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Substance Name: Hydroxyurea [USAN:USP]
RN: 127-07-1
UNII: X6Q56QN5QC
InChIKey: VSNHCAURESNICA-UHFFFAOYSA-N

Note

  • An antineoplastic agent that inhibits DNA synthesis through the inhibition of ribonucleoside diphosphate reductase.

Molecular Formula

  • C-H4-N2-O2

Molecular Weight

  • 76.0546
 

Classification Codes

  • Antineoplastic
  • Antineoplastic Agents
  • Antisickling Agents
  • Drug / Therapeutic Agent
  • Enzyme Inhibitors
  • Hematologic Agents
  • Human Data
  • Mutation Data
  • Nucleic Acid Synthesis Inhibitors
  • Reproductive Effect
  • Skin / Eye Irritant
  • Tumor Data

Names and Synonyms

Name of Substance

  • Hydroxycarbamide [INN]
  • Hydroxyurea
  • Hydroxyurea [USAN:USP]

MeSH Heading

  • Hydroxyurea

Synonyms

  • 4-03-00-00170 (Beilstein Handbook Reference)
  • AI3-51139
  • Biosupressin
  • BRN 1741548
  • Carbamohydroxamic acid
  • Carbamohydroximic acid
  • Carbamoyl oxime
  • Carbamyl hydroxamate
  • CCRIS 958
  • Droxia
  • EINECS 204-821-7
  • Hidrix
  • Hidroxicarbamida
  • Hidroxicarbamida [INN-Spanish]
  • HSDB 6887
  • HU
  • Hydrea
  • Hydroxicarbamidum
  • Hydroxycarbamide
  • Hydroxycarbamidum
  • Hydroxycarbamidum [INN-Latin]
  • Hydroxycarbamine
  • Hydroxyharnstoff
  • Hydroxyharnstoff [German]
  • Hydroxylamine, N-(aminocarbonyl)-
  • Hydroxylamine, N-carbamoyl-
  • Hydroxyurea
  • Hydura
  • Hydurea
  • Idrossicarbamide
  • Idrossicarbamide [DCIT]
  • Litalir
  • N-Carbamoylhydroxylamine
  • N-Hydroxymocovina
  • N-Hydroxymocovina [Czech]
  • N-Hydroxyurea
  • NCI-C04831
  • NSC 32065
  • Onco-Carbide
  • Oxyurea
  • Siklos
  • SK 22591
  • SQ 1089
  • UNII-X6Q56QN5QC

Systematic Names

  • Hydroxyurea
  • Urea, hydroxy-

Superlist Name

  • Hydroxyurea

Registry Numbers

CAS Registry Number

  • 127-07-1

FDA UNII

  • X6Q56QN5QC

System Generated Number

  • 0000127071

Structure Descriptors

InChI

1S/CH4N2O2/c2-1(4)3-5/h5H,(H3,2,3,4)

InChIKey

VSNHCAURESNICA-UHFFFAOYSA-N

Smiles

C(NO)(N)=O

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous > 1gm/kg (1000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
dog LD50 oral > 2gm/kg (2000mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
human TDLo intravenous 86mg/kg (86mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: OTHER CHANGES
Cancer Chemotherapy Reports, Part 1. Vol. 57, Pg. 369, 1973.
human TDLo oral 80mg/kg/D (80mg/kg) BLOOD: NORMOCYTIC ANEMIA

BLOOD: LEUKOPENIA

BLOOD: THROMBOCYTOPENIA
Cancer Chemotherapy Reports. Vol. 29, Pg. 103, 1963.
man TDLo oral 14mg/kg (14mg/kg)   Annals of Pharmacotherpy. Vol. 29, Pg. 132, 1995.
man TDLo oral 450mg/kg/21D- (450mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

LUNGS, THORAX, OR RESPIRATION: "FIBROSIS, FOCAL (PNEUMOCONIOSIS)"
Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.
man TDLo unreported 64mg/kg/3D-I (64mg/kg) LUNGS, THORAX, OR RESPIRATION: DYSPNEA

LUNGS, THORAX, OR RESPIRATION: COUGH
Australian and New Zealand Journal of Medicine. Vol. 28, Pg. 347, 1998.
mouse LD10 subcutaneous 2400mg/kg (2400mg/kg)   European Journal of Cancer. Vol. 10, Pg. 667, 1974.
mouse LD50 intraperitoneal 5800mg/kg (5800mg/kg)   Cancer Research. Vol. 39, Pg. 3575, 1979.
mouse LD50 intravenous 2350mg/kg (2350mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
mouse LD50 oral 7330mg/kg (7330mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 intraperitoneal > 4700mg/kg (4700mg/kg)   Arzneimittel-Forschung. Drug Research. Vol. 18, Pg. 645, 1968.
rat LD50 intravenous 4730mg/kg (4730mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 oral 5760mg/kg (5760mg/kg)   Iyakuhin Kenkyu. Study of Medical Supplies. Vol. 23, Pg. 682, 1992.
rat LD50 unreported 4300mg/kg (4300mg/kg)   Proceedings of the American Association for Cancer Research. Vol. 4, Pg. 10, 1963.
women TDLo oral 600mg/kg/30D- (600mg/kg)   Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.
women TDLo oral 600mg/kg/30D- (600mg/kg) GASTROINTESTINAL: NAUSEA OR VOMITING

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"
Netherlands Journal of Medicine. Vol. 51, Pg. 110, 1997.

Physical Properties

Physical Property Value Units Temp (deg C) Source
Melting Point 141 deg C   EXP
log P (octanol-water) -1.80E+00 (none)   EXP
Water Solubility 1.00E+06 mg/L 25 EXP
Vapor Pressure 2.43E-03 mm Hg 25 EST
Henry's Law Constant 5.42E-11 atm-m3/mole 25 EST
Atmospheric OH Rate Constant 2.00E-12 cm3/molecule-sec 25 EST

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