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Anthramycin

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

Molecular Weight：

315.327

Exact Mass：

315.32

Characteristics

PSA：

115.89000

XLogP3：

1.36060

Density：

1.505 g/cm3

Melting Point：

188-194 °C

Boiling Point：

679.872ºC at 760mmHg

Flash Point：

364.974ºC

Refractive Index：

1.723

Toxicity：

Peritoneal-mouse LD50: 0.65 mg/kg

Flammability characteristics：

Flammable; burning produces toxic nitrogen oxide fumes

Specific rotation：

D25 +930° (DMF)

Safety Information

Storage features：

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

Toxicity

Toxicity class：

most toxic

Drug Information

MeSH：

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

MeSH Entry Terms：

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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Anthramycin

CAS No.: 4803-27-4

Grade: Pharmaceutical Grade

Content: 99%

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