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Porfiromycin

Porfiromycin structure

Porfiromycin 

structure
  • CAS No:

    801-52-5

  • Formula:

    C16H20N4O5

  • Chemical Name:

    Porfiromycin

  • Synonyms:

    Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,(1aS,8S,8aR,8bS)-;Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-8a-methoxy-1,5-dimethyl-,carbamate (ester);Azirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione,6-amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethyl-,[1aS-(1aα,8β,8aα,8bα)]-;(1aS,8S,8aR,8bS)-6-Amino-8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-8a-methoxy-1,5-dimethylazirino[2′,3′:3,4]pyrrolo[1,2-a]indole-4,7-dione;N-Methylmitomycin C;Porfiromycin;U 14743;ENT 50825;NSC 56410;Porfiromycine;Methyl mitomycin C;Regamycin;Methylmitomycin;NCI 56410;11015-32-0;32633-47-9;144085-54-1

  • Categories:

    Pharmaceutical Intermediates  >  Bulk Drug Intermediates

Description

Porfiromycin is a substance that is being studied in the treatment of cancer. It belongs to the family of drugs called anticancer antibiotics.|Porfiromycin is an N-methyl derivative of the antineoplastic antibiotic mitomycin C isolated from the bacterium Streptomyces ardus and other Streptomyces bacterial species. Bioreduced porfiromycin generates oxygen radicals and alkylates DNA, producing interstrand cross-links and single-strand breaks, thereby inhibiting DNA synthesis. Porfiromycin is preferentially toxic to hypoxic cells. (NCI04)|Toxic antibiotic of the mitomycin group, obtained from MITOMYCIN and also from Streptomyces ardus and other species. It is proposed as an antineoplastic agent, with some antibiotic properties.

Porfiromycin Basic Attributes

348.359

348.35

H1WK901OA6

C763

Characteristics

128

-0.4

1.52g/cm3

201.25°C (rough estimate)

560.9ºC at 760 mmHg

293ºC

1.672

Drug Information

Investigated for use/treatment in head and neck cancer.

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

Methylmitomycin C

Porfiromycin Use and Manufacturing

Antibiotic substance isolated from a Streptomyces ardus fermentation broth. Antibacterial; antineoplastic.

Computed Properties

Molecular Weight:348.35
XLogP3:-0.4
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:8
Rotatable Bond Count:4
Exact Mass:348.14336975
Monoisotopic Mass:348.14336975
Topological Polar Surface Area:128
Heavy Atom Count:25
Complexity:787
Defined Atom Stereocenter Count:4
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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    CAS No.: 801-52-5
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