)-cephalotaxine.

  The Journal of organic chemistry 20090417

• Highly efficient formal synthesis of cephalotaxine, using the Stevens rearrangement--acid lactonization sequence as a key transformation.

  The Journal of organic chemistry 20090306

• A second generation formal synthesis of (-)-cephalotaxine.

  The Journal of organic chemistry 20081017

• Short synthesis of (-)-cephalotaxine using a radical cascade.

  Organic letters 20080918

• A formal synthesis of (-)-cephalotaxine.

  Organic letters 20080717

• Synthesis of antiproliferative Cephalotaxus esters and their evaluation against several human hematopoietic and solid tumor cell lines: uncovering differential susceptibilities to multidrug resistance.

  Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

• Convergency and divergency as strategic elements in total synthesis: the total synthesis of (-)-drupacine and the formal total synthesis of (+/-)-cephalotaxine, (-)-cephalotaxine, and (+)-cephalotaxine.

  The Journal of organic chemistry 20070914

• Effect of cantharidin, cephalotaxine and homoharringtonine on 'in vitro' models of hepatitis B virus (HBV) and bovine viral diarrhoea virus (BVDV) replication.

  Planta medica 20070601

• Novel formal synthesis of cephalotaxine via a facile Friedel-Crafts cyclization.

  Organic letters 20070329

• Molecular biology of cantharidin in cancer cells.

  Chinese medicine 20070101

• A sequential blockade strategy for the design of combination therapies to overcome oncogene addiction in chronic myelogenous leukemia.

  Cancer research 20061115

• Tandem semipinacol/Schmidt reaction leading to a versatile and efficient approach to azaquaternary alkaloid skeletons.

  Organic letters 20061109

• New route to azaspirocycles via the organolithium-mediated conversion of beta-alkoxy aziridines into cyclopentenyl amines.

  Organic letters 20061026

• Strain-release rearrangement of N-vinyl-2-arylaziridines. Total synthesis of the anti-leukemia alkaloid (-)-deoxyharringtonine.

  Journal of the American Chemical Society 20060816

• Controlling the regiochemistry of radical cyclizations.

  Chemical record (New York, N.Y.) 20060101

• An alternative synthesis of Dolby-Weinreb enamine en route to cephalotaxine.

  The Journal of organic chemistry 20050527

• A novel formal total synthesis of cephalotaxine.

  The Journal of organic chemistry 20050415

• 7-endo selective aryl radical cyclization onto enamides leading to 3-benzazepines: concise construction of a cephalotaxine skeleton.

  The Journal of organic chemistry 20050304

• [Development of new synthetic method using organometallic complexes and an application toward natural product synthesis].

  Yakugaku zasshi : Journal of the Pharmaceutical Society of Japan 20050101

• Crystallographic/experimental electron density characterizations and reactions with nucleophiles of beta-enaminonitriles possessing a pyrrolobenzazepine core.

  The Journal of organic chemistry 20040625

• [Studies on the synthesis and antitumor activity of the derivatives of cephalotaxine alkaloid esters].

  Yao xue xue bao = Acta pharmaceutica Sinica 20040601

• Stereoselective synthesis of (-)-cephalotaxine and C-7 alkylated analogues.

  The Journal of organic chemistry 20040430

• [Synthesis and antitumor activity of the derivatives of cephalotaxine and drupacine].

  Yao xue xue bao = Acta pharmaceutica Sinica 20031201

• A novel and efficient total synthesis of cephalotaxine.

  Organic letters 20030807

• HPLC-electrospray ionization-MS-MS analysis of Cephalotaxus harringtonia leaves and enhancement of the extraction efficiency of alkaloids therein by SFE.

  Journal of chromatographic science 20030201

• Molecular modes of action of cephalotaxine and homoharringtonine from the coniferous tree Cephalotaxus hainanensis in human tumor cell lines.

  Naunyn-Schmiedeberg's archives of pharmacology 20030101

• A formal total synthesis of (+/-)-cephalotaxine using sequential N-acyliminium ion reactions.

  Organic letters 20020321

• Activity of drugs from traditional Chinese medicine toward sensitive and MDR1- or MRP1-overexpressing multidrug-resistant human CCRF-CEM leukemia cells.

  Blood cells, molecules & diseases 20020101

• Formal intramolecular [5 + 2] photocycloaddition reactions of maleimides: a novel approach to the CDE ring skeleton of (-)-cephalotaxine.

  Organic letters 20010920