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Substance Name: Trofosfamide [INN]
RN: 22089-22-1
UNII: H64JRU6GJ0
InChIKey: UMKFEPPTGMDVMI-UHFFFAOYSA-N

Note

  • Cyclophosphamide analog.

Molecular Formula

  • C9-H18-Cl3-N2-O2-P

Molecular Weight

  • 323.5862
 

Classification Codes

  • Alkylating Agents
  • Antineoplastic Agents
  • Antineoplastic Agents, Alkylating
  • Drug / Therapeutic Agent
  • Human Data
  • Immunologic Factors
  • Immunosuppressive Agents
  • Mutagens
  • Mutation Data
  • Noxae
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Names and Synonyms

Name of Substance

  • Trofosfamide
  • Trofosfamide [INN]

Synonyms

  • 2-(Bis(2-chloroethyl)amino)-3-(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorine 2-oxide
  • 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)perhydro-2H-1,3,2-oxazaphosphorine 2-oxide
  • 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide
  • A-4828
  • ASTA Z 4828
  • BRN 0532530
  • CCRIS 4442
  • Cyclophosphamide, N-monochloroethyl deriv.
  • EINECS 244-770-8
  • Ixoten
  • N,N,3-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine 2-oxide
  • N,N,N'-Tris(2-chloraethyl)-N',O-propylen-phosphorsaureester-diamid
  • N,N,N'-Tris(2-chloraethyl)-N',O-propylen-phosphorsaureester-diamid [German]
  • N,N,N'-Tris(2-chloroethyl)-N',O-propylene phosphoric acid ester diamide
  • NSC 109723
  • Trofosfamid
  • Trofosfamida
  • Trofosfamida [Spanish]
  • Trofosfamide
  • Trofosfamido
  • Trofosfamido [INN-Spanish]
  • Trofosfamidum
  • Trofosfamidum [INN-Latin]
  • Trophosphamide
  • UNII-H64JRU6GJ0
  • Z 4828
  • Z-4828

Systematic Names

  • 2H-1,3,2-Oxazaphosphorin-2-amine, N,N,3-tris(2-chloroethyl)tetrahydro-, 2-oxide (9CI)
  • 2H-1,3,2-Oxazaphosphorine, 2-(bis(2-chloroethyl)amino)-3-(2-chloroethyl)tetrahydro-, 2-oxide
  • 3-(2-Chloroethyl)-2-(bis(2-chloroethyl)amino)tetrahydro-2H-1,3,2-oxazaphosphorin 2-oxide
  • Ifosfamide mustard
  • N,N-3'-Tris(2-chloroethyl)tetrahydro-2H-1,3,2-oxazaphosphorin-2-amine, 2-oxide
  • Trofosfamide

Registry Numbers

CAS Registry Number

  • 22089-22-1

FDA UNII

  • H64JRU6GJ0

System Generated Number

  • 0022089221

Structure Descriptors

InChI

1S/C9H18Cl3N2O2P/c10-2-6-13-5-1-9-16-17(13,15)14(7-3-11)8-4-12/h1-9H2

InChIKey

UMKFEPPTGMDVMI-UHFFFAOYSA-N

Smiles

C1CN(P(=O)(OC1)N(CCCl)CCCl)CCCl

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
human TDLo unreported 50mg/kg (50mg/kg) KIDNEY, URETER, AND BLADDER: HEMATURIA

BLOOD: THROMBOCYTOPENIA

BLOOD: LEUKOPENIA
South African Medical Journal. Vol. 53, Pg. 886, 1978.
mouse LD50 intraperitoneal 212mg/kg (212mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 24, Pg. 1149, 1974.
mouse LD50 intravenous 157mg/kg (157mg/kg)   Medicamentos de Actualidad. Vol. 13, Pg. 115, 1977.
mouse LD50 oral 464mg/kg (464mg/kg)   Medicamentos de Actualidad. Vol. 13, Pg. 115, 1977.
rat LD50 intravenous 90mg/kg (90mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

SKIN AND APPENDAGES (SKIN): HAIR: OTHER
Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 922, 1973.
rat LD50 oral 202mg/kg (202mg/kg)   Medicamentos de Actualidad. Vol. 13, Pg. 115, 1977.
rat LD50 subcutaneous 210mg/kg (210mg/kg) SKIN AND APPENDAGES (SKIN): HAIR: OTHER Arzneimittel-Forschung. Drug Research. Vol. 23, Pg. 922, 1973.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 50.5 deg C   EXP
log P (octanol-water) 2.270 (none)   EST
Atmospheric OH Rate Constant 4.63E-11 cm3/molecule-sec 25 EST

Physical property data is provided to ChemIDplus by SRC, Inc.