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Identification
NameAmyl Nitrite
Accession NumberDB01612
TypeSmall Molecule
GroupsApproved
DescriptionAmyl Nitrite is an antihypertensive medicine. Amyl nitrite is employed medically to treat heart diseases such as angina and to treat cyanide poisoning. Like other alkyl nitrites, amyl nitrite is bioactive in mammals, being a vasodilator which is the basis of its use as a prescription medicine. As an inhalant, it also has psychoactive effect which has led to illegal drug use.
Structure
Thumb
Synonyms
1-nitropentane
n-Amyl nitrite
n-pentyl nitrite
Nitramyl
pentyl nitrite
External Identifiers Not Available
Approved Prescription Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Amyl Nitrite Vitrellae Bpc Liq 0.33 Ml/capLiquid0.33 mlRespiratory (inhalation)Shire Pharma Canada Ulc1997-04-012001-10-01Canada
Amylnitrite Glass Cap 5minLiquid.3 mlRespiratory (inhalation)Allen & Hanburys A Glaxo Canada Ltd. Co.1951-12-311999-08-06Canada
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products
NameDosageStrengthRouteLabellerMarketing StartMarketing End
Amyl NitriteInhalant.3 g/.3mLRespiratory (inhalation)James Alexander Corporation1979-02-07Not applicableUs
International Brands
NameCompany
AspiralNot Available
VaporoleNot Available
Brand mixturesNot Available
SaltsNot Available
Categories
UNIIH2HUX79FYK
CAS number8017-89-8
WeightAverage: 117.1463
Monoisotopic: 117.078978601
Chemical FormulaC5H11NO2
InChI KeyCSDTZUBPSYWZDX-UHFFFAOYSA-N
InChI
InChI=1S/C5H11NO2/c1-2-3-4-5-8-6-7/h2-5H2,1H3
IUPAC Name
pentyl nitrite
SMILES
CCCCCON=O
Pharmacology
IndicationFor the rapid relief of angina pectoris.
Structured Indications Not Available
PharmacodynamicsAmyl nitrite, in common with other alkyl nitrites, is a potent vasodilator. It expands blood vessels, resulting in lowering of the blood pressure. Alkyl nitrite functions as a source of nitric oxide, which signals for relaxation of the involuntary muscles. Physical effects include decrease in blood pressure, headache, flushing of the face, increased heart rate, dizziness, and relaxation of involuntary muscles, especially the blood vessel walls and the anal sphincter. There are no withdrawal symptoms.
Mechanism of actionAmyl nitrite's antianginal action is thought to be the result of a reduction in systemic and pulmonary arterial pressure (afterload) and decreased cardiac output because of peripheral vasodilation, rather than coronary artery dilation. Amyl nitrite is a source of nitric acid, which accounts for the mechanism described above. As an antidote (to cyanide poisoning), amyl nitrite promotes formation of methemoglobin, which combines with cyanide to form nontoxic cyanmethemoglobin.
TargetKindPharmacological actionActionsOrganismUniProt ID
Atrial natriuretic peptide receptor 1Proteinyes
agonist
HumanP16066 details
Related Articles
AbsorptionAmyl nitrite vapors are absorbed rapidly through the pulmonary alveoli, manifesting therapeutic effects within one minute after inhalation.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism

Hepatic. The drug is metabolized rapidly, probably by hydrolytic denitration; approximately one-third of the inhaled amyl nitrite is excreted in the urine.

Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityOverdose symptoms include nausea, emesis (vomiting), hypotension, hypoventilation, dyspnea (shortness of breath), and syncope (fainting)
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
AcebutololThe risk or severity of adverse effects can be increased when Acebutolol is combined with Amyl Nitrite.Approved
AcetazolamideThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Acetazolamide.Approved, Vet Approved
AldesleukinThe risk or severity of adverse effects can be increased when Aldesleukin is combined with Amyl Nitrite.Approved
AliskirenThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Aliskiren.Approved, Investigational
AmifostineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Amifostine.Approved, Investigational
AmilorideThe risk or severity of adverse effects can be increased when Amiloride is combined with Amyl Nitrite.Approved
AmiodaroneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Amiodarone.Approved, Investigational
AmlodipineThe risk or severity of adverse effects can be increased when Amlodipine is combined with Amyl Nitrite.Approved
AmobarbitalAmobarbital may increase the hypotensive activities of Amyl Nitrite.Approved, Illicit
Amphotericin BThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Amphotericin B.Approved, Investigational
ApomorphineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Apomorphine.Approved, Investigational
ApraclonidineThe risk or severity of adverse effects can be increased when Apraclonidine is combined with Amyl Nitrite.Approved
AripiprazoleAripiprazole may increase the hypotensive activities of Amyl Nitrite.Approved, Investigational
ArotinololThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Arotinolol.Approved
Arsenic trioxideThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Arsenic trioxide.Approved, Investigational
AtenololThe risk or severity of adverse effects can be increased when Atenolol is combined with Amyl Nitrite.Approved
Azilsartan medoxomilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Azilsartan medoxomil.Approved
BarbexacloneBarbexaclone may increase the hypotensive activities of Amyl Nitrite.Experimental
BarbitalBarbital may increase the hypotensive activities of Amyl Nitrite.Illicit
BarnidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Barnidipine.Approved
BenazeprilThe risk or severity of adverse effects can be increased when Benazepril is combined with Amyl Nitrite.Approved, Investigational
BendroflumethiazideThe risk or severity of adverse effects can be increased when Bendroflumethiazide is combined with Amyl Nitrite.Approved
BepridilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Bepridil.Approved, Withdrawn
BetaxololThe risk or severity of adverse effects can be increased when Betaxolol is combined with Amyl Nitrite.Approved
BisoprololThe risk or severity of adverse effects can be increased when Bisoprolol is combined with Amyl Nitrite.Approved
BortezomibThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Bortezomib.Approved, Investigational
BretyliumThe risk or severity of adverse effects can be increased when Bretylium is combined with Amyl Nitrite.Approved
BrimonidineThe risk or severity of adverse effects can be increased when Brimonidine is combined with Amyl Nitrite.Approved
BromocriptineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Bromocriptine.Approved, Investigational
BumetanideThe risk or severity of adverse effects can be increased when Bumetanide is combined with Amyl Nitrite.Approved
BupivacaineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Bupivacaine.Approved, Investigational
CanagliflozinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Canagliflozin.Approved
CandesartanThe risk or severity of adverse effects can be increased when Candesartan is combined with Amyl Nitrite.Approved
CaptoprilThe risk or severity of adverse effects can be increased when Captopril is combined with Amyl Nitrite.Approved
CarbetocinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Carbetocin.Approved
CarteololThe risk or severity of adverse effects can be increased when Carteolol is combined with Amyl Nitrite.Approved
CarvedilolThe risk or severity of adverse effects can be increased when Carvedilol is combined with Amyl Nitrite.Approved, Investigational
ChlorothiazideThe risk or severity of adverse effects can be increased when Chlorothiazide is combined with Amyl Nitrite.Approved, Vet Approved
ChlorpromazineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Chlorpromazine.Approved, Vet Approved
ChlorthalidoneThe risk or severity of adverse effects can be increased when Chlorthalidone is combined with Amyl Nitrite.Approved
CilazaprilThe risk or severity of adverse effects can be increased when Cilazapril is combined with Amyl Nitrite.Approved
CilnidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Cilnidipine.Approved
ClevidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Clevidipine.Approved
ClofarabineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Clofarabine.Approved, Investigational
ClomipramineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Clomipramine.Approved, Vet Approved
ClonidineThe risk or severity of adverse effects can be increased when Clonidine is combined with Amyl Nitrite.Approved
ClozapineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Clozapine.Approved
ConivaptanThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Conivaptan.Approved, Investigational
DapagliflozinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Dapagliflozin.Approved
DapsoneThe risk or severity of adverse effects can be increased when Dapsone is combined with Amyl Nitrite.Approved, Investigational
DesfluraneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Desflurane.Approved
DexmedetomidineThe risk or severity of adverse effects can be increased when Dexmedetomidine is combined with Amyl Nitrite.Approved, Vet Approved
DiclofenamideThe risk or severity of adverse effects can be increased when Diclofenamide is combined with Amyl Nitrite.Approved
DiltiazemThe risk or severity of adverse effects can be increased when Diltiazem is combined with Amyl Nitrite.Approved
DinutuximabThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Dinutuximab.Approved
DipyridamoleThe risk or severity of adverse effects can be increased when Dipyridamole is combined with Amyl Nitrite.Approved
DoxazosinThe risk or severity of adverse effects can be increased when Doxazosin is combined with Amyl Nitrite.Approved
DuloxetineAmyl Nitrite may increase the orthostatic hypotensive activities of Duloxetine.Approved
EfonidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Efonidipine.Approved
EmpagliflozinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Empagliflozin.Approved
EnalaprilThe risk or severity of adverse effects can be increased when Enalapril is combined with Amyl Nitrite.Approved, Vet Approved
EnalaprilatThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Enalaprilat.Approved
EplerenoneThe risk or severity of adverse effects can be increased when Eplerenone is combined with Amyl Nitrite.Approved
EpoprostenolThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Epoprostenol.Approved
EprosartanThe risk or severity of adverse effects can be increased when Eprosartan is combined with Amyl Nitrite.Approved
EsmololThe risk or severity of adverse effects can be increased when Esmolol is combined with Amyl Nitrite.Approved
Etacrynic acidThe risk or severity of adverse effects can be increased when Etacrynic acid is combined with Amyl Nitrite.Approved
FelodipineThe risk or severity of adverse effects can be increased when Felodipine is combined with Amyl Nitrite.Approved, Investigational
FenoldopamThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Fenoldopam.Approved
FimasartanThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Fimasartan.Approved
FosinoprilThe risk or severity of adverse effects can be increased when Fosinopril is combined with Amyl Nitrite.Approved
FurosemideThe risk or severity of adverse effects can be increased when Furosemide is combined with Amyl Nitrite.Approved, Vet Approved
GuanfacineThe risk or severity of adverse effects can be increased when Guanfacine is combined with Amyl Nitrite.Approved, Investigational
HalothaneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Halothane.Approved, Vet Approved
HexobarbitalHexobarbital may increase the hypotensive activities of Amyl Nitrite.Approved
HydralazineThe risk or severity of adverse effects can be increased when Hydralazine is combined with Amyl Nitrite.Approved
HydrochlorothiazideThe risk or severity of adverse effects can be increased when Hydrochlorothiazide is combined with Amyl Nitrite.Approved, Vet Approved
HydroflumethiazideThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Hydroflumethiazide.Approved
IloprostThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Iloprost.Approved, Investigational
ImidaprilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Imidapril.Investigational
ImipramineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Imipramine.Approved
IndapamideThe risk or severity of adverse effects can be increased when Indapamide is combined with Amyl Nitrite.Approved
IndoraminThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Indoramin.Withdrawn
IrbesartanThe risk or severity of adverse effects can be increased when Irbesartan is combined with Amyl Nitrite.Approved, Investigational
IsocarboxazidThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Isocarboxazid.Approved
IsofluraneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Isoflurane.Approved, Vet Approved
Isosorbide DinitrateThe risk or severity of adverse effects can be increased when Isosorbide Dinitrate is combined with Amyl Nitrite.Approved
Isosorbide MononitrateThe risk or severity of adverse effects can be increased when Isosorbide Mononitrate is combined with Amyl Nitrite.Approved
IsoxsuprineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Isoxsuprine.Approved, Withdrawn
IsradipineThe risk or severity of adverse effects can be increased when Isradipine is combined with Amyl Nitrite.Approved
LabetalolThe risk or severity of adverse effects can be increased when Labetalol is combined with Amyl Nitrite.Approved
LacidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Lacidipine.Approved
LercanidipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Lercanidipine.Approved, Investigational
LevobunololThe risk or severity of adverse effects can be increased when Levobunolol is combined with Amyl Nitrite.Approved
LevobupivacaineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Levobupivacaine.Approved
LevodopaAmyl Nitrite may increase the orthostatic hypotensive activities of Levodopa.Approved
LevosimendanThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Levosimendan.Approved, Investigational
LisinoprilThe risk or severity of adverse effects can be increased when Lisinopril is combined with Amyl Nitrite.Approved, Investigational
LofexidineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Lofexidine.Approved, Investigational
LosartanThe risk or severity of adverse effects can be increased when Losartan is combined with Amyl Nitrite.Approved
MannitolThe risk or severity of adverse effects can be increased when Mannitol is combined with Amyl Nitrite.Approved, Investigational
MecamylamineThe risk or severity of adverse effects can be increased when Mecamylamine is combined with Amyl Nitrite.Approved
MethazolamideThe risk or severity of adverse effects can be increased when Methazolamide is combined with Amyl Nitrite.Approved
MethohexitalMethohexital may increase the hypotensive activities of Amyl Nitrite.Approved
MethyclothiazideThe risk or severity of adverse effects can be increased when Methyclothiazide is combined with Amyl Nitrite.Approved
MethyldopaThe risk or severity of adverse effects can be increased when Methyldopa is combined with Amyl Nitrite.Approved
MethylphenobarbitalMethylphenobarbital may increase the hypotensive activities of Amyl Nitrite.Approved
MetipranololThe risk or severity of adverse effects can be increased when Metipranolol is combined with Amyl Nitrite.Approved
MetolazoneThe risk or severity of adverse effects can be increased when Metolazone is combined with Amyl Nitrite.Approved
MetoprololThe risk or severity of adverse effects can be increased when Metoprolol is combined with Amyl Nitrite.Approved, Investigational
MinoxidilThe risk or severity of adverse effects can be increased when Minoxidil is combined with Amyl Nitrite.Approved
MoexiprilThe risk or severity of adverse effects can be increased when Moexipril is combined with Amyl Nitrite.Approved
MorphineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Morphine.Approved, Investigational
MoxonidineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Moxonidine.Approved
NabiloneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Nabilone.Approved, Investigational
NadololThe risk or severity of adverse effects can be increased when Nadolol is combined with Amyl Nitrite.Approved
NebivololThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Nebivolol.Approved, Investigational
NesiritideThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Nesiritide.Approved, Investigational
NicardipineThe risk or severity of adverse effects can be increased when Nicardipine is combined with Amyl Nitrite.Approved
NicorandilNicorandil may increase the hypotensive activities of Amyl Nitrite.Approved
NifedipineThe risk or severity of adverse effects can be increased when Nifedipine is combined with Amyl Nitrite.Approved
NilvadipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Nilvadipine.Approved
NimodipineThe risk or severity of adverse effects can be increased when Nimodipine is combined with Amyl Nitrite.Approved
NisoldipineThe risk or severity of adverse effects can be increased when Nisoldipine is combined with Amyl Nitrite.Approved
NitrendipineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Nitrendipine.Approved
Nitric OxideThe risk or severity of adverse effects can be increased when Nitric Oxide is combined with Amyl Nitrite.Approved
NitroglycerinThe risk or severity of adverse effects can be increased when Nitroglycerin is combined with Amyl Nitrite.Approved, Investigational
NitroprussideThe risk or severity of adverse effects can be increased when Nitroprusside is combined with Amyl Nitrite.Approved
ObinutuzumabThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Obinutuzumab.Approved
OlmesartanThe risk or severity of adverse effects can be increased when Olmesartan is combined with Amyl Nitrite.Approved, Investigational
OxprenololThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Oxprenolol.Approved
PaclitaxelThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Paclitaxel.Approved, Vet Approved
PapaverineThe risk or severity of adverse effects can be increased when Papaverine is combined with Amyl Nitrite.Approved
PenbutololThe risk or severity of adverse effects can be increased when Penbutolol is combined with Amyl Nitrite.Approved, Investigational
PentobarbitalPentobarbital may increase the hypotensive activities of Amyl Nitrite.Approved, Vet Approved
PerindoprilThe risk or severity of adverse effects can be increased when Perindopril is combined with Amyl Nitrite.Approved
PhenelzineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Phenelzine.Approved
PhenobarbitalPhenobarbital may increase the hypotensive activities of Amyl Nitrite.Approved
PhenoxybenzamineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Phenoxybenzamine.Approved
PhentolamineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Phentolamine.Approved
PindololThe risk or severity of adverse effects can be increased when Pindolol is combined with Amyl Nitrite.Approved
PipamperoneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Pipamperone.Approved
PramipexoleThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Pramipexole.Approved, Investigational
PrazosinThe risk or severity of adverse effects can be increased when Prazosin is combined with Amyl Nitrite.Approved
PrilocaineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Prilocaine.Approved
PrimidonePrimidone may increase the hypotensive activities of Amyl Nitrite.Approved, Vet Approved
PropofolThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Propofol.Approved, Investigational, Vet Approved
PropranololThe risk or severity of adverse effects can be increased when Propranolol is combined with Amyl Nitrite.Approved, Investigational
QuetiapineThe risk or severity of adverse effects can be increased when Quetiapine is combined with Amyl Nitrite.Approved
QuinaprilThe risk or severity of adverse effects can be increased when Quinapril is combined with Amyl Nitrite.Approved, Investigational
RamiprilThe risk or severity of adverse effects can be increased when Ramipril is combined with Amyl Nitrite.Approved
RasagilineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Rasagiline.Approved
RemifentanilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Remifentanil.Approved
ReserpineThe risk or severity of adverse effects can be increased when Reserpine is combined with Amyl Nitrite.Approved
RiociguatAmyl Nitrite may increase the hypotensive activities of Riociguat.Approved
RisperidoneAmyl Nitrite may increase the hypotensive activities of Risperidone.Approved, Investigational
RopiniroleThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Ropinirole.Approved, Investigational
RopivacaineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Ropivacaine.Approved
RotigotineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Rotigotine.Approved
SacubitrilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Sacubitril.Approved
SecobarbitalSecobarbital may increase the hypotensive activities of Amyl Nitrite.Approved, Vet Approved
SelegilineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Selegiline.Approved, Investigational, Vet Approved
SevofluraneThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Sevoflurane.Approved, Vet Approved
SildenafilSildenafil may increase the vasodilatory activities of Amyl Nitrite.Approved, Investigational
Sodium NitriteThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Sodium Nitrite.Approved
SotalolThe risk or severity of adverse effects can be increased when Sotalol is combined with Amyl Nitrite.Approved
SpironolactoneThe risk or severity of adverse effects can be increased when Spironolactone is combined with Amyl Nitrite.Approved
StreptokinaseThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Streptokinase.Approved
SufentanilThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Sufentanil.Approved, Investigational
TadalafilTadalafil may increase the vasodilatory activities of Amyl Nitrite.Approved, Investigational
TamsulosinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Tamsulosin.Approved, Investigational
TelmisartanThe risk or severity of adverse effects can be increased when Telmisartan is combined with Amyl Nitrite.Approved, Investigational
TerazosinThe risk or severity of adverse effects can be increased when Terazosin is combined with Amyl Nitrite.Approved
ThalidomideThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Thalidomide.Approved, Investigational, Withdrawn
ThiamylalThiamylal may increase the hypotensive activities of Amyl Nitrite.Approved, Vet Approved
ThiopentalThiopental may increase the hypotensive activities of Amyl Nitrite.Approved, Vet Approved
ThioridazineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Thioridazine.Approved
TimololThe risk or severity of adverse effects can be increased when Timolol is combined with Amyl Nitrite.Approved
TizanidineThe risk or severity of adverse effects can be increased when Tizanidine is combined with Amyl Nitrite.Approved
TolazolineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Tolazoline.Approved, Vet Approved
TolcaponeThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Tolcapone.Approved, Withdrawn
TorasemideThe risk or severity of adverse effects can be increased when Torasemide is combined with Amyl Nitrite.Approved
TrandolaprilThe risk or severity of adverse effects can be increased when Trandolapril is combined with Amyl Nitrite.Approved
TranylcypromineThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Tranylcypromine.Approved
TretinoinThe risk or severity of adverse effects can be increased when Amyl Nitrite is combined with Tretinoin.Approved, Investigational, Nutraceutical
TriamtereneThe risk or severity of adverse effects can be increased when Triamterene is combined with Amyl Nitrite.Approved
UdenafilUdenafil may increase the vasodilatory activities of Amyl Nitrite.Approved, Investigational
ValsartanThe risk or severity of adverse effects can be increased when Valsartan is combined with Amyl Nitrite.Approved, Investigational
VardenafilVardenafil may increase the vasodilatory activities of Amyl Nitrite.Approved
VerapamilThe risk or severity of adverse effects can be increased when Verapamil is combined with Amyl Nitrite.Approved
Food InteractionsNot Available
References
Synthesis ReferenceNot Available
General ReferencesNot Available
External Links
ATC CodesV03AB22
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9773
Caco-2 permeable+0.526
P-glycoprotein substrateNon-substrate0.6604
P-glycoprotein inhibitor INon-inhibitor0.7026
P-glycoprotein inhibitor IINon-inhibitor0.9824
Renal organic cation transporterNon-inhibitor0.7921
CYP450 2C9 substrateNon-substrate0.8507
CYP450 2D6 substrateNon-substrate0.7958
CYP450 3A4 substrateNon-substrate0.5675
CYP450 1A2 substrateNon-inhibitor0.6096
CYP450 2C9 inhibitorNon-inhibitor0.7695
CYP450 2D6 inhibitorNon-inhibitor0.8751
CYP450 2C19 inhibitorNon-inhibitor0.7554
CYP450 3A4 inhibitorNon-inhibitor0.9522
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.7004
Ames testAMES toxic0.9107
CarcinogenicityCarcinogens 0.7429
BiodegradationReady biodegradable0.962
Rat acute toxicity2.8290 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.5604
hERG inhibition (predictor II)Non-inhibitor0.773
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage forms
FormRouteStrength
InhalantRespiratory (inhalation).3 g/.3mL
LiquidRespiratory (inhalation)0.33 ml
LiquidRespiratory (inhalation).3 ml
PricesNot Available
PatentsNot Available
Properties
StateLiquid
Experimental PropertiesNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.97 mg/mLALOGPS
logP1.98ALOGPS
logP2.31ChemAxon
logS-1.5ALOGPS
pKa (Strongest Basic)-1.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area38.66 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity31.68 m3·mol-1ChemAxon
Polarizability12.84 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (9.66 KB)
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as alkyl nitrites. These are organic compounds containing an alkyl group linked to a nitrite group.
KingdomOrganic compounds
Super ClassOrganooxygen compounds
ClassOrganic oxoanionic compounds
Sub ClassOrganic nitrites
Direct ParentAlkyl nitrites
Alternative Parents
Substituents
  • Alkyl nitrite
  • O-nitroso compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
agonist
General Function:
Protein kinase activity
Specific Function:
Receptor for the atrial natriuretic peptide NPPA/ANP and the brain natriuretic peptide NPPB/BNP which are potent vasoactive hormones playing a key role in cardiovascular homeostasis. Has guanylate cyclase activity upon binding of the ligand.
Gene Name:
NPR1
Uniprot ID:
P16066
Molecular Weight:
118918.11 Da
References
  1. Madhani M, Scotland RS, MacAllister RJ, Hobbs AJ: Vascular natriuretic peptide receptor-linked particulate guanylate cyclases are modulated by nitric oxide-cyclic GMP signalling. Br J Pharmacol. 2003 Aug;139(7):1289-96. [PubMed:12890708 ]
  2. Bauersachs J: Aminoethyl nitrate--the novel super nitrate? Br J Pharmacol. 2009 Sep;158(2):507-9. doi: 10.1111/j.1476-5381.2009.00414.x. [PubMed:19732062 ]

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Electron carrier activity
Specific Function:
Not Available
Gene Name:
ALDH2
Uniprot ID:
P05091
Molecular Weight:
56380.93 Da
References
  1. Badejo AM Jr, Hodnette C, Dhaliwal JS, Casey DB, Pankey E, Murthy SN, Nossaman BD, Hyman AL, Kadowitz PJ: Mitochondrial aldehyde dehydrogenase mediates vasodilator responses of glyceryl trinitrate and sodium nitrite in the pulmonary vascular bed of the rat. Am J Physiol Heart Circ Physiol. 2010 Sep;299(3):H819-26. doi: 10.1152/ajpheart.00959.2009. Epub 2010 Jun 11. [PubMed:20543077 ]
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Drug created on August 29, 2007 14:03 / Updated on August 17, 2016 12:23