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Substance Name: m-Amsacrine
RN: 54301-15-4
UNII: U66HX4K4CO
InChIKey: WDISRLXRMMTXEV-UHFFFAOYSA-N

Note

  • Aminoacridine derivative that is a potent intercalating antineoplastic agent. It is effective in the treatment of acute leukemias and malignant lymphomas, but has poor activity in the treatment of solid tumors. It is frequently used in combination with other antineoplastic agents in chemotherapy protocols. It produces consistent but acceptable myelosuppression and cardiotoxic effects.

Molecular Formula

  • C21-H19-N3-O3-S.Cl-H

Molecular Weight

  • 429.926
 

Classification Code

  • Mutation Data
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Names and Synonyms

Results Name

  • m-Amsacrine

Name of Substance

  • Amsacrine hydrochloride

Synonyms

  • 4'-(9-Acridinylamino)methanesulfon-m-aniside monohydrochloride
  • CCRIS 9342
  • m-Amsa hydrochloride
  • m-Amsacrine
  • Methanesulfon-m-anisidine, 4'-((9-acridinyl)amino)-, hydrochloride
  • Methanesulfone-m-anisidine-4'-((9-acridinyl)amino) hydrochloride
  • Methanesulfonyl-m-anisidine, 4'-(9-acridinylamino)-, monohydrochloride
  • N-(4-(9-Acridinylamino)-3-methoxyphenyl)-methanesulfonamide monohydrochloride
  • N-(4-(9-Acridinylamino)-3-methoxyphenyl)methanesulfonamidemonohydrochloride
  • NCI-C03190
  • NSC 141549
  • UNII-U66HX4K4CO

Systematic Names

  • Methanesulfon-m-anisidide, 4'-(9-acridinylamino)-, monohydrochloride
  • Methanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)-, monohydrochloride (9CI)

Registry Numbers

CAS Registry Number

  • 54301-15-4

FDA UNII

  • U66HX4K4CO

System Generated Number

  • 0054301154

Molecular Formulas

Molecular Formula

  • C21-H19-N3-O3-S.Cl-H

Molecular Formula Fragments

  • C21-H19-N3-O3-S
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

1S/C21H19N3O3S.ClH/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21;/h3-13,24H,1-2H3,(H,22,23);1H

InChIKey

WDISRLXRMMTXEV-UHFFFAOYSA-N

Smiles

COc1cc(ccc1Nc2c3ccccc3nc4c2cccc4)NS(=O)(=O)C.Cl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LD50 intraperitoneal 20560ug/kg (20.56mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 oral 181mg/kg (181mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 subcutaneous 110mg/kg (110mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,