ChemicalBook--->CAS DataBase List--->23651-95-8

23651-95-8

23651-95-8 Structure

23651-95-8 Structure
IdentificationBack Directory
[Name]

DROXIDOPA
[CAS]

23651-95-8
[Synonyms]

l-dops
SM 5688
DROXIDOPA
Droxydopa
l-threodops
Droxidopa-13C6
Droxidopa (JAN)
threo-Dopaserine
DROXIDOPA,SM 5688
L-threo-Droxidopa
Droxidopa impurity B
(βR)-β,3-Dihydroxy-L-tyrosine
3-dihydroxy-betthreo-l-tyrosin
L-threo-3,4-Dihydroxyphenylserine
L-Tyrosine, β,3-dihydroxy-, (βR)-
3-dihydroxy-bet(beta-r)-l-tyrosin
L-Tyrosine, b,3-dihydroxy-, (bR)-
L-Tyrosine, b,3-dihydroxy-, threo-
4-dihydroxyphenyl)-3-(l-threo-serin
L-threo-b-(3,4-Dihydroxyphenyl)serine
l-threo-3-(3,4-dihydroxyphenyl)serine
Serine, 3-(3,4-dihydroxyphenyl)-, L-threo-(8CI)
(2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropionic acid
(2S,3R)-3-(3,4-Dihydroxyphenyl)-2-amino-3-hydroxypropanoic acid
(2S,3R)-2-aMino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid
(-)-(2s,3r)-2-amino-3-hydroxy-3-(3,4-dihydroxyphenyl)propionicacid
(-)-(2S,3R)-2-Amino-3-hydroxy-3-(3,4-dihydroxyphenyl)propionic acid
[Molecular Formula]

C9H11NO5
[MDL Number]

MFCD00799030
[MOL File]

23651-95-8.mol
[Molecular Weight]

213.19
Chemical PropertiesBack Directory
[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
[pka]

2.09±0.24(Predicted)
[color ]

white to tan
[Merck ]

14,3457
[Stability:]

Hygroscopic
[InChI]

InChI=1/C9H11NO5/c10-7(9(14)15)8(13)4-1-2-5(11)6(12)3-4/h1-3,7-8,11-13H,10H2,(H,14,15)/t7-,8+/s3
[InChIKey]

QXWYKJLNLSIPIN-WWXSATIUNA-N
[SMILES]

[C@H](C1C=CC(O)=C(O)C=1)(O)[C@H](N)C(=O)O |&1:0,10,r|
[CAS DataBase Reference]

23651-95-8
Hazard InformationBack Directory
[Chemical Properties]

Off-White Solid
[Usage]

Droxidopa is a psychoactive drug and acts as a prodrug to the neurotransmitters norepinephrine (noradrenaline) and epinephrine (adrenaline).
[Usage]

The L-threo-form Droxidopa. A synthetic amino acid precursor of Norepinephrine (N674500). Antiparkinsonian.
[Definition]

ChEBI: 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
[Description]

Droxidopa 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.
[Originator]

Sumitomo (Japan)
[Uses]

Droxidopa is a psychoactive drug and acts as a prodrug to the neurotransmitters norepinephrine (noradrenaline) and epinephrine (adrenaline).
[Uses]

The L-threo-form Droxidopa. A synthetic amino acid precursor of Norepinephrine (N674500). Antiparkinsonian.
[Brand name]

DOPS
[General Description]

L-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 Actions]

L-DOPS is a norepinephrine precursor in vivo.
[storage]

Store at -20°C
[References]

[1] J BARTHOLINI. The stereoisomers of 3,4-dihydroxyphenylserine as precursors of norepinephrine.[J]. Journal of Pharmacology and Experimental Therapeutics, 1975, 193 2: 523-532.
[2] MAR COLL. Droxidopa, an oral norepinephrine precursor, improves hemodynamic and renal alterations of portal hypertensive rats??[J]. Hepatology, 2012, 56 5: 1849-1860. DOI: 10.1002/hep.25845
[3] HORACIO KAUFMANN  Jose A P  Lucy Norcliffe Kaufmann. Droxidopa in neurogenic orthostatic hypotension.[J]. Expert Review of Cardiovascular Therapy, 2015, 13 8: 875-891. DOI: 10.1586/14779072.2015.1057504
Safety DataBack Directory
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

26
[WGK Germany ]

3
[RTECS ]

VT9626010
[HS Code ]

29225090
Spectrum DetailBack Directory
[Spectrum Detail]

DROXIDOPA(23651-95-8)1HNMR
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