Cyclohexyl nitrite

Cyclohexyl nitrite
Clinical data
Other names	Nitrous acid, cyclohexyl ester; N-Cyclohexyl nitrite; Cyclohexyl alcohol nitrite; C-hexyl nitrite; O-Nitrosocyclohexanol
ATC code	none;
Identifiers
	IUPAC name cyclohexyl nitrite;
CAS Number	5156-40-1 ;
PubChem CID	545140;
ChemSpider	474493 ;
UNII	02XU02QRLX;
CompTox Dashboard (EPA)	DTXSID30337856 ;
Chemical and physical data
Formula	C6H11NO2
Molar mass	129.159 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES O=NOC1CCCCC1;
	InChI InChI=1S/C6H11NO2/c8-7-9-6-4-2-1-3-5-6/h6H,1-5H2 ; Key:NRCNZCLHYWKEDX-UHFFFAOYSA-N ;
	(verify)

Cyclohexyl nitrite is an organic compound, with formula C₆H₁₁NO₂. It is the ester of cyclohexanol and nitrous acid, i.e. it is an alkyl nitrite. Like amyl nitrite and butyl nitrite, it acts as an antianginal due to vasodilation. The compound is colorless, volatile liquid.

Safety

Inhaling the cyclohexyl nitrite vapor can lead to headache and dangerously low blood pressure.

Recreational use

Since early 2020 cyclohexyl nitrite has become popular as a recreational drug called poppers, mostly labeled as Canadian formula in various online stores that offer purchase of the drug. When used as an inhalant the effects are described as - stimulating ejaculation and orgasm, relaxation of sphincter muscles during anal sex, therefore making this compound appealing to the gay community, although users describe the experience as not even close compared to other alkyl nitrites.[1]

References

Shapiro H, Buckle J (6 January 2016). "Nitrites". DrugWise.

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[1] Shapiro H, Buckle J (6 January 2016). "Nitrites". DrugWise.