1.0 2011-09-21 00:16:34 UTC 2019-11-26 03:21:04 UTC FDB022593 Vaporole Isoamyl nitrite (IAN) has been used as antianginal agents for more than 100 years. It is now established that IAN cause direct vasorelaxation through vascular generation of NO and relaxation via a cyclic guanosine monophosphate-dependent process. (PMID: 8996213) IAN is a member of the family of volatile organic nitrites that exert vasodilatory effects and have recently exhibited a considerable potential for inhalation abuse. (PMID: 9829558) All nitrovasodilators act intracellularly by a common molecular mechanism. This is characterized by the release of nitric oxide (NO). This process basically depends on the presence of oxygen as electron acceptor from the sydnonimine molecule. Organic nitrites (such as IAN) require the interaction with a mercapto group to form a S-nitrosothiol intermediate, from which finally NO radicals are liberated. In the presence of thiol compounds organic nitrites (e.g., IAN) and nitrosothiols may act as intermediary products of NO generation. (PMID: 1683227) [HMDB] 3-Methylbutanol nitrite 3-Methylbutyl nitrite Amilnitrite Amyl nitrit Amyl nitrite Amyl nitrite (JP15/USP) Amyl nitrite (van) Amyl nitrite [usan] Amyl nitrite I amyl nitrite(mixed isomers) Amyl nitrosum Aspiral Aspiral (TN) IPN Isoamyl nitrite isopentyl ester Nitrous acid Isopentyl nitrite Nitramyl Nitramyl (van) Nitrite Isopentyl alcohol Nitrous acid 3-methylbutyl ester Nitrous acid, 3-methylbutyl ester Nitrous acid, isopentyl ester Pentanoli nitris Pentyl nitrite Vaporole Vaporole (TN) Vaporole amyl nitrite C5H11NO2 117.1463 117.078978601 3-methylbutyl nitrite aspiral 110-46-3 CC(C)CCON=O InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3 OWFXIOWLTKNBAP-UHFFFAOYSA-N belongs to the class of organic compounds known as organic o-nitroso compounds. These are organic compounds containing a n-nitroso group -ON=O. Organic O-nitroso compounds Organic compounds Organic nitrogen compounds Organonitrogen compounds Organic nitroso compounds Aliphatic acyclic compounds Alkyl nitrites Hydrocarbon derivatives Organic oxides Organooxygen compounds Aliphatic acyclic compound Alkyl nitrite Hydrocarbon derivative Organic nitrite Organic o-nitroso compound Organic oxide Organic oxygen compound Organooxygen compound nitrite esters Solid logp 1.87 ALOGPS logs -1.61 ALOGPS solubility 2.88e+00 g/l ALOGPS logp 2.16 ChemAxon pka_strongest_basic -1.8 ChemAxon iupac 3-methylbutyl nitrite ChemAxon average_mass 117.1463 ChemAxon mono_mass 117.078978601 ChemAxon smiles CC(C)CCON=O ChemAxon formula C5H11NO2 ChemAxon inchi InChI=1S/C5H11NO2/c1-5(2)3-4-8-6-7/h5H,3-4H2,1-2H3 ChemAxon inchikey OWFXIOWLTKNBAP-UHFFFAOYSA-N ChemAxon polar_surface_area 38.66 ChemAxon refractivity 31.63 ChemAxon polarizability 12.63 ChemAxon rotatable_bond_count 4 ChemAxon acceptor_count 2 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::MsIr 1234 Specdb::MsIr 1235 Specdb::MsMs 46707 Specdb::MsMs 46708 Specdb::MsMs 46709 Specdb::MsMs 176397 Specdb::MsMs 176398 Specdb::MsMs 176399 Specdb::MsMs 2275395 Specdb::MsMs 2275396 Specdb::MsMs 2275397 Specdb::MsMs 3093199 Specdb::MsMs 3093200 Specdb::MsMs 3093201 Specdb::CMs 16351 Specdb::CMs 155646 Specdb::NmrOneD 147610 Specdb::NmrOneD 147611 Specdb::NmrOneD 147612 Specdb::NmrOneD 147613 Specdb::NmrOneD 147614 Specdb::NmrOneD 147615 Specdb::NmrOneD 147616 Specdb::NmrOneD 147617 Specdb::NmrOneD 147618 Specdb::NmrOneD 147619 Specdb::NmrOneD 147620 Specdb::NmrOneD 147621 Specdb::NmrOneD 147622 Specdb::NmrOneD 147623 Specdb::NmrOneD 147624 Specdb::NmrOneD 147625 Specdb::NmrOneD 147626 Specdb::NmrOneD 147627 Specdb::NmrOneD 147628 Specdb::NmrOneD 147629 HMDB01382 #<Reference:0x000055ce305fee30> #<Reference:0x000055ce305fec78> #<Reference:0x000055ce305feac0> Cherry tomato Type 1 specific Solanum lycopersicum var. cerasiforme 195583 Garden tomato Type 1 specific Solanum lycopersicum 4081 Garden tomato (var.) Type 1 specific Solanum lycopersicum var. lycopersicum 397755