Compound: midodrine
SMILES: O=C(NCC(O)c1c(OC)ccc(c1)OC)CN
InChIKey: PTKSEFOSCHHMPD-UHFFFAOYSA-N
Synonyms: midodrine, 42794-76-3, Midodrin, Midodrina, Midodrinum, Midodrinum [INN-Latin], St 1085, ST-1085, 1-(2',5'-Dimethoxyphenyl)-2-glycinamidoethanol, DL-N1-(beta-Hydroxy-2,5-dimethoxyphenethyl)glycinamid, 6YE7PBM15H, Acetamide, 2-amino-N-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)-, 2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamid, 2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethylacetamide, 2-Amino-N-(2,5-dimethoxy-beta-hydroxyphenethyl)acetamide, CHEBI:6933, DTXSID0023321, Midodrinum (INN-Latin), (+-)-2-amino-N-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide, 2-amino-N-(2-(2,5-dimethoxyphenyl)-2-hydroxyethyl)ethanimidic acid, 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]ethanimidic acid, RefChem:55641, DTXCID903321, C01CA17, ST1085, 255-945-3, Midodrina [INN-Spanish], 2-amino-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]acetamide, Midodrine free base, Midodrine (INN), MIDODRINE [INN], Midodrine [INN:BAN], EINECS 255-945-3, UNII-6YE7PBM15H, (RS)-N'-(beta-Hydroxy-2,5-dimethoxy-phenethyl)glycinamid, HSDB 7854, 42794-76-3 (free base), 97476-58-9, Spectrum_001641, MIDODRINE [MI], MIDODRINE [HSDB], Prestwick0_000191, Prestwick1_000191, Prestwick2_000191, Prestwick3_000191, Spectrum2_001545, Spectrum3_001585, Spectrum4_000192, Spectrum5_000962, MIDODRINE [VANDF], 2-AMINO-N-[2-(2,5-DIMETHOXYPHENYL)-2-HYDROXY-ETHYL]ACETAMIDE, MIDODRINE [WHO-DD], BSPBio_000141, BSPBio_003150, KBioGR_000763, KBioSS_002121, DivK1c_000955, SCHEMBL131436, SPBio_001390, SPBio_002062, BPBio1_000157, GTPL7240, orb1305969, CHEMBL1201212, N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide, SCHEMBL29367411, KBio1_000955, KBio2_002121, KBio2_004689, KBio2_007257, KBio3_002650, NINDS_000955, HMS3886M20, HMS5085A21, N-{2-[2,5-bis(methyloxy)phenyl]-2-hydroxyethyl}glycinamide, EBC-26334, s5735, AKOS015967099, CS-4688, DB00211, IDI1_000955, NCGC00178238-01, NCGC00178238-02, DA-05918, FA157966, HY-12749, TS-08253, SBI-0051934.P002, AB00053715, NS00008914, C07890, D08220, AB00053715_08, EN300-25893675, Q415051, BRD-A79981887-003-05-7, BRD-A79981887-003-09-9, BRD-A79981887-003-16-4, rac-N-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]glycinamide, 2-amino-n-[2-(2,5-dimethoxyphenyl)-2-hydroxyethyl]-acetamide, (+/-)-2-amino-n-(beta-hydroxy-2,5-dimethoxyphenethyl)acetamide, (+/-)-2-AMINO-N-(.BETA.-HYDROXY-2,5-DIMETHOXYPHENETHYL)ACETAMIDE, ACETAMIDE, 2-AMINO-N-(2-(2,5-DIMETHOXYPHENYL)-2-HYDROXYETHYL)-, (+/-)-
Theoretical properties:
molecular_formula: C12H18N2O4
molecular_weight: 254.28 g/mol
exact_mass: 254.12665706 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 3
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 6
heavy_atom_count: 18
topological_polar_surface_area: 93.8 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
solubility: Soluble
Descriptions:
pubchem: Midodrine is an aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-(glycylamino)-1-hydroxyethyl group. A direct-acting sympathomimetic with selective alpha-adrenergic agonist activity, it is used (generally as its hydrochloride salt) as a peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine. It has a role as a sympathomimetic agent, an alpha-adrenergic agonist, a prodrug and a vasoconstrictor agent. It is an amino acid amide, an aromatic ether and a secondary alcohol. It is functionally related to a glycinamide and a deglymidodrine. It is a conjugate base of a midodrine(1+).
chebi: An aromatic ether that is 1,4-dimethoxybenzene which is substituted at position 2 by a 2-(glycylamino)-1-hydroxyethyl group. A direct-acting sympathomimetic with selective α-adrenergic agonist activity, it is used (generally as its hydrochloride salt) as a peripheral vasoconstrictor in the treatment of certain hypotensive states. The main active moiety is its major metabolite, deglymidodrine.
chembl: MIDODRINE is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Midodrine, sold under the brand name Proamatine among others, is an antihypotensive medication used to treat orthostatic hypotension (low blood pressure when standing) and urinary incontinence. It is taken by mouth.
Side effects of midodrine include hypertension (high blood pressure), paresthesia, itching (pruritus), goose bumps, chills, urinary urgency, urinary retention, and urinary frequency. Midodrine is a prodrug of its active metabolite desglymidodrine. This metabolite acts as a selective agonist of the α1-adrenergic receptor. This in turn results in vasoconstriction and increased blood pressure.
Midodrine was discovered by 1971 and was introduced for medical use in the United States in 1996.