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
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 117.15
Topological Polar Surface Area (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 [2]
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 [3]
Aldehyde dehydrogenase 2 (ALDH2) DEWYTJB ALDH2_HUMAN Substrate [4]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

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] [19]
OPC-34712 DMHG57U Moderate Additive hypotensive effects by the combination of Amyl nitrite and OPC-34712. Depression [6A70-6A7Z] [19]
ITI-007 DMUQ1DO Moderate Additive hypotensive effects by the combination of Amyl nitrite and ITI-007. Insomnia [7A00-7A0Z] [19]
Ozanimod DMT6AM2 Moderate Additive hypotensive effects by the combination of Amyl nitrite and Ozanimod. Multiple sclerosis [8A40] [20]
Safinamide DM0YWJC Moderate Additive hypotensive effects by the combination of Amyl nitrite and Safinamide. Parkinsonism [8A00] [20]
Iloperidone DM6AUFY Moderate Additive hypotensive effects by the combination of Amyl nitrite and Iloperidone. Schizophrenia [6A20] [19]
Molindone DMAH70G Moderate Additive hypotensive effects by the combination of Amyl nitrite and Molindone. Schizophrenia [6A20] [19]
Thiothixene DMDINC4 Moderate Additive hypotensive effects by the combination of Amyl nitrite and Thiothixene. Schizophrenia [6A20] [19]
Amisulpride DMSJVAM Moderate Additive hypotensive effects by the combination of Amyl nitrite and Amisulpride. Schizophrenia [6A20] [19]
Asenapine DMSQZE2 Moderate Additive hypotensive effects by the combination of Amyl nitrite and Asenapine. Schizophrenia [6A20] [19]
⏷ Show the Full List of 10 DDI Information of This Drug

References

1 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services. 2015
2 FDA approval: ado-trastuzumab emtansine for the treatment of patients with HER2-positive metastatic breast cancer. Clin Cancer Res. 2014 Sep 1;20(17):4436-41.
3 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.
4 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.
5 Role of glutathione S-transferase P1-1 in the cellular detoxification of cisplatin. Mol Cancer Ther. 2008 Oct;7(10):3247-55.
6 Human glutathione transferase A3-3, a highly efficient catalyst of double-bond isomerization in the biosynthetic pathway of steroid hormones. J Biol Chem. 2001 Aug 31;276(35):33061-5.
7 Retinoid X receptor alpha regulates the expression of glutathione s-transferase genes and modulates acetaminophen-glutathione conjugation in mouse liver. Mol Pharmacol. 2005 Dec;68(6):1590-6.
8 Comparison of basal glutathione S-transferase activities and of the influence of phenobarbital, butylated hydroxy-anisole or 5,5'-diphenylhydantoin on enzyme activity in male rodents. Comp Biochem Physiol C. 1987;88(1):91-3.
9 Characterization and formation of the glutathione conjugate of clofibric acid. Drug Metab Dispos. 1995 Jan;23(1):119-23.
10 In vitro characterization of the human biotransformation and CYP reaction phenotype of ET-743 (Yondelis, Trabectidin), a novel marine anti-cancer drug. Invest New Drugs. 2006 Jan;24(1):3-14.
11 Glutathione S-transferase M1 polymorphism: a risk factor for hepatic venoocclusive disease in bone marrow transplantation. Blood. 2004 Sep 1;104(5):1574-7.
12 Inhibition of glutathione S-transferases by antimalarial drugs possible implications for circumventing anticancer drug resistance. Int J Cancer. 2002 Feb 10;97(5):700-5.
13 Purification and biochemical properties of glutathione S-transferase from Lactuca sativa. J Biochem Mol Biol. 2005 Mar 31;38(2):232-7.
14 Combined glutathione-S-transferase M1 and T1 genetic polymorphism and tacrine hepatotoxicity. Clin Pharmacol Ther. 2000 Apr;67(4):432-7.
15 Effects of ALDH2, CYP1A1, and CYP2E1 genetic polymorphisms and smoking and drinking habits on toluene metabolism in humans. Toxicol Appl Pharmacol. 1995 Aug;133(2):295-304.
16 Pharmacokinetics and disposition of silodosin (KMD-3213). Yakugaku Zasshi. 2006 Mar;126 Spec no.:237-45.
17 Paraldehyde. J Appl Toxicol. 1991 Oct;11(5):379-81.
18 OSHA Occupational Chemical Database: drug information.
19 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]
20 Ban TA "Drug interactions with psychoactive drugs." Dis Nerv Syst 36 (1975): 164-6. [PMID: 1116424]