Compound: oxamniquine
SMILES: O=[N+]([O-])c1c(cc2CCC(Nc2c1)CNC(C)C)CO
InChIKey: XCGYUJZMCCFSRP-UHFFFAOYSA-N
Synonyms: oxamniquine, 21738-42-1, Mansil, Vansil, Oxaminiquine, UK-4271, Oxamniquinum, Oxamniquina, UK 4271, DTXSID3023398, Oxamniquinum [INN-Latin], Oxamniquina [INN-Spanish], NSC-352888, 0O977R722D, UK-4261, 1,2,3,4-Tetrahydro-2-((isopropylamino)methyl)-7-nitro-6-quinolinemethanol, 6-Hydroxymethyl-2-isopropylaminomethyl-7-nitro-1,2,3,4-tetrahydroquinoline, (7-nitro-2-{[(propan-2-yl)amino]methyl}-1,2,3,4-tetrahydroquinolin-6-yl)methanol, 1,2,3,4-Tetrahydro-2-(((1-methylethyl)amino)methyl)-7-nitro-6-quinolinemethanol, 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-(((1-methylethyl)amino)methyl)-7-nitro-, DTXCID803398, 1,2,3,4-Tetrahydro-2-[(isopropylamino)methyl]-7-nitro-6-quinolinemethanol, Oxamniquinum (INN-Latin), Oxamniquina (INN-Spanish), (7-nitro-2-(((propan-2-yl)amino)methyl)-1,2,3,4-tetrahydroquinolin-6-yl)methanol, 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-[[(1-methylethyl)amino]methyl]-7-nitro-, UK4271, RefChem:56479, CHEBI:7819, P02BA02, 244-556-4, (+)-Oxamniquine, UK 4261, Oxamniquine, (+)-, Oxamniquine, (-)-, [7-nitro-2-[(propan-2-ylamino)methyl]-1,2,3,4-tetrahydroquinolin-6-yl]methanol, NSC 352888, MLS000756891, 00BCY677OT, 7GIJ138H3K, {2-[(Isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl}methanol, 2-((Isopropylamino)methyl)-7-nitro-1,2,3,4-tetrahydro-6-quinolinemethanol, NSC352888, OXAMNIQUINE(200MG)DISCONTINUED, 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-((isopropylamino)methyl)-7-nitro-, (2-((Isopropylamino)methyl)-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl)methanol, 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-(((1-methylethyl)amino)methyl)-7-nitro-, (+)-, 6-Quinolinemethanol, 1,2,3,4-tetrahydro-2-(((1-methylethyl)amino)methyl)-7-nitro-, (-)-, 119678-90-9, 40247-39-0, Mansil (TN), Vansil (TN), (+/-)-Oxamniquine, Oxamniquine (USAN/INN), CCRIS 4113, HSDB 6510, [2-[(isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl]methanol, NCGC00016755-01, EINECS 244-556-4, CAS-21738-42-1, BRN 0485597, OXAMNIQUINE [MI], Prestwick0_001026, Prestwick1_001026, Prestwick2_001026, OXAMNIQUINE [INN], OXAMNIQUINE [HSDB], OXAMNIQUINE [USAN], CHEMBL847, OXAMNIQUINE [VANDF], OXAMNIQUINE [MART.], UNII-00BCY677OT, UNII-7GIJ138H3K, SCHEMBL44921, OXAMNIQUINE [WHO-DD], OXAMNIQUINE [WHO-IP], SPBio_003072, orb1706858, SCHEMBL29387534, UNII-0O977R722D, CHEBI:78416, OXAMNIQUINE [ORANGE BOOK], HMS1571M13, HMS2230H11, HMS3371N13, Oxamniquine [USAN:USP:INN:BAN], OXAMNIQUINUM [WHO-IP LATIN], Tox21_110593, EBC-26423, 2-(Isopropylaminomethyl)-7-nitro-1,2,3,4-tetrahydroquinoline-6-methanol, AKOS040742353, DB01096, (2-{[(1-methylethyl)amino]methyl}-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl)methanol, HY-10416, SMR000528982, CS-0002596, NS00026954, C07341, D00460, 5-22-11-00475 (Beilstein Handbook Reference), EN300-17960854, Q682497, SR-01000765728, SR-01000765728-2, 1,3,4-Tetrahydro-2-[(isopropylamino)methyl]-7-nitro-6-quinolinemethanol, 2-(Isopropylaminomethyl)-7-nitro-1,3,4-tetrahydroquinoline-6-methanol, 6-Quinolinemethanol,2,3,4-tetrahydro-2-[(isopropylamino)methyl]-7-nitro-, (2-[(Isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydro-6-quinolinyl)methanol #, {2-[(isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydro-6-quinolinyl}methanol, 6-Quinolinemethanol,2,3,4-tetrahydro-2-[[(1-methylethyl)amino]methyl]-7-nitro-
Theoretical properties:
molecular_formula: C14H21N3O3
molecular_weight: 279.33 g/mol
exact_mass: 279.15829154 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 4
heavy_atom_count: 20
topological_polar_surface_area: 90.1 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Pale yellow crystals from isopropanol
color: Pale yellow crystals from isopropanol
melting_point: 147-149 °C
Descriptions:
pubchem: {2-[(isopropylamino)methyl]-7-nitro-1,2,3,4-tetrahydroquinolin-6-yl}methanol is a member of the class of quinolines that is 1,2,3,4-tetrahydroquinoline which is substituted at positions 2, 6, and 7 by (isopropylamino)methyl, hydroxymethyl, and nitro groups, respectively. It is a member of quinolines, an aromatic primary alcohol, a C-nitro compound and a secondary amino compound.
chebi: A member of the class of quinolines that is 1,2,3,4-tetrahydroquinoline which is substituted at positions 2, 6, and 7 by (isopropylamino)methyl, hydroxymethyl, and nitro groups, respectively.
chembl: OXAMNIQUINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Oxamniquine, sold under the brand name Vansil among others, is a medication used to treat schistosomiasis due to Schistosoma mansoni. Praziquantel, however, is often the preferred treatment. It is given by mouth and used as a single dose.
Common side effects include sleepiness, headache, nausea, diarrhea, and reddish urine. It is typically not recommended during pregnancy, if possible. Seizures may occur and therefore caution is recommended in people with epilepsy. It works by causing paralysis of the parasitic worms. It is in the anthelmintic family of medications.
Oxamniquine was first used medically in 1972. It is on the World Health Organization's List of Essential Medicines. It is not commercially available in the United States. It is more expensive than praziquantel.