Cyclohexyl nitrite

Chemical compound
  • none
Identifiers
  • cyclohexyl nitrite
CAS Number
  • 5156-40-1 checkY
PubChem CID
  • 545140
ChemSpider
  • 474493 checkY
UNII
  • 02XU02QRLX
CompTox Dashboard (EPA)
  • DTXSID30337856 Edit this at Wikidata
Chemical and physical dataFormulaC6H11NO2Molar mass129.159 g·mol−13D model (JSmol)
  • Interactive image
  • O=NOC1CCCCC1
InChI
  • InChI=1S/C6H11NO2/c8-7-9-6-4-2-1-3-5-6/h6H,1-5H2 checkY
  • Key:NRCNZCLHYWKEDX-UHFFFAOYSA-N checkY
  (verify)

Cyclohexyl nitrite is an organic compound, with formula C6H11NO2.[1][2] 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.[3]

References

  1. ^ "CAS Common Chemistry". commonchemistry.cas.org. Retrieved 2023-09-21.
  2. ^ "J-GLOBAL. Cyclohexyl nitrite". Japan Science and Technology Agency. Retrieved 2023-09-21.
  3. ^ Shapiro H, Buckle J (6 January 2016). "Nitrites". DrugWise.

External links

  • PubChem. "Cyclohexyl nitrite". pubchem.ncbi.nlm.nih.gov.
  • v
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Nitric oxide signaling modulators
Forms
  • Nitroxyl anion (NO; oxonitrate(1-), hyponitrite anion)
  • Nitric oxide (NO; nitrogen monoxide)
  • Nitrosonium (NO+; nitrosyl cation)
Targets
sGC
  • Inhibitors: ODQ
NO donors
(prodrugs)
  • NONOates (diazeniumdiolates): Diethylamine/NO (DEA/NO)
  • Diethylenetriamine/NO (DETA/NO)
  • GLO/NO
  • JS-K
  • Methylamine hexamethylene methylamine/NO (MAHMA/NO)
  • PROLI/NO
  • Spermine/NO (SPER/NO)
  • V-PYRRO/NO
  • Unsorted: Cimlanod
  • FK-409
  • FR144220
  • FR146881
  • N-Acetyl-N-acetoxy-4-chlorobenzenesulfonamide
Enzyme
(inhibitors)
NOS
nNOS
iNOS
  • 1-Amino-2-hydroxyguanidine
  • 2-Ethylaminoguanidine
  • 2-Iminopiperidine
  • 1400W
  • AEITU
  • Aminoguanidine (pimagedine)
  • AMT
  • AR-C 102222
  • BYK-191023
  • Canavanine
  • Cindunistat (SD-6010)
  • EITU
  • IPTU
  • MITU
  • N5-(1-Iminoethyl)-L-ornithine (L-NIO)
  • N6-(1-Iminoethyl)-L-lysine (L-NIL)
  • Nω-Methyl-L-arginine (L-NMA)
  • Ronopterin (VAS-203)
  • TRIM
eNOS
Unsorted
Arginase
CAMK
  • Calmidazolium
  • W-7
Others
  • Precursors: L-Arginine
  • Nω-Hydroxy-L-arginine (NOHA)
See also: Receptor/signaling modulators
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