ChemicalBook CAS DataBase List 23651-95-8

23651-95-8

Name	DROXIDOPA
CAS	23651-95-8
Molecular Formula	C9H11NO5
MDL Number	MFCD00799030
Molecular Weight	213.19
MOL File	23651-95-8.mol

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
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

Safety Data

Hazard Codes	Xi
Risk Statements	36/37/38 less more
Safety Statements	26 less more
WGK Germany	3
RTECS	VT9626010
HS Code	29225090

Hazard Information

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

Spectrum Detail

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