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Substance Name: Uracil mustard [USAN:USP]
RN: 66-75-1
UNII: W7KQ46GJ8U
InChIKey: IDPUKCWIGUEADI-UHFFFAOYSA-N

Note

  • Nitrogen mustard derivative of URACIL. It is a alkylating antineoplastic agent that is used in lymphatic malignancies, and causes mainly gastrointestinal and bone marrow damage.

Molecular Formula

  • C8-H11-Cl2-N3-O2

Molecular Weight

  • 252.1
 

Classification Codes

Classification Codes

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

Superlist Classification Codes

  • Overall Carcinogenic Evaluation: Group 2B
  • Reportable Quantity (RQ) = 10 lb
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Names and Synonyms

Name of Substance

  • Uracil mustard
  • Uracil mustard [USAN:USP]
  • Uramustine [INN]

MeSH Heading

  • Uracil mustard

Synonyms

  • 2,4(1H,3H)-Pyrimidinedione, 5-(bis(2-chloroethyl)amino)-
  • 2,6-Dihydroxy-5-bis(2-chloroethyl)aminopyrimidine
  • 5-(Bis(2-chlorethyl)amino)-2,4(1H,3H)pyrimidinedione
  • 5-(Bis(2-chloroethyl)amino)-2,4(1H,3H)pyrimidinedione
  • 5-(Bis(2-chloroethyl)amino)uracil
  • 5-(Di-(beta-chloroethyl)amino)uracil
  • 5-(Di-2-chloroethyl)aminouracil
  • 5-Aminouracil mustard
  • 5-N,N-Bis(2-chloroethyl)aminouracil
  • AI3-50439
  • Aminouracil mustard
  • CB-4835
  • CCRIS 618
  • Chlorethaminacil
  • Demethyldopan
  • Desmethyldopan
  • EINECS 200-631-3
  • ENT 50439
  • HSDB 3261
  • NCI-C04820
  • Nordopan
  • NSC 34462
  • NSC-34462
  • RCRA waste number U237
  • SK-19849
  • U 8344
  • U-8344
  • UNII-W7KQ46GJ8U
  • Uracil lost
  • Uracil lost [German]
  • Uracil mustard
  • Uracil nitrogen mustard
  • Uracil, 5-(bis(2-chloroethyl)amino)-
  • Uracillost
  • Uracilmostaza
  • Uramustin
  • Uramustina
  • Uramustina [INN-Spanish]
  • Uramustine
  • Uramustinum
  • Uramustinum [INN-Latin]

Systematic Names

  • 2,4(1H,3H)-Pyrimidinedione, 5-(bis(2-chloroethyl)amino)-
  • Uracil mustard
  • Uracil, 5-(bis(2-chloroethyl)amino)-
  • Uramustine

Superlist Names

  • 2,4(1H,3H)-Pyrimidinedione, 5-(bis(2-chloroethyl)amino)-
  • RCRA waste no. U237
  • Uracil mustard

Registry Numbers

CAS Registry Number

  • 66-75-1

FDA UNII

  • W7KQ46GJ8U

System Generated Number

  • 0000066751

Structure Descriptors

InChI

1S/C8H11Cl2N3O2/c9-1-3-13(4-2-10)6-5-11-8(15)12-7(6)14/h5H,1-4H2,(H2,11,12,14,15)

InChIKey

IDPUKCWIGUEADI-UHFFFAOYSA-N

Smiles

c1(N(CCCl)CCCl)c([nH]c(=O)[nH]c1)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
mouse LDLo intraperitoneal 3mg/kg (3mg/kg)   Toxicology and Applied Pharmacology. Vol. 23, Pg. 288, 1972.
rat LD50 intraperitoneal 1250ug/kg (1.25mg/kg)   Advances in Teratology. Vol. 3, Pg. 181, 1968.
rat LD50 oral 3550ug/kg (3.55mg/kg) BEHAVIORAL: MUSCLE WEAKNESS

BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 60, Pg. 413, 1964.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 206 dec deg C   EXP
log P (octanol-water) 0.640 (none)   EST
Water Solubility 1070 mg/L 25 EST
Vapor Pressure 7.50E-10 mm Hg 25 EST
Henry's Law Constant 3.90E-13 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.01E-11 cm3/molecule-sec 25 EST

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