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Anthramycin

Anthramycin structure

Anthramycin 

structure
  • CAS No:

    4803-27-4

  • Formula:

    C16H17N3O4

  • Chemical Name:

    Anthramycin

  • Synonyms:

    2-Propenamide,3-[(11R,11aS)-5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl]-,(2E)-;1H-Pyrrolo[2,1-c][1,4]benzodiazepine-2-acrylamide,5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-,(E)-;Anthramycin;2-Propenamide,3-(5,10,11,11a-tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl)-,[11R-[2(E),11α,11aβ]]-;1H-Pyrrolo[2,1-c][1,4]benzodiazepine,2-propenamide deriv.;(2E)-3-[(11R,11aS)-5,10,11,11a-Tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepin-2-yl]-2-propenamide;5,10,11,11a-Tetrahydro-9,11-dihydroxy-8-methyl-5-oxo-1H-pyrrolo[2,1-c][1,4]benzodiazepine-trans-2-acrylamide;Antramycin;NSC 106408;NRRL 3143;11000-08-1;29169-54-8

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

A broad-spectrum spectrum antineoplastic antibiotic isolated from Streptomyces refuineus var. thermotolerans. It has low toxicity, some activity against Trichomonas and Endamoeba, and inhibits RNA and DNA synthesis. It binds irreversibly to DNA.

Anthramycin Basic Attributes

315.327

315.32

Characteristics

115.89000

1.36060

1.505 g/cm3

188-194 °C

679.872ºC at 760mmHg

364.974ºC

1.723

Peritoneal-mouse LD50: 0.65 mg/kg

Flammable; burning produces toxic nitrogen oxide fumes

D25 +930° (DMF)

Safety Information

Treasury is ventilated, low temperature and dry; stored separately from food materials

Toxicity

most toxic

Drug Information

Chemical substances, produced by microorganisms, inhibiting or preventing the proliferation of neoplasms. (See all compounds classified as Antibiotics, Antineoplastic.)

Anthramycin

Anthramycin Use and Manufacturing

Antineoplastic.

Computed Properties

Molecular Weight:315.32
Hydrogen Bond Donor Count:4
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:2
Exact Mass:315.12190603
Monoisotopic Mass:315.12190603
Topological Polar Surface Area:116
Heavy Atom Count:23
Complexity:574
Undefined Atom Stereocenter Count:2
Defined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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