Cyclohexyl nitrite

The compound cyclohexyl nitrite is an organic nitrite compound, with formula C6H11NO2. It is the ester of cyclohexanol and nitrous acid. It is an alkyl nitrite like amyl nitrite and butyl nitrite. It acts as an antianginal due to vasodilation.

Cyclohexyl nitrite
Clinical data
Other namesNitrous acid, cyclohexyl ester; N-Cyclohexyl nitrite; Cyclohexyl alcohol nitrite; C-hexyl nitrite; O-Nitrosocyclohexanol
ATC code
  • none
Identifiers
  • cyclohexyl nitrite
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC6H11NO2
Molar mass129.16 g·mol−1
3D model (JSmol)
  • O=NOC1CCCCC1
  • InChI=1S/C6H11NO2/c8-7-9-6-4-2-1-3-5-6/h6H,1-5H2 Y
  • Key:NRCNZCLHYWKEDX-UHFFFAOYSA-N Y
  (verify)

Like all alkyl nitrites, cyclohexyl nitrite has a relatively low boiling point at 42 °C (108 °F) which causes it to develop vapor quickly.

Even at room temperature this makes the chemical very unstable and potentially harmful to the human body. 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 chemical compound in 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
  1. Shapiro H, Buckle J (6 January 2016). "Nitrites". DrugWise.


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