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Substance Name: Nimustine hydrochloride [JAN]
RN: 55661-38-6
UNII: DFR965WKBU
InChIKey: KPMKNHGAPDCYLP-UHFFFAOYSA-N

Note

  • Antineoplastic agent especially effective against malignant brain tumors. The resistance which brain tumor cells acquire to the initial effectiveness of this drug can be partially overcome by the simultaneous use of membrane-modifying agents such as reserpine, calcium antagonists such as nicardipine or verapamil, or the calmodulin inhibitor, trifluoperazine. The drug has also been used in combination with other antineoplastic agents or with radiotherapy for the treatment of various neoplasms.

Molecular Formula

  • C9-H13-Cl-N6-O2.Cl-H

Molecular Weight

  • 309.1556
 

Classification Codes

  • Drug / Therapeutic Agent
  • Mutation Data
  • Reproductive Effect
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Names and Synonyms

Name of Substance

  • Nimustine hydrochloride
  • Nimustine hydrochloride [JAN]

Synonyms

  • 1-(2-Cloroetil)-1-nitroso-3-((2-metil-4-aminopirimidin-5-il)metil)urea clorhidrato
  • 1-(2-Cloroetil)-1-nitroso-3-((2-metil-4-aminopirimidin-5-il)metil)urea clorhidrato [Spanish]
  • 1-(4-Amino-2-methyl-5-pyrimidinyl)methyl-3-(2-chloroethyl)-3-nitrosourea hydrochloride
  • 1-(4-Amino-2-methylpyrimidine-5-yl)methyl-3-(2-chloroethyl)-3-nitrosourea hydrochloride
  • 3-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-1-(2-chloroethyl)-1-nitrosourea hydrochloride
  • ACNU
  • CS 439 HCl
  • CS-439
  • N'-((4-Amino-2-methyl-5-pyrimidinyl)methyl)-N-(2-chloroethyl)-N-nitrosourea HCl
  • N'-((4-Amino-2-metil-5-pirimidinil)metil)-N-(2-cloroetil)-N-nitrosourea clorhidrato
  • N'-((4-Amino-2-metil-5-pirimidinil)metil)-N-(2-cloroetil)-N-nitrosourea clorhidrato [Spanish]
  • Nidran
  • Nidran hydrochloride
  • Nimustina clorhidrato
  • Nimustina clorhidrato [Spanish]
  • Nimustine HCl
  • Nimustine hydrochloride
  • NSC-245,382
  • UNII-DFR965WKBU

Systematic Names

  • Urea, 3-((4-amino-2-methyl-5-pyrimidinyl)methyl)-1-(2-chloroethyl)-1-nitroso-, monohydrochloride
  • Urea, N'-((4-amino-2-methyl-5-pyrimidinyl)methyl)-N-(2-chloroethyl)-N-nitroso-, monohydrochloride (9CI)

Registry Numbers

CAS Registry Number

  • 55661-38-6

FDA UNII

  • DFR965WKBU

Other Registry Number

  • 52208-23-8

System Generated Number

  • 0055661386

Molecular Formulas

Molecular Formula

  • C9-H13-Cl-N6-O2.Cl-H

Molecular Formula Fragments

  • C9-H13-Cl-N6-O2
  • Cl-H
  • COMPONENT

Structure Descriptors

InChI

InChI=1S/C9H13ClN6O2.ClH/c1-6-12-4-7(8(11)14-6)5-13-9(17)16(15-18)3-2-10;/h4H,2-3,5H2,1H3,(H,13,17)(H2,11,12,14);1H

InChIKey

KPMKNHGAPDCYLP-UHFFFAOYSA-N

Smiles

Cl.Cc1ncc(CNC(=O)N(CCCl)N=O)c(N)n1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 5mg/kg (5mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
dog LDLo oral 5mg/kg (5mg/kg)   "Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
dog LDLo oral 5mg/kg (5mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
mouse LD50 intraperitoneal 49300ug/kg (49.3mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 884, 1979.
mouse LD50 intravenous 59mg/kg (59mg/kg)   "Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
mouse LD50 intravenous 59mg/kg (59mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
mouse LD50 oral 83mg/kg (83mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
"Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
mouse LD50 subcutaneous 72800ug/kg (72.8mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 884, 1979.
rat LD50 intraperitoneal 52700ug/kg (52.7mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 884, 1979.
rat LD50 intravenous 15mg/kg (15mg/kg)   Medicamentos de Actualidad. Vol. 16, Pg. 424, 1980.
rat LD50 oral 113mg/kg (113mg/kg)   "Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
rat LD50 oral 113mg/kg (113mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
"Current Chemotherapy, Proceedings of the 10th International Congress of Chemotherapy, Zurich 1977," Siegenthaler, W., and R. Luethy, eds., 2 vols., Washington, DC, American Soc. for Microbiology, 1978Vol. 2, Pg. 1233, 1978.
rat LD50 subcutaneous 60800ug/kg (60.8mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 10, Pg. 884, 1979.