biguanide

Also known as H2N-C(=NH)-NH-C(=NH)-NH2, Hbig, imidodicarbonimidic diamide

Biguanide () is the organic compound with the formula HN(C(NH)NH2)2. It is a colorless solid that dissolves in water to give a highly basic solution. These solutions slowly hydrolyse to ammonia and urea.

Chemical data

Formula: C2H7N5
Molecular weight: 101.11 g/mol
IUPAC name: 1-(diaminomethylidene)guanidine
SMILES: C(=NC(=N)N)(N)N
InChIKey: XNCOSPRUTUOJCJ-UHFFFAOYSA-N
XLogP: -1.9
Polar surface area: 114 Å²
H-bond donors: 4
H-bond acceptors: 1
Formal charge: 0

via PubChem

Wikidata facts

Mass: 101.07

Show 3 more facts

chemical formula: C₂H₇N₅
Commons category: Biguanide
canonical SMILES: C(=NC(=N)N)(N)N

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Article

9 sections

Contents

Synthesis
Biguanidine drugs
Antihyperglycemic agents
History
Mechanism of action
Side effects and toxicity
Antimalarial
Disinfectants
References

==Synthesis== Biguanide can be obtained from the reaction of dicyandiamide with ammonia, via a Pinner-type process. \mathrm{C_2H_4N_4 + NH_3 \longrightarrow C_2H_7N_5}