File:Guanidin.svg · Wikimedia Commons · See Wikimedia Commons
guanidine
Sign in to saveAlso known as Gu, H2N-C(=NH)-NH2, carbamidine, imidourea, carbamamidine, aminoformamidine, aminomethanamidine, iminourea
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.
Chemical data
- Formula
- CH5N3
- Molecular weight
- 59.07 g/mol
- IUPAC name
- guanidine
- SMILES
- C(=N)(N)N
- InChIKey
- ZRALSGWEFCBTJO-UHFFFAOYSA-N
- XLogP
- -1.3
- Polar surface area
- 75.9 Ų
- H-bond donors
- 3
- H-bond acceptors
- 1
- Formal charge
- 0
via PubChem
Research
101,895 papers- Fused Tricyclic Guanidine Alkaloids: Insights into Their Structure, Synthesis and Bioactivity.Marine drugs · 2022
- Synthetic and natural guanidine derivatives as antitumor and antimicrobial agents: A review.Bioorganic chemistry · 2023
- Antifungal activity of guanidine compounds.Brazilian journal of microbiology : [publication of the Brazilian Society for Microbiology] · 2025
- A variant of guanidine-IV riboswitches exhibits evidence of a distinct ligand specificity.RNA biology · 2023
- Unique guanidine-conjugated catechins from the leaves of Alchornea rugosa and their autophagy modulating activity.Phytochemistry · 2023
via PubMed
Wikidata facts
- Mass
- 59.048
Show 7 more facts
- Commons category
- Guanidine
- chemical formula
- CH₅N₃
- canonical SMILES
- C(=N)(N)N
- melting point
- 50
- standard enthalpy of formation
- -56.01
- MCN code
- 2925.29.21
- element symbol
- Gu
Sources (5)
via Wikidata · CC0
~5 min read
Article
13 sectionsContents
- Structure
- Production
- Chemistry
- Guanidinium cation
- Testing
- Uses
- Industry
- Medicine
- Biochemistry
- Other
- Guanidine derivatives
- See also
- References
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.
== Structure == Guanidine can be thought of as a nitrogenous analogue of carbonic acid. That is, the C=O group in carbonic acid is replaced by a C=NH group, and each OH is replaced by a group. A detailed crystallographic analysis of guanidine was elucidated 148 years after its first synthesis, despite the simplicity of the molecule. In 2013, the positions of the hydrogen atoms and their displacement parameters were accurately determined using single-crystal neutron diffraction.