DROXIDOPA

DROXIDOPA Basic information
Product Name:DROXIDOPA
Synonyms:Droxidopa (JAN);L-threo-3,4-Dihydroxyphenylserine;L-threo-b-(3,4-Dihydroxyphenyl)serine;L-Tyrosine, b,3-dihydroxy-, threo-;L-Tyrosine, β,3-dihydroxy-, (βR)-;Serine, 3-(3,4-dihydroxyphenyl)-, L-threo- (8CI);SM 5688;threo-Dopaserine
CAS:23651-95-8
MF:C9H11NO5
MW:213.19
EINECS:
Product Categories:Amines;Aromatics;Chiral Reagents;Intermediates & Fine Chemicals;Pharmaceuticals;Inhibitors
Mol File:23651-95-8.mol
DROXIDOPA Structure
DROXIDOPA Chemical Properties
Melting point 232-235° (dec); mp 229-232° (dec) (Ohashi)
alpha D20 -39° (c = 1 in 1N aq HCl); D20 -42.0° (c = 1 in 1N aq HCl)
Boiling point 549.8±50.0 °C(Predicted)
density 1.608±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: ≥3mg/mL
form powder
pka2.09±0.24(Predicted)
color white to tan
Merck 14,3457
Stability:Hygroscopic
CAS DataBase Reference23651-95-8
Safety Information
Hazard Codes Xi
Risk Statements 36/37/38
Safety Statements 26
WGK Germany 3
RTECS VT9626010
HS Code 29225090
MSDS Information
DROXIDOPA Usage And Synthesis
DescriptionDroxidopa is a synthetic amino acid precursor of (-)-norepinephrine which is absorbed from the gut and metabolized to norepinephrine. In Parkinsonian patients, droxidopa added to existing levodopa/decarboxylase inhibitor therapy produces significant improvements in retropulsion, dysarthria and muscular rigidity refractory to other treatments; however, tremor was unaffected.
DescriptionDroxidopa (L-DOPS) is a synthetic precursor and prodrug of the neurotransmitter norepinephrine. It is transformed into norepinephrine through the action of DOPA decarboxylase. L-DOPS increases norepinephrine levels in the rat heart following intraperitoneal administration and in the brain following intracerebroventricular administration at doses of 125 and 100 μg/animal, respectively. It increases arterial pressure and mesenteric arterial resistance in rats with ligated portal vein or biliary ducts when used at doses of 25-50 mg/kg. L-DOPS crosses the blood brain barrier, however, its effects can be blocked by the peripherally-restricted DOPA decarboxylase inhibitor carbidopa , indicating that the mechanism is peripheral. Formulations containing droxidopa are used in the treatment of neurogenic orthostatic hypotension.
Chemical PropertiesOff-White Solid
OriginatorSumitomo (Japan)
UsesThe L-threo-form Droxidopa. A synthetic amino acid precursor of Norepinephrine (N674500). Antiparkinsonian.
UsesDroxidopa is a psychoactive drug and acts as a prodrug to the neurotransmitters norepinephrine (noradrenaline) and epinephrine (adrenaline).
UsesL-DOPS has been administered for clinical trial studies in mice with amyloid pathology.
DefinitionChEBI: A serine derivative that is L-serine substituted at the beta-position by a 3,4-dihydroxyphenyl group. A prodrug for noradrenalone, it is used for treatment of neurogenic orthostatic hypotension
Brand nameDOPS
General DescriptionL-DOPS, also called L-threo 3,4-Dihydroxyphenylserine or droxidopa is a catecholamine. L-DOPS has many clinical advantages and may be useful for treating norepinephrine deficiency. It is used for treating neurogenic orthostatic hypotension and improves norepinephrine levels. L-DOPS mediates reduction of amyloid plaques and could have a therapeutic potential for treating amyloid pathology.
Biochem/physiol ActionsL-DOPS is a norepinephrine precursor in vivo.
DROXIDOPA Preparation Products And Raw materials
Miglitol VILAZODONE Nitazoxanide alpha,2-Dimethyl-5-nitro-1H-imidazole-1-ethanol 3-(3-Hydroxyphenyl)-DL-alanine BOC-D-THREO-3-(BENZO[1,3]DIOXOL-5-YL)SERINE 3-Phenyl-L-serine Dihydrocaffeic acid DROXIDOPA (S)-3-HYDROXY-3-PHENYLPROPANOIC ACID Levodopa (2RS,3RS)-2-AMINO-3-(3,4-DIHYDROXY-PHENYL)-3-HYDROXY-PROPIONIC ACID DL-THREO-3-PHENYLSERINE BOC-D-THREO-3-(3,4-DIMETHOXYPHENYL)SERINE DL-THREO-3-PHENYLSERINE HYDRATE, 99 DL-BETA-PHENYLSERINE THREO FORM L-M-TYROSINE Chrysene

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