Compound: methyldopa
SMILES: O=C(O)[C@@](N)(Cc1cc(O)c(O)cc1)C
InChIKey: CJCSPKMFHVPWAR-JTQLQIEISA-N
Synonyms: methyldopa, 555-30-6, Alphamethyldopa, Dopamet, Presolisin, Medomet, Alpha medopa, l-alpha-Methyldopa, Methyldopa anhydrous, Aldometil, Methoplain, Sedometil, Dopatec, Hyperpax, Methyl dopa, alpha-Methyl dopa, Sembrina, Hypolag, Dopegyt, Medopren, Presinol, alpha-Methyl-L-dopa, L-Methyl Dopa, Metildopa, L-(alpha-Md), Methyl-L-dopa, Methyldopum, Dopegit, (S)-(-)-alpha-Methyldopa, Bayer 1440 L, 3-Hydroxy-alpha-methyl-L-tyrosine, Aldomin, L-Methyldopa, Anhydrous methyldopa, Lederdopa, alpha-Methyldihydroxyphenylalanine, l-3-(3,4-Dihydroxyphenyl)-2-methylalanine, alpha-Methyl-L-3,4-dihydroxyphenylalanine, L-alpha-Methyl-3,4-dihydroxyphenylalanine, Methyldopa, anhydrous, BAYER-1440L, (-)-alpha-methyldopa, levo-3-(3,4-Dihydroxyphenyl)-2-methylalanine, L-(-)-3-(3,4-Dihydroxyphenyl)-2-methylalanine, alpha-Methyl-beta-(3,4-dihydroxyphenyl)-L-alanine, L(-)-beta-(3,4-Dihydroxyphenyl)-alpha-methylalanine, L-(-)-alpha-Methyl-beta-(3,4-dihydroxyphenyl)alanine, L-Tyrosine, 3-hydroxy-alpha-methyl-, L-2-Amino-2-methyl-3-(3,4-dihydroxyphenyl)propionic acid, J9.247I, M4R0H12F6M, CHEBI:61058, MK-351, Nr.C 2294, NSC-169916, NSC-760080, MK 351, Alanine, 3-(3,4-dihydroxyphenyl)-2-methyl-, L-(-)-, NCI-C55721, NSC169916, Dopergit, (2S)-2-azaniumyl-3-(3,4-dihydroxyphenyl)-2-methylpropanoate, Amodopa, Apo Methyldopa, alpha Methyldopa, Nu Medopa, Metalpha 250, Metalpha 500, methyldopate (ester), alpha Methyl L Dopa, RefChem:6032, C02AB01, methyldopate hydrochloride (ester), 209-089-2, 56LH93261Y, Baypresol, Aldomet, L-(-)-alpha-Methyldopa, L-alpha-Methyl DOPA, 3-(3,4-DIHYDROXYPHENYL)-2-METHYL-L-ALANINE, (S)-2-Amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid, Dopamethyperpax, (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid, Grospisk, Becanta, Medopal, (-)-Methyldopa, Methyldopa [INN], Methyldopa (L,-), Carbidopa EP Impurity A, Methyldopa (Levorotatory), Methyldopa (INN), MK-351;Methyldopa, Aldomet (TN), (-)-.alpha.-Methyldopa, AMD, MLS000028644, 3-(3,4-Dihydroxyphenyl)-2-methyl-L-alanine sesquihydrate, DTXSID5023295, L-.alpha.-Methyldopa, Novomedopa, SMR000059170, .alpha.-Methyl-L-dopa, Apo-Methyldopa, Nu-Medopa, L-Tyrosine, 3-hydroxy-.alpha.-methyl-, Methyldopum [INN-Latin], Metildopa [INN-Spanish], (S)-(-)-.alpha.-Methyldopa, a-methyl-l-dopa, alpha-Methyl-L-dopa sesquihydrate, Methyldopa (anhydrous), (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methyl-propanoic acid, MFCD00004186, 3-Hydroxy-.alpha.-methyl-L-tyrosine, phenylalanine, alpha-methyl-3,4-dihydroxy-, CCRIS 4671, HSDB 218, 88620-56-8, SR-01000597712, L-(-)-?-Methyldopa, EINECS 209-089-2, NSC 169916, UNII-M4R0H12F6M, Medoba, l-a-methyldopa, a-methyl dopa, Tyrosine, 3-hydroxy-.alpha.-methyl-, 3,4-Dihydroxy-2-methylphenylalanine #, CAS-555-30-6, Prestwick_732, (-)-a-methyldopa, a-methyldopa (van), .alpha.-Methyl-L-3,4-dihydroxyphenylalanine, Methyldopa (Aldomet), Methyldopa 250 Tab, L-(-)--Methyldopa, L(-)-a-methylalanine, Spectrum_000937, Tocris-0584, MK-351; Methyldopa, METHYLDOPA [MI], Nu-Medopa Tab 125mg, Nu-Medopa Tab 250mg, Nu-Medopa Tab 500mg, Novo-Medopa Tab 125mg, Novo-Medopa Tab 250mg, Novo-Medopa Tab 500mg, Prestwick0_000326, Prestwick1_000326, Prestwick2_000326, Prestwick3_000326, Spectrum2_001068, Spectrum3_000501, Spectrum4_000054, Spectrum5_001295, L-(-)-|A-Methyldopa, METHYLDOPA [HSDB], (s)-(-)-a-methyldopa, L(-)-alpha-methylalanine, CHEMBL459, Epitope ID:146097, L-(-)- alpha-Methyldopa, Apo Methyldopa Tab 125mg, Apo Methyldopa Tab 250mg, Apo Methyldopa Tab 500mg, METHYLDOPA [WHO-DD], L-(-)- alpha -Methyldopa, L-(a-MD), Lopac0_000853, SCHEMBL34003, BSPBio_000331, BSPBio_002021, KBioGR_000547, KBioSS_001417, cid_38853, MLS006011978, BIDD:GT0620, DivK1c_000142, Methyldopa 125 Tab 125mg, Methyldopa 500 Tab 500mg, SPECTRUM1500403, SPBio_001056, SPBio_002252, BPBio1_000365, DTXCID403295, GTPL5217, orb1310547, SCHEMBL29352376, BDBM48449, HMS500H04, KBio1_000142, KBio2_001417, KBio2_003985, KBio2_006553, KBio3_001521, NINDS_000142, GLXC-08142, HMS1569A13, HMS1920N09, HMS2090B11, HMS2091F04, HMS2096A13, HMS2235N11, HMS3262L07, HMS3372J14, HMS3411G18, HMS3675G18, HMS3713A13, HMS3887I15, MK-35, Pharmakon1600-01500403, L-(-)-a-methyl-a-methyl-Aldomin, HY-B0225, MSK10652, Tox21_202610, Tox21_500853, ANHYDROUS METHYLDOPA [MART.], CCG-40120, DL-443, EBC-03598, HB1822, NSC760080, s1642, a-Methyl-L-3,4-dihydroxyphenylalanine, AKOS015960582, AC-8431, DB00968, FM31922, KS-1424, LP00853, SDCCGSBI-0050829.P002, IDI1_000142, NCGC00024667-01, NCGC00024667-02, NCGC00024667-03, NCGC00024667-05, NCGC00024667-06, NCGC00024667-07, NCGC00024667-08, NCGC00024667-09, NCGC00024667-10, NCGC00024667-11, NCGC00024667-13, NCGC00024667-21, NCGC00260158-01, NCGC00261538-01, AC-11671, AS-13052, L-(-)-alpha-methyl-alpha-methyl-Aldomin, CARBIDOPA IMPURITY A [EP IMPURITY], L-a-Methyl-(3, 4-dihydroxyphenyl)alanine, DB-222797, D1817, EU-0100853, NS00007484, L-alpha-Methyl-(3, 4-dihydroxyphenyl)alanine, C07194, D08205, D82313, EN300-120685, AB00052043_09, AB01275508-01, AB01275508_02, Q412621, L-(-)-3-(3,4-dihydroxyphenyl)-2-methyl-Alanine, SR-01000597712-1, SR-01000597712-3, 3,4-dihydroxy-2-methylphenylalanine (ACD/Name 4.0), BRD-K48578705-001-14-3, BRD-K48578705-001-15-0, BRD-K48578705-001-16-8, BRD-K48578705-001-17-6, (-)-.ALPHA.-METHYL-3,4-DIHYDROXYPHENYLALANINE, L-.ALPHA.-METHYL-3-(3,4)-DIHYDROXYPHENYLALANINE, Z1508915075, (S)-2-Amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoicacid, Methyldopa, European Pharmacopoeia (EP) Reference Standard, Methyldopa, United States Pharmacopeia (USP) Reference Standard, 3-(3,4-Dihydroxyphenyl)-2-methyl-L-alanine (H-L-aMeTyr(3-OH)-OH), Methyldopa for system suitability, European Pharmacopoeia (EP) Reference Standard, 27289-76-5
Theoretical properties:
molecular_formula: C10H13NO4
molecular_weight: 211.21 g/mol
exact_mass: 211.08445790 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 4
hydrogen_bond_acceptor_count: 5
rotatable_bond_count: 3
heavy_atom_count: 15
topological_polar_surface_area: 104 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
physical_state: Minute, anhyd crystals from methanol
color: Minute, anhyd crystals from methanol
odor: ODORLESS
melting_point: 572 °F approximately (decomposes) (NTP, 1992)
solubility: 1 to 10 mg/mL at 73 °F (NTP, 1992)
Descriptions:
pubchem: Alpha-methyl-L-dopa is a derivative of L-tyrosine having a methyl group at the alpha-position and an additional hydroxy group at the 3-position on the phenyl ring. It has a role as an alpha-adrenergic agonist, an antihypertensive agent, a peripheral nervous system drug, a hapten and a sympatholytic agent. It is a L-tyrosine derivative and a non-proteinogenic L-alpha-amino acid.
chebi: A derivative of <small>L</small>-tyrosine having a methyl group at the α-position and an additional hydroxy group at the 3-position on the phenyl ring.
chembl: METHYLDOPA is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Methyldopa, also known as α-methyl-L-DOPA and sold under the brand name Aldomet among others, is a medication used for high blood pressure. It is one of the preferred treatments for high blood pressure in pregnancy. For other types of high blood pressure including very high blood pressure resulting in symptoms other medications are typically preferred. It can be given by mouth or injection into a vein. Onset of effects is around 5 hours and they last about a day.
Common side effects include sleepiness. More severe side effects include red blood cell breakdown, liver problems, and allergic reactions. Methyldopa is in the alpha-2 adrenergic receptor agonist family of medication. It works by stimulating the brain to decrease the activity of the sympathetic nervous system.
Methyldopa was discovered in 1960. It is on the World Health Organization's List of Essential Medicines.