Details of the Drug

General Information of Drug (ID: DMJKO05)

• Drug Name: Amyl nitrite
• Synonyms: Amyl nitrite; Pentyl nitrite; n-Amyl nitrite; 463-04-7; Nitramyl; n-Pentyl nitrite; Nitrous acid, pentyl ester; Pentyl alcohol, nitrite; UNII-H2HUX79FYK; CCRIS 763; EINECS 207-332-7; H2HUX79FYK; BRN 1701241; AI3-25184; CHEBI:55344; CSDTZUBPSYWZDX-UHFFFAOYSA-N; Pentylnitrite; n-pentylnitrite; amyl 1 nitrite; N-Phenyl nitrile; ACMC-1ACPW; nitrous acid pentyl ester; Nitrousacid, pentyl ester; DSSTox_CID_4522; UN 1113 (Related); Pentyl nitrite, AldrichCPR; AC1L1UC5; DSSTox_RID_77442; SCHEMBL34065; DSSTox_GSID_24522; KSC492M8F; 4-01-00-01644

Indication

Disease Entry	ICD 11	Status	REF
Angina pectoris	BA40	Approved	[1]

• Drug Type: Small molecular drug
• #Ro5 Violations (Lipinski): 0:
  Molecular Weight (mw); 117.15
  Logarithm of the Partition Coefficient (xlogp); 1.8
  Rotatable Bond Count (rotbonds); 4
  Hydrogen Bond Donor Count (hbonddonor); 0
  Hydrogen Bond Acceptor Count (hbondacc); 3
• ADMET Property: Metabolism: The drug is metabolized via the hepatic []
• Chemical Identifiers:
  Formula: C5H11NO2
  IUPAC Name: pentyl nitrite
  Canonical SMILES: CCCCCON=O
  InChI: InChI=1S/C5H11NO2/c1-2-3-4-5-8-6-7/h2-5H2,1H3
  InChIKey: CSDTZUBPSYWZDX-UHFFFAOYSA-N
• Cross-matching ID:
  PubChem CID: 10026
  ChEBI ID: CHEBI:55344
  CAS Number: 463-04-7
  DrugBank ID: DB01612
  TTD ID: D01QLH
  INTEDE ID: DR0110

Molecular Interaction Atlas of This Drug

Drug-Metabolizing Enzyme (DME)

DME Name	DME ID	UniProt ID	MOA	REF
Glutathione S-transferase alpha-1 (GSTA1)	DE4ZHS1	GSTA1_HUMAN	Substrate	[2]
Aldehyde dehydrogenase 2 (ALDH2)	DEWYTJB	ALDH2_HUMAN	Substrate	[3]

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Amyl nitrite (Comorbidity)

DDI Drug Name	DDI Drug ID	Severity	Mechanism	Comorbidity	REF
Cariprazine	DMJYDVK	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Cariprazine.	Bipolar disorder [6A60]	[4]
OPC-34712	DMHG57U	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and OPC-34712.	Depression [6A70-6A7Z]	[4]
ITI-007	DMUQ1DO	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and ITI-007.	Insomnia [7A00-7A0Z]	[4]
Ozanimod	DMT6AM2	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Ozanimod.	Multiple sclerosis [8A40]	[5]
Safinamide	DM0YWJC	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Safinamide.	Parkinsonism [8A00]	[5]
Iloperidone	DM6AUFY	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Iloperidone.	Schizophrenia [6A20]	[4]
Molindone	DMAH70G	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Molindone.	Schizophrenia [6A20]	[4]
Thiothixene	DMDINC4	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Thiothixene.	Schizophrenia [6A20]	[4]
Amisulpride	DMSJVAM	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Amisulpride.	Schizophrenia [6A20]	[4]
Asenapine	DMSQZE2	Moderate	Additive hypotensive effects by the combination of Amyl nitrite and Asenapine.	Schizophrenia [6A20]	[4]

References

• [1] Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
• [2] Subunit specificity and organ distribution of glutathione transferase-catalysed S-nitrosoglutathione formation from alkyl nitrites in the rat. Biochem Pharmacol. 1997 Jan 10;53(1):117-20.
• [3] 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.
• [4] Aronowitz JS, Chakos MH, Safferman AZ, Lieberman JA "Syncope associated with the combination of clozapine and enalapril." J Clin Psychopharmacol 14 (1994): 429-30. [PMID: 7884028]
• [5] Ban TA "Drug interactions with psychoactive drugs." Dis Nerv Syst 36 (1975): 164-6. [PMID: 1116424]