Compound: papaverine
SMILES: O(c1c(OC)cc2ccnc(c2c1)Cc3cc(OC)c(OC)cc3)C
InChIKey: XQYZDYMELSJDRZ-UHFFFAOYSA-N
Synonyms: papaverine, 58-74-2, Robaxapap, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline, 6,7-Dimethoxy-1-veratrylisoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxyisoquinoline, Pavacap, Papaverinum, DAA13NKG2Q, Isoquinoline, 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-, 1-((3,4-Dimethoxyphenyl)methyl)-6,7-dimethoxyisoquinoline, NSC-136630, Isoquinoline, 1-((3,4-dimethoxyphenyl)methyl)-6,7-dimethoxy-, DTXSID4023418, Pavatym, CHEBI:28241, NSC136630, RefChem:56338, DTXCID603418, 200-397-2, Papaverin, Papanerine, Papanerin, Papaverina, Cerespan, Pavabid, Papaverine [BAN], Papaverine free base, NSC 136630, Isoquinoline, 6,7-dimethoxy-1-veratryl-, S-M-R, Papaverine (BAN), 1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-isoquinoline, CHEMBL19224, 4-[(6,7-Dimethoxyisoquinolyl)methyl]-1,2-dimethoxybenzene, HSDB 3147, Pavacot, Papaverina [Italian], Ceraspan, Mesotina (TN), EV1, CAS-61-25-6, NCGC00015810-02, EINECS 200-397-2, UNII-DAA13NKG2Q, BRN 0312930, Pavadyl, 58-74-2 (free base), 2wey, RS 47, TNP00305, 6,7-Dimethoxy-1-(3,4-dimethoxybenzyl)isoquinoline, Noscapine Impurity 4, Spectrum_000071, PAPAVERINE [MI], Prestwick0_000583, Prestwick1_000583, Prestwick2_000583, Prestwick3_000583, Spectrum2_000978, Spectrum3_000537, Spectrum4_000467, Spectrum5_001188, Lopac-P-3510, PAPAVERINE [VANDF], PAPAVERINUM [HPUS], Isoquinoline, 6,7-dimethoxy-1-veratryl-(8Cl), PAPAVERINE [MART.], PAPAVERINE [WHO-DD], Lopac0_000957, Oprea1_387689, Oprea1_810508, SCHEMBL34702, BSPBio_000426, BSPBio_002153, KBioGR_000914, KBioSS_000471, 5-21-06-00182 (Beilstein Handbook Reference), DivK1c_000321, SPBio_001015, SPBio_002645, BPBio1_000470, MEGxp0_001880, SCHEMBL29360983, SCHEMBL29387160, ACon1_000238, ACon1_002094, BDBM14754, GTPL13147, KBio1_000321, KBio2_000471, KBio2_003039, KBio2_005607, KBio3_001653, 1-[(3,4-Dimethoxyphenyl)methyl]6,7-dimethoxyisoquinoline, NINDS_000321, HMS3561N11, HMS3746M21, ALBB-010475, 1-{[3,4-bis(methyloxy)phenyl]methyl}-6,7-bis(methyloxy)isoquinoline, BBL012345, EBC-26648, MFCD00024138, STK039035, Isoquinoline,7-dimethoxy-1-veratryl-, AKOS000277460, CCG-202821, CS-7800, DB01113, KS-5336, SDCCGMLS-0003037.P003, SDCCGSBI-0050931.P005, IDI1_000321, NCGC00015810-01, NCGC00015810-03, NCGC00015810-04, NCGC00015810-05, NCGC00015810-06, NCGC00015810-07, NCGC00015810-08, NCGC00015810-09, NCGC00015810-13, NCGC00015810-24, NCGC00015810-29, NCGC00024428-03, NCGC00024428-04, HY-18077, NCI60_003183, Papaverine 100 microg/mL in Acetonitrile, ST023301, NOSCAPINE IMPURITY A [EP IMPURITY], SBI-0050931.P004, DB-053252, AB00053515, NS00007287, C06533, D07425, EN300-177755, AB00053515_14, WLN: T66 CNJ B1R CO1 DO1& HO1 IO1, AG-205/03660043, Q410374, 6,7-dimethoxy-1-veratryl-isoquinoline;hydrochloride, 1-(3,4-Dimethoxybenzyl)-6,7-dimethoxyisoquinoline #, BRD-K15567136-001-01-1, BRD-K15567136-003-06-6, BRD-K15567136-003-18-1, BRD-K15567136-003-27-2, Isoquinoline,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-, SR-01000003098-10, InChI=1/C20H21NO4/c1-22-17-6-5-13(10-18(17)23-2)9-16-15-12-20(25-4)19(24-3)11-14(15)7-8-21-16/h5-8,10-12H,9H2,1-4H
Theoretical properties:
molecular_formula: C20H21NO4
molecular_weight: 339.4 g/mol
exact_mass: 339.14705815 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 0
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 25
topological_polar_surface_area: 49.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: White prisms from alcohol-diethyl ether; needles from petroleum ether
color: White prisms from alcohol-diethyl ether; needles from petroleum ether
boiling_point: Sublimes at 135 °C
density: 1.337 g/cu cm at 20 °C
solubility: In water, 3.733X10-5 mg/L at 37.5 °C
Descriptions:
pubchem: Papaverine is a benzylisoquinoline alkaloid that is isoquinoline substituted by methoxy groups at positions 6 and 7 and a 3,4-dimethoxybenzyl group at position 1. It has been isolated from Papaver somniferum. It has a role as a vasodilator agent and an antispasmodic drug. It is a benzylisoquinoline alkaloid, a member of isoquinolines and a dimethoxybenzene.
chebi: A benzylisoquinoline alkaloid that is isoquinoline substituted by methoxy groups at positions 6 and 7 and a 3,4-dimethoxybenzyl group at position 1. It has been isolated from <em>Papaver somniferum</em>.
chembl: PAPAVERINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Papaverine (Latin papaver, "poppy") is an opium alkaloid antispasmodic drug, used primarily in the treatment of visceral spasms and vasospasms (especially those involving the intestines, heart, or brain), occasionally in the treatment of erectile dysfunction and acute mesenteric ischemia. While it is found in the opium poppy, papaverine differs in both structure and pharmacological action from the analgesic morphine and its derivatives (such as codeine).
In addition to opium, papaverine is purported to be present in high concentrations in star gooseberry.