Guanidine

Guanidine is the compound with the formula HNC(NH2)2. It is a colourless solid that dissolves in polar solvents. It is a strong base that is used in the production of plastics and explosives. It is found in urine predominantly in patients experiencing renal failure. A guanidine moiety also appears in larger organic molecules, including on the side chain of arginine.

Guanidine
Names
Preferred IUPAC name
Guanidine
Other names
Iminomethanediamine
Identifiers
3D model (JSmol)
506044
ChEBI
ChEMBL
ChemSpider
DrugBank
ECHA InfoCard 100.003.656
EC Number
  • 204-021-8
100679
MeSH Guanidine
PubChem CID
UNII
  • InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) Y
    Key: ZRALSGWEFCBTJO-UHFFFAOYSA-N Y
SMILES
  • NC(N)=N
Properties
CH5N3
Molar mass 59.072 g·mol−1
Melting point 50 °C (122 °F; 323 K)
log P −1.251
Conjugate acid Guanidinium
Thermochemistry
Std enthalpy of
formation fH298)
−57 – −55 kJ mol−1
−1.0511 – −1.0531 MJ mol−1
Pharmacology
Pharmacokinetics:
7–8 hours
Hazards
Lethal dose or concentration (LD, LC):
LD50 (median dose)
475 mg/kg (oral, rat)
Related compounds
Related compounds
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references
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