1.0 2010-04-08 22:10:14 UTC 2020-09-17 15:35:17 UTC FDB012557 Isoquinoline Isoquinoline, also known as 2-benzazine, belongs to the class of organic compounds known as isoquinolines and derivatives. Isoquinoline is a heterocyclic aromatic organic compound. It is a structural isomer of quinoline. Isoquinoline and quinoline are benzopyridines, which are composed of a benzene ring fused to a pyridine ring. Isoquinoline is a weak basic compound (based on its pKa). Being an analog of pyridine, isoquinoline is a weak base, with a pKb of 8.6. It protonates to form salts upon treatment with strong acids, such as HCl. It forms adducts with Lewis acids, such as BF3. Isoquinoline is a colorless hygroscopic liquid at room temperature with a penetrating, unpleasant odor. Impure samples can appear brownish, as is typical for nitrogen heterocycles. It crystallizes as platelets that poorly soluble in water but dissolve well in organic solvents such as ethanol, acetone, and diethyl ether. It is also soluble in diluted acids, due to the formation of the protonated salt derivative. 1-Benzylisoquinoline is the structural backbone in naturally occurring alkaloids including papaverine and morphine. The isoquinoline ring in these natural compounds derives from the aromatic amino acid tyrosine. &beta;-quinoline 2-Azanaphthalene 2-Benzanine 2-Benzazine 3,4-Benzopyridine Benzo(c)pyridine Benzo[c]pyridine Benzopyridine beta -Quinoline Beta-quinoline FEMA 2978 Isochinolin ISQ C9H7N 129.1586 129.057849229 isoquinoline isoquinoline 119-65-3 C1=CC=C2C=NC=CC2=C1 InChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H AWJUIBRHMBBTKR-UHFFFAOYSA-N belongs to the class of organic compounds known as isoquinolines and derivatives. These are aromatic polycyclic compounds containing an isoquinoline moiety, which consists of a benzene ring fused to a pyridine ring and forming benzo[c]pyridine. Isoquinolines and derivatives Organic compounds Organoheterocyclic compounds Isoquinolines and derivatives Aromatic heteropolycyclic compounds Azacyclic compounds Benzenoids Heteroaromatic compounds Hydrocarbon derivatives Organonitrogen compounds Organopnictogen compounds Pyridines and derivatives Aromatic heteropolycyclic compound Azacycle Benzenoid Heteroaromatic compound Hydrocarbon derivative Isoquinoline Organic nitrogen compound Organonitrogen compound Organopnictogen compound Pyridine a small molecule azaarene isoquinolines mancude organic heterobicyclic parent ortho-fused heteroarene logp 2.14 ALOGPS logs -1.66 ALOGPS solubility 2.81e+00 g/l ALOGPS melting_point Mp 25.5-26° logp 1.75 ChemAxon pka_strongest_basic 5.26 ChemAxon iupac isoquinoline ChemAxon average_mass 129.1586 ChemAxon mono_mass 129.057849229 ChemAxon smiles C1=CC=C2C=NC=CC2=C1 ChemAxon formula C9H7N ChemAxon inchi InChI=1S/C9H7N/c1-2-4-9-7-10-6-5-8(9)3-1/h1-7H ChemAxon inchikey AWJUIBRHMBBTKR-UHFFFAOYSA-N ChemAxon polar_surface_area 12.89 ChemAxon refractivity 40.35 ChemAxon polarizability 13.85 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 9879 Specdb::CMs 27096 Specdb::CMs 29390 Specdb::CMs 101587 Specdb::CMs 101588 Specdb::CMs 164178 Specdb::MsIr 6516 Specdb::MsIr 6517 Specdb::NmrOneD 125238 Specdb::NmrOneD 125239 Specdb::NmrOneD 125240 Specdb::NmrOneD 125241 Specdb::NmrOneD 125242 Specdb::NmrOneD 125243 Specdb::NmrOneD 125244 Specdb::NmrOneD 125245 Specdb::NmrOneD 125246 Specdb::NmrOneD 125247 Specdb::NmrOneD 125248 Specdb::NmrOneD 125249 Specdb::NmrOneD 125250 Specdb::NmrOneD 125251 Specdb::NmrOneD 125252 Specdb::NmrOneD 125253 Specdb::NmrOneD 125254 Specdb::NmrOneD 125255 Specdb::NmrOneD 125256 Specdb::NmrOneD 125257 Specdb::MsMs 86280 Specdb::MsMs 86281 Specdb::MsMs 86282 Specdb::MsMs 148545 Specdb::MsMs 148546 Specdb::MsMs 148547 Specdb::MsMs 446405 Specdb::MsMs 446406 Specdb::MsMs 446407 Specdb::MsMs 446408 Specdb::MsMs 446409 Specdb::MsMs 448257 Specdb::MsMs 448258 Specdb::MsMs 448259 Specdb::MsMs 448260 Specdb::MsMs 448261 Specdb::MsMs 448262 Specdb::MsMs 448263 Specdb::MsMs 448264 Specdb::MsMs 448265 Specdb::MsMs 448266 Specdb::MsMs 448516 Specdb::MsMs 448517 Specdb::MsMs 448518 Specdb::MsMs 448519 HMDB34244 16092 ISQ #<Reference:0x00005612712b1c20> #<Reference:0x00005612712b19a0> Milk (Cow) Type 2 specific anise balsam benzaldehyde herbal sweet