Guanidine

Guanidine
Names
	Preferred IUPAC name Guanidine
	Other names Iminomethanediamine
Identifiers
CAS Number	113-00-8 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	506044
ChEBI	CHEBI:42820 ;
ChEMBL	ChEMBL821 ;
ChemSpider	3400 ;
DrugBank	DB00536 ;
ECHA InfoCard	100.003.656
EC Number	204-021-8;
Gmelin Reference	100679
IUPHAR/BPS	4783;
MeSH	Guanidine
PubChem CID	3520;
UNII	JU58VJ6Y3B ;
CompTox Dashboard (EPA)	DTXSID0023117 ;
	InChI InChI=1S/CH5N3/c2-1(3)4/h(H5,2,3,4) Key: ZRALSGWEFCBTJO-UHFFFAOYSA-N ;
	SMILES NC(N)=N;
Properties
Chemical formula	CH5N3
Molar mass	59.072 g·mol−1
Melting point	50 °C (122 °F; 323 K)
log P	−1.251
Basicity (pKb)	0.4
Conjugate acid	Guanidinium
Thermochemistry
Std enthalpy of; formation (ΔfH⦵298)	−57 – −55 kJ mol−1
Std enthalpy of; combustion (ΔcH⦵298)	−1.0511 – −1.0531 MJ mol−1
Pharmacology
	Pharmacokinetics:
Biological half-life	7–8 hours
Hazards
	Lethal dose or concentration (LD, LC):
LD50 (median dose)	475 mg/kg (oral, rat)
Related compounds
Related compounds	Urea; Biguanide;
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox 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.^[4] A guanidine moiety also appears in larger organic molecules, including on the side chain of arginine.

^ International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 883. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.
^ Cite error: The named reference Perrin was invoked but never defined (see the help page).
^ "Guanidine hydrochloride". ChemIDplus. National Library of Medicine. Archived from the original on 2014-08-12. Retrieved 2014-08-10.
^ Sawynok J, Dawborn JK (1975). "Plasma concentration and urinary excretion of guanidine derivatives in normal subjects and patients with renal failure". Clinical and Experimental Pharmacology & Physiology. 2 (1): 1–15. doi:10.1111/j.1440-1681.1975.tb02368.x. PMID 1126056. S2CID 41794868.

[1] International Union of Pure and Applied Chemistry (2014). Nomenclature of Organic Chemistry: IUPAC Recommendations and Preferred Names 2013. The Royal Society of Chemistry. p. 883. doi:10.1039/9781849733069. ISBN 978-0-85404-182-4.

[Perrin-2] Cite error: The named reference Perrin was invoked but never defined (see the help page).

[3] "Guanidine hydrochloride". ChemIDplus. National Library of Medicine. Archived from the original on 2014-08-12. Retrieved 2014-08-10.

[4] Sawynok J, Dawborn JK (1975). "Plasma concentration and urinary excretion of guanidine derivatives in normal subjects and patients with renal failure". Clinical and Experimental Pharmacology & Physiology. 2 (1): 1–15. doi:10.1111/j.1440-1681.1975.tb02368.x. PMID 1126056. S2CID 41794868.

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