1.0 2011-09-21 01:39:36 UTC 2015-07-21 06:59:25 UTC FDB028425 Methyldopa Methyldopa or alpha-methyldopa (brand names Aldomet, Apo-Methyldopa, Dopamet, Novomedopa) is a centrally-acting adrenergic antihypertensive medication. Its use is now deprecated following introduction of alternative safer classes of agents. However it continues to have a role in otherwise difficult to treat hypertension and gestational hypertension (formerly known as pregnancy-induced hypertension).; Methyldopa is an aromatic-amino-acid decarboxylase inhibitor in animals and in man. Only methyldopa, the <i>L</i>-isomer of alpha-methyldopa, has the ability to inhibit dopa decarboxylase and to deplete animal tissues of norepinephrine. In man the antihypertensive activity appears to be due solely to the L-isomer. About twice the dose of the racemate (DL-alpha-methyldopa) is required for equal antihypertensive effect. Methyldopa has no direct effect on cardiac function and usually does not reduce glomerular filtration rate, renal blood flow, or filtration fraction. Cardiac output usually is maintained without cardiac acceleration. In some patients the heart rate is slowed. Normal or elevated plasma renin activity may decrease in the course of methyldopa therapy. Methyldopa reduces both supine and standing blood pressure. Methyldopa usually produces highly effective lowering of the supine pressure with infrequent symptomatic postural hypotension. Exercise hypotension and diurnal blood pressure variations rarely occur.; Methyldopa, in its active metabolite form, is a central alpha-2 receptor agonist. Using methyldopa leads to alpha-2 receptor-negative feedback to sympathetic nervous system (SNS) (centrally and peripherally), allowing peripheral sympathetic nervous system tone to decrease. Such activity leads to a decrease in total peripheral resistance (TPR) and cardiac output.; When introduced it was a mainstay of antihypertensive therapy, but its use has declined, with increased use of other safer classes of agents. One of its important present-day uses is in the management of pregnancy-induced hypertension, as it is relatively safe in pregnancy compared to other antihypertensive drugs. from wiki [HMDB] (-)-a-methyldopa (-)-alpha-methyldopa (-)-methyldopa (s)-(-)-a-methyldopa (s)-(-)-alpha-methyldopa (S)-(-)-α-methyldopa 2-Methyl-3-(3,4-dihydroxyphenyl)alanine 3-Hydroxy-a-methyl-L-tyrosine 3-Hydroxy-alpha-methyl-L-tyrosine 3-Hydroxy-α-methyl-L-tyrosine 3,4-dihydroxy-2-methylphenylalanine (ACD/Name 4.0) a Medopa a-methyl dopa a-Methyl-b-(3,4-dihydroxyphenyl)-L-alanine a-Methyl-L-3,4-dihydroxyphenylalanine a-methyl-l-dopa a-Methyldihydroxyphenylalanine a-Methyldopa a-methyldopa (van) Aldoclor-150 Aldoclor-250 Aldomet Aldometil Aldoril 15 Aldoril 25 Aldoril D30 Aldoril D50 Alpha medopa alpha-methyl dopa alpha-Methyl-beta-(3,4-dihydroxyphenyl)-L-alanine alpha-Methyl-L-3,4-dihydroxyphenylalanine alpha-methyl-l-dopa alpha-Methyldihydroxyphenylalanine alpha-Methyldopa alpha-methyldopa (van) Alphamethyldopa AMD Apo Methyldopa Tab 125mg Apo Methyldopa Tab 250mg Apo Methyldopa Tab 500mg Apo-methyldopa Bayer 1440 L Baypresol Becanta Dopamet Dopamethyperpax Dopatec Dopegyt Grospisk Hyperpax Hypolag L-(-)-3-(3,4-dihydroxyphenyl)-2-methyl-Alanine L-(-)-3-(3,4-Dihydroxyphenyl)-2-methylalanine L-(-)-a-methyl-a-methyl-Aldomin L-(-)-a-Methyl-b-(3,4-dihydroxyphenyl)alanine L-(-)-alpha-methyl-alpha-methyl-Aldomin L-(-)-alpha-Methyl-beta-(3,4-dihydroxyphenyl)alanine L-(-)-α-methyl-β-(3,4-dihydroxyphenyl)alanine L-(a-MD) L-(alpha-Md) L-(α-md) L-2-amino-2-Methyl-3-(3,4-dihydroxyphenyl)propionate L-2-amino-2-Methyl-3-(3,4-dihydroxyphenyl)propionic acid L-3-(3,4-Dihydroxyphenyl)-2-methylalanine L-a-Methyl-(3, 4-dihydroxyphenyl)alanine L-a-Methyl-3,4-dihydroxyphenylalanine l-a-methyldopa L-alpha-Methyl-(3, 4-dihydroxyphenyl)alanine L-alpha-Methyl-3,4-dihydroxyphenylalanine l-alpha-methyldopa L-methyl dopa L-α-methyl-3,4-dihydroxyphenylalanine L-α-methyldopa L(-)-a-methylalanine L(-)-alpha-methylalanine L(-)-b-(3,4-Dihydroxyphenyl)-a-methylalanine L(-)-beta-(3,4-Dihydroxyphenyl)-alpha-methylalanine L(-)-β-(3,4-dihydroxyphenyl)-α-methylalanine Levo-3-(3,4-dihydroxyphenyl)-2-methylalanine Medomet Medopa Medopal Medopren Methoplain Methyl-L-dopa Methyldopa 125 Tab 125mg Methyldopa 250 Tab Methyldopa 500 Tab 500mg Methyldopa anhydrous Methyldopate Methyldopate HCL Methyldopum Metildopa Novo-Medopa Tab 125mg Novo-Medopa Tab 250mg Novo-Medopa Tab 500mg Novomedopa Nu-medopa Nu-Medopa Tab 125mg Nu-Medopa Tab 250mg Nu-Medopa Tab 500mg Presinol Presolisin Sedometil Sembrina α medopa α-methyl dopa α-methyl-L-3,4-dihydroxyphenylalanine α-methyl-β-(3,4-dihydroxyphenyl)-L-alanine α-methyldihydroxyphenylalanine α-methyldopa C10H13NO4 211.2145 211.084457909 (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid methyldopa 555-30-6 C[C@](N)(CC1=CC=C(O)C(O)=C1)C(O)=O InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)/t10-/m0/s1 CJCSPKMFHVPWAR-JTQLQIEISA-N belongs to the class of organic compounds known as phenylpropanoic acids. Phenylpropanoic acids are compounds with a structure containing a benzene ring conjugated to a propanoic acid. Phenylpropanoic acids Organic compounds Phenylpropanoids and polyketides Phenylpropanoic acids Aromatic homomonocyclic compounds 1-hydroxy-2-unsubstituted benzenoids 1-hydroxy-4-unsubstituted benzenoids Amino acids Amphetamines and derivatives Aralkylamines Carbonyl compounds Carboxylic acids Catechols D-alpha-amino acids Hydrocarbon derivatives Monoalkylamines Monocarboxylic acids and derivatives Organic oxides Organopnictogen compounds Phenylpropanes 1-hydroxy-2-unsubstituted benzenoid 1-hydroxy-4-unsubstituted benzenoid 3-phenylpropanoic-acid Alpha-amino acid Alpha-amino acid or derivatives Amine Amino acid Amino acid or derivatives Amphetamine or derivatives Aralkylamine Aromatic homomonocyclic compound Benzenoid Carbonyl group Carboxylic acid Carboxylic acid derivative Catechol D-alpha-amino acid Hydrocarbon derivative Monocarboxylic acid or derivatives Monocyclic benzene moiety Organic nitrogen compound Organic oxide Organic oxygen compound Organonitrogen compound Organooxygen compound Organopnictogen compound Phenol Phenylpropane Primary aliphatic amine Primary amine L-tyrosine derivative non-proteinogenic L-alpha-amino acid Solid logp -2.02 ALOGPS logs -1.97 ALOGPS solubility 2.26e+00 g/l ALOGPS logp -1.4 ChemAxon pka_strongest_acidic 1.73 ChemAxon pka_strongest_basic 9.85 ChemAxon iupac (2S)-2-amino-3-(3,4-dihydroxyphenyl)-2-methylpropanoic acid ChemAxon average_mass 211.2145 ChemAxon mono_mass 211.084457909 ChemAxon smiles C[C@](N)(CC1=CC=C(O)C(O)=C1)C(O)=O ChemAxon formula C10H13NO4 ChemAxon inchi InChI=1S/C10H13NO4/c1-10(11,9(14)15)5-6-2-3-7(12)8(13)4-6/h2-4,12-13H,5,11H2,1H3,(H,14,15)/t10-/m0/s1 ChemAxon inchikey CJCSPKMFHVPWAR-JTQLQIEISA-N ChemAxon polar_surface_area 103.78 ChemAxon refractivity 53.79 ChemAxon polarizability 20.73 ChemAxon rotatable_bond_count 3 ChemAxon acceptor_count 5 ChemAxon donor_count 4 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Specdb::CMs 22223 Specdb::CMs 30627 Specdb::CMs 39796 Specdb::CMs 99999 Specdb::CMs 164938 Specdb::MsMs 48561 Specdb::MsMs 48562 Specdb::MsMs 48563 Specdb::MsMs 52701 Specdb::MsMs 52702 Specdb::MsMs 52703 Specdb::MsMs 131151 Specdb::MsMs 131152 Specdb::MsMs 131153 Specdb::MsMs 374901 Specdb::MsMs 451644 Specdb::MsMs 2227018 Specdb::MsMs 2227682 Specdb::MsMs 2229385 Specdb::MsMs 2230100 Specdb::MsMs 2231661 Specdb::MsMs 2232512 Specdb::MsMs 2234098 Specdb::MsMs 2234858 Specdb::MsMs 2252688 Specdb::MsMs 2253803 Specdb::MsMs 2255804 Specdb::MsMs 2257036 Specdb::MsMs 2257579 Specdb::MsMs 2258662 Specdb::NmrOneD 94552 Specdb::NmrOneD 94553 Specdb::NmrOneD 94554 Specdb::NmrOneD 94555 Specdb::NmrOneD 94556 Specdb::NmrOneD 94557 Specdb::NmrOneD 94558 Specdb::NmrOneD 94559 Specdb::NmrOneD 94560 Specdb::NmrOneD 94561 Specdb::NmrOneD 94562 Specdb::NmrOneD 94563 Specdb::NmrOneD 94564 Specdb::NmrOneD 94565 Specdb::NmrOneD 94566 Specdb::NmrOneD 94567 Specdb::NmrOneD 94568 Specdb::NmrOneD 94569 Specdb::NmrOneD 94570 Specdb::NmrOneD 94571 HMDB11754 #<Reference:0x000055ce2ee83ee0> Anatidae Type 1 specific Anatidae 8830 Beefalo Type 1 specific Bos taurus X Bison bison 297284 Bison Type 1 specific Bison bison 9901 Buffalo Type 1 specific Bubalus bubalis 89462 Cattle (Beef, Veal) Type 1 specific Bos taurus 9913 Chicken Type 1 specific Gallus gallus 9031 Columbidae (Dove, Pigeon) Type 1 specific Columbidae 8930 Deer Type 1 specific Cervidae 9850 Domestic goat Type 1 specific Capra aegagrus hircus 9925 Domestic pig Type 1 specific Sus scrofa domestica 9825 Elk Type 1 specific Cervus canadensis 1574408 Emu Type 1 specific Dromaius novaehollandiae 8790 European rabbit Type 1 specific Oryctolagus 9984 Greylag goose Type 1 specific Anser anser 8843 Guinea hen Type 1 specific Numida meleagris 8996 Horse Type 1 specific Equus caballus 9796 Mallard duck Type 1 specific Anas platyrhynchos 8839 Mountain hare Type 1 specific Lepus timidus 62621 Mule deer Type 1 specific Odocoileus 9871 Ostrich Type 1 specific Struthio camelus 8801 Pheasant Type 1 specific Phasianus colchicus 9054 Quail Type 1 specific Phasianidae 9005 Rabbit Type 1 specific Leporidae 9979 Rock ptarmigan Type 1 specific Lagopus muta 64668 Sheep (Mutton, Lamb) Type 1 specific Ovis aries 9940 Squab Type 1 specific Columba 8931 Turkey Type 1 specific Meleagris gallopavo 9103 Velvet duck Type 1 specific Melanitta fusca 371864 Wild boar Type 1 specific Sus scrofa 9823