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Substance Name: Lomustine [USAN:INN:BAN]
RN: 13010-47-4
UNII: 7BRF0Z81KG
InChIKey: GQYIWUVLTXOXAJ-UHFFFAOYSA-N

Note

  • An alkylating agent of value against both hematologic malignancies and solid tumors.

Molecular Formula

  • C9-H16-Cl-N3-O2

Molecular Weight

  • 233.6974
 

Classification Codes

Classification Codes

  • Alkylating Agents
  • Antineoplastic
  • Antineoplastic Agents
  • Antineoplastic Agents, Alkylating
  • Drug / Therapeutic Agent
  • Human Data
  • Mutation Data
  • Noxae
  • Reproductive Effect
  • Tumor Data

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2A
  • Reasonably Anticipated to be a Carcinogen

Names and Synonyms

Name of Substance

  • Lomustine
  • Lomustine [USAN:INN:BAN]

MeSH Heading

  • Lomustine

Synonyms

  • (Chloro-2-ethyl)-1-cyclohexyl-3-nitrosourea
  • (Cloro-2-etil)-1-cicloesil-3-nitrosourea
  • (Cloro-2-etil)-1-cicloesil-3-nitrosourea [Italian]
  • 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea
  • 1-(2-Chloroethyl)-3-cyclohexylnitrosourea
  • 1-Nitrosourea, 1-(2-chloroethyl)-3-cyclohexyl-
  • AI3-52779
  • Belustine
  • BRN 2125058
  • CCNU
  • CCRIS 860
  • Cecenu
  • CeeNU
  • Chloroethylcyclohexylnitrosourea
  • CINU
  • Cyclohexyl chloroethyl nitrosourea
  • EINECS 235-859-2
  • Gleostine
  • HSDB 6519
  • ICIG 1109
  • Lomustina
  • Lomustina [INN-Spanish]
  • Lomustine
  • Lomustinum
  • Lomustinum [INN-Latin]
  • N-(2-Chloroethyl)-N'-cyclohexyl-N-nitrosourea
  • NCI-C04740
  • NSC 79037
  • NSC-79037
  • RB 1509
  • SRI 2200
  • UNII-7BRF0Z81KG
  • Urea, 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-

Systematic Names

  • Lomustine
  • N-(2-Chloroethyl)-N'-cyclohexyl-N-nitrosourea
  • Urea, 1-(2-chloroethyl)-3-cyclohexyl-1-nitroso-
  • Urea, N-(2-chloroethyl)-N'-cyclohexyl-N-nitroso-

Superlist Names

  • 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea
  • 1-(2-Chloroethyl)-3-cyclohexyl-1-nitrosourea [Chloroethyl nitrosoureas]
  • CCNU
  • CCNU [Chloroethyl nitrosoureas]
  • Lomustine
  • Urea, N-(2-chloroethyl)-N'-cyclohexyl-N-nitroso-

Registry Numbers

CAS Registry Number

  • 13010-47-4

FDA UNII

  • 7BRF0Z81KG

System Generated Number

  • 0013010474

Structure Descriptors

InChI

1S/C9H16ClN3O2/c10-6-7-13(12-15)9(14)11-8-4-2-1-3-5-8/h8H,1-7H2,(H,11,14)

InChIKey

GQYIWUVLTXOXAJ-UHFFFAOYSA-N

Smiles

C1(NC(=O)N(CCCl)N=O)CCCCC1

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LDLo intravenous 5mg/kg (5mg/kg)   Cancer Chemotherapy Reports, Part 3. Vol. 4(3), Pg. 13, 1973.
dog LDLo oral 10mg/kg (10mg/kg)   Advances in Cancer Research. Vol. 16, Pg. 273, 1972.
human TDLo oral 3mg/kg (3mg/kg) BLOOD: LEUKOPENIA

BLOOD: THROMBOCYTOPENIA

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Treatment Reports. Vol. 60, Pg. 709, 1976.
human TDLo oral 30mg/kg (30mg/kg) BEHAVIORAL: ANOREXIA (HUMAN

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Chemotherapy Reports, Part 3. Vol. 3, Pg. 33, 1972.
monkey LDLo intravenous 20mg/kg (20mg/kg)   National Technical Information Service. Vol. PB214-246,
monkey LDLo intravenous 20mg/kg (20mg/kg) BLOOD: OTHER HEMOLYSIS WITH OR WITHOUT ANEMIA

KIDNEY, URETER, AND BLADDER: "CHANGES IN TUBULES (INCLUDING ACUTE RENAL FAILURE, ACUTE TUBULAR NECROSIS)"
National Technical Information Service. Vol. PB214-246,
mouse LD10 intravenous 40mg/kg (40mg/kg)   Antibiotics and Chemotherapy Vol. 23, Pg. 64, 1978.
mouse LD50 intraperitoneal 53mg/kg (53mg/kg) GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972.
mouse LD50 oral 38mg/kg (38mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972.
mouse LD50 subcutaneous 54mg/kg (54mg/kg) KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"
Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972.
mouse LD50 unreported 30mg/kg (30mg/kg)   European Journal of Medicinal Chemistry--Chimie Therapeutique. Vol. 12, Pg. 397, 1977.
rat LD50 intraperitoneal 50350ug/kg (50.35mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
rat LD50 oral 70mg/kg (70mg/kg) LIVER: "JAUNDICE, OTHER OR UNCLASSIFIED"

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED
Toxicology and Applied Pharmacology. Vol. 21, Pg. 405, 1972.
women LDLo oral 28mg/kg/1W-I (28mg/kg)   Annals of Pharmacotherpy. Vol. 29, Pg. 384, 1995.
women LDLo oral 28mg/kg/1W-I (28mg/kg) BLOOD: APLASTIC ANEMIA

BEHAVIORAL: "HALLUCINATIONS, DISTORTED PERCEPTIONS"
Annals of Pharmacotherpy. Vol. 29, Pg. 384, 1995.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 88-90 deg C   EXP
log P (octanol-water) 2.83 (none)   EXP
Water Solubility 111 mg/L 25 EST
Vapor Pressure 1.01E-05 mm Hg 25 EST
Henry's Law Constant 1.85E-10 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.19E-11 cm3/molecule-sec 25 EST

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