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Antramycin

Base Information
  • Chemical Name:Antramycin
  • CAS No.:4803-27-4
  • Molecular Formula:C16H17N3O4
  • Molecular Weight:315.4
  • Hs Code.:
  • UNII:0WZD9Y66WN
  • DSSTox Substance ID:DTXSID801023388
  • Metabolomics Workbench ID:110266
  • NCI Thesaurus Code:C252
  • Nikkaji Number:J3.719B
  • Wikidata:Q76422754
  • Wikipedia:Anthramycin
  • Mol file:4803-27-4.mol
Antramycin

Synonyms:Anthramycin;Anthramycin, (11a alpha)-Isomer;Antramycin

Suppliers and Price of Antramycin
Supply Marketing:
Business phase:
The product has achieved commercial mass production*data from LookChem market partment
Manufacturers and distributors:
  • Manufacture/Brand
  • Chemicals and raw materials
  • Packaging
  • price
  • American Custom Chemicals Corporation
  • ANTHRAMYCIN 95.00%
  • 5MG
  • $ 501.57
Total 26 raw suppliers
Chemical Property of Antramycin
Chemical Property:
  • Vapor Pressure:2.05E-19mmHg at 25°C 
  • Melting Point:188-194oC 
  • Refractive Index:1.6500 (estimate) 
  • Boiling Point:679.9°Cat760mmHg 
  • Flash Point:365°C 
  • PSA:115.89000 
  • Density:1.5g/cm3 
  • LogP:1.36060 
  • XLogP3:0
  • Hydrogen Bond Donor Count:4
  • Hydrogen Bond Acceptor Count:5
  • Rotatable Bond Count:2
  • Exact Mass:315.12190603
  • Heavy Atom Count:23
  • Complexity:574
Purity/Quality:

99%, *data from raw suppliers

ANTHRAMYCIN 95.00% *data from reagent suppliers

Safty Information:
  • Pictogram(s):  
  • Hazard Codes: 
MSDS Files:

SDS file from LookChem

Useful:
  • Canonical SMILES:CC1=C(C2=C(C=C1)C(=O)N3C=C(CC3C(N2)O)C=CC(=O)N)O
  • Isomeric SMILES:CC1=C(C2=C(C=C1)C(=O)N3C=C(C[C@H]3[C@H](N2)O)/C=C/C(=O)N)O
  • Uses Antineoplastic.
  • Therapeutic Function Antineoplastic
Technology Process of Antramycin

There total 1 articles about Antramycin 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:

Guidance literature:
Biosynthese durch Streptomyces refuineus; Untersuchung des Einbaus von radioaktiven Substraten.;
DOI:10.1021/ja00848a040
Refernces

Synthesis and reactivity of a novel oxazolo[2,3-c][1,4]benzodiazepine ring system with DNA recognition potential: A new class of anthramycins

10.1039/c39900000874

The research focuses on the synthesis and reactivity of a novel oxazolo[2,3-c][1,4]benzodiazepine (OBD) ring system, which has potential DNA recognition capabilities and could be a new class of anthramycins, a type of antitumor antibiotics. The purpose of the study was to create a compound that could selectively bind to GC-rich regions of DNA, which are associated with some oncogenes, and to compare its properties with the pyrrolo[2,1-c][1,4]benzodiazepine (PBD) system found in DNA-binding anthramycin antitumor antibiotics. The researchers synthesized the OBD ring system through a novel route involving the formation of oxazolidine (C)-ring and attachment of the A-ring fragment via N-benzoylation, followed by steps leading to ring closure.

ATTACHMENT OF THE ANTHRAMYCIN ACRYLAMIDE SIDE CHAIN BY THE PALLADIUM CATALYZED COUPLING REACTION OF A VINYL TRFLATE

10.1016/S0040-4039(00)96916-8

The research focuses on the attachment of the anthramycin acrylamide side chain to the pyrrolo(1,4)benzodiazepine structure via a palladium-catalyzed coupling reaction of a vinyl triflate. Anthramycin, an antitumor antibiotic, has a complex synthesis process. The study explores a more efficient route by converting the 2-keto group in the pyrrolo ring to a vinyl triflate and then coupling it with various reagents. Key chemicals involved include N-methyl isatoic anhydride, L-hydroxyproline, triflic anhydride, pyridine, tributylvinylstannane, ethyl acrylate, and palladium catalysts such as (Ph3P)2Pd and PdCl2. The methodology provides a convenient procedure for constructing anthramycin derivatives, offering a rapid entry into the pyrrolo(1,4)benzodiazepine structure with the desired side chain.

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