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Substance Name: TEPA
RN: 545-55-1
UNII: GL19M2KE52
InChIKey: FYAMXEPQQLNQDM-UHFFFAOYSA-N

Note

  • An insect chemosterilant and an antineoplastic agent.

Molecular Formula

  • C6-H12-N3-O-P

Molecular Weight

  • 173.155
 

Classification Codes

Classification Codes

  • Agricultural Chemical
  • Alkylating Agents
  • Antineoplastic Agents
  • Antineoplastic Agents, Alkylating
  • Drug / Therapeutic Agent
  • Insect Attractant, Repellent and Chemosterilant
  • Insecticide
  • Mutation Data
  • Noxae
  • Reproductive Effect
  • Tumor Data

Superlist Classification Code

  • Overall Carcinogenic Evaluation: Group 3
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Names and Synonyms

Name of Substance

  • TEPA
  • Triethylenephosphoramide

MeSH Heading

  • Triethylenephosphoramide

Synonyms

  • 1,1',1''-Phosphinylidynetrisaziridine
  • 4-20-00-00048 (Beilstein Handbook Reference)
  • A 6366
  • AI3-24915
  • Aphoxide
  • APO
  • Aziridine, 1,1',1''-phosphinylidynetris-
  • BRN 0145971
  • CBC 906288
  • EINECS 208-892-5
  • ENT 24915
  • Hexamethylphosphoric triamide tris(1-aziridinyl)phosphine oxide
  • HSDB 1011
  • Imperon fixer T
  • N,N',N''-Tri-1,2-ethanediylphosphoric triamide
  • N,N',N''-Triethylenephosphoramide
  • N,N',N''-Triethylenephosphoric triamide
  • NSC 9717
  • Phosphine oxide, tris(1-aziridinyl)-
  • Phosphoramide, N,N',N''-triethylene-
  • Phosphoric acid triethylene imide
  • Phosphoric triamide, N,N',N''-tri-1,2-ethanediyl-
  • Phosphoric triamide, N,N',N''-triethylene-
  • SK-3818
  • TAPO
  • TEF
  • TEPA
  • TEPA (VAN)
  • Tri-1-aziridinylphosphine oxide
  • Triaethylenphosphorsaeureamid
  • Triaethylenphosphorsaeureamid [German]
  • Triaziridinophosphine oxide
  • Triaziridinylphosphine oxide
  • Triethylene phophoramide
  • Triethylene phosphoramide
  • Triethylenephosphoramide
  • Triethylenephosphoric triamide
  • Triethylenephosphorotriamide
  • Triethylenepyrophosphoramide
  • Triethylenfosforamid
  • Triethylenfosforamid [Czech]
  • Tris(1-aziridine)phosphine oxide
  • Tris(1-aziridinyl)phosphine oxide
  • Tris(aziridinyl)phosphine oxide
  • Tris(N-ethylene)phosphorotriamidate
  • Tris-(1-aziridinyl)-phosphineoxide
  • Tris-(1-aziridinyl)fosfinoxid
  • Tris-(1-aziridinyl)fosfinoxid [Czech]
  • UNII-GL19M2KE52

Systematic Names

  • Aziridine, 1,1',1''-phosphinylidynetris-
  • Phosphine oxide, tris(1-aziridinyl)-
  • Tri(aziridin-1-yl)phosphine oxide

Superlist Names

  • Tris(1-aziridinyl)phosphine oxide
  • Tris(1-aziridinyl)phosphine oxide, solution
  • Tris(1-aziridinyl)phosphine oxide, solution [UN2501] [Poison]
  • UN2501

Registry Numbers

CAS Registry Number

  • 545-55-1

FDA UNII

  • GL19M2KE52

System Generated Number

  • 0000545551

Structure Descriptors

InChI

1S/C6H12N3OP/c10-11(7-1-2-7,8-3-4-8)9-5-6-9/h1-6H2

InChIKey

FYAMXEPQQLNQDM-UHFFFAOYSA-N

Smiles

P(N1CC1)(N1CC1)(N1CC1)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
chicken LD50 oral 151mg/kg (151mg/kg) PERIPHERAL NERVE AND SENSATION: FLACCID PARALYSIS WITHOUT ANESTHESIA (USUALLY NEUROMUSCULAR BLOCKAGE)

BEHAVIORAL: ATAXIA
Toxicology and Applied Pharmacology. Vol. 16, Pg. 100, 1970.
dog LDLo intravenous 430ug/kg (0.43mg/kg) BLOOD: LEUKOPENIA

BLOOD: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES
Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 202, 1965.
domestic animals - goat/sheep LDLo oral 50mg/kg (50mg/kg) LIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE"

LUNGS, THORAX, OR RESPIRATION: CYANOSIS

BEHAVIORAL: ATAXIA
Annals of the New York Academy of Sciences. Vol. 111, Pg. 715, 1964.
mammal (species unspecified) LD50 unreported 15mg/kg (15mg/kg)   Voprosy Onkologii. Problems of Oncology. For English translation, see PONCAU. Vol. 26(5), Pg. 54, 1980.
monkey LDLo intravenous 870ug/kg (0.87mg/kg) BLOOD: OTHER CHANGES

GASTROINTESTINAL: OTHER CHANGES

BLOOD: LEUKOPENIA
Cancer Chemotherapy Reports, Part 2. Vol. 2, Pg. 202, 1965.
mouse LD50 intraperitoneal 25500ug/kg (25.5mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 25, Pg. 223, 1965.
mouse LD50 intravenous 178mg/kg (178mg/kg)   U.S. Army Armament Research & Development Command, Chemical Systems Laboratory, NIOSH Exchange Chemicals. Vol. NX#02129,
mouse LD50 oral 420mg/kg (420mg/kg) BEHAVIORAL: MUSCLE WEAKNESS Kobunshi. High Polymers. Vol. 24, Pg. 788, 1975.
quail LD50 oral 237mg/kg (237mg/kg)   Journal of Reproduction and Fertility. Vol. 48, Pg. 371, 1976.
rat LD50 intraperitoneal 8800ug/kg (8.8mg/kg)   British Journal of Pharmacology and Chemotherapy. Vol. 25, Pg. 223, 1965.
rat LD50 oral 37mg/kg (37mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LUNGS, THORAX, OR RESPIRATION: DYSPNEA

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Bulletin of the World Health Organization. Vol. 31, Pg. 737, 1964.
rat LD50 skin 87mg/kg (87mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

BEHAVIORAL: FOOD INTAKE (ANIMAL)
Bulletin of the World Health Organization. Vol. 31, Pg. 737, 1964.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 41 deg C   EXP
log P (octanol-water) -0.62 (none)   EXP
Water Solubility 2.01E+05 mg/L 25 EST
Vapor Pressure 6.30E-03 mm Hg 25 EST
Henry's Law Constant 6.11E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 1.93E-11 cm3/molecule-sec 25 EST

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