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Droxidopa

CAT: 0804-HY-13458-05Size: 1 gDry Ice: NoHazardous: No
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CAT#:0804-HY-13458-05Size:1 g
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Description
Droxidopa (L-DOPS; SM5688) is a potent, orally active norepinephrine precursor. Droxidopa increases standing blood pressure, ameliorates symptoms of orthostatic hypotension and improves standing ability. Droxidopa has the potential for the research of neurogenic orthostatic hypotension (nOH) and alternative ADHD (attention deficit hyperactivity disorder) [1][2][3][4].
CAS Number
23651-95-8
Product Name Alternative
L-DOPS; DOPS; SM5688
UNSPSC
12352005
Hazard Statement
H315, H319, H335
Target
Adrenergic Receptor
Type
Reference compound
Related Pathways
GPCR/G Protein; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease; Cardiovascular Disease
Assay Protocol
https://www.medchemexpress.com/droxidopa.html
Purity
98.80
Solubility
DMSO : 21.74 mg/mL (ultrasonic; warming; adjust pH to 3 with 1 M HCl; heat to 60°C)
Smiles
OC1=C(O)C=CC([C@@H](O)[C@@H](C(O)=O)N)=C1
Molecular Formula
C9H11NO5
Molecular Weight
213.19
Precautions
H315, H319, H335
References & Citations
[1]Horacio Kaufmann, et al. Droxidopa for neurogenic orthostatic hypotension. Neurology, 2014; 83 (4) .|[2]Dela Peña I, et al. Droxidopa alters dopamine neuron and prefrontal cortex activity and improves attention-deficit/hyperactivity disorder-like behaviors in rats. Eur J Pharmacol. 2021 Feb 5;892:173826.|[3]Cao LF, et al. Restoring Spinal Noradrenergic Inhibitory Tone Attenuates Pain Hypersensitivity in a Rat Model of Parkinson's Disease. Neural Plast. 2016;2016:6383240. |[4]Kaufmann H. L-dihydroxyphenylserine (Droxidopa) : a new therapy for neurogenic orthostatic hypotension: the US experience. Clin Auton Res. 2008 Mar;18 Suppl 1:19-24.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Reference compound1
Clinical Information
Launched

Chemical Information

Droxidopa

Droxidopa is 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. It has a role as an antihypertensive agent, a prodrug and a vasoconstrictor agent. It is a L-tyrosine derivative and a member of catechols.

CAS Number23651-95-8
PubChem CID92974
IUPAC Name(2S,3R)-2-amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid
Molecular FormulaC9H11NO5
Molecular Weight213.19
XLogP-3.2
Topological Polar Surface Area124
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Heavy Atom Count15
Formal Charge0
Complexity235
SMILES
C1=CC(=C(C=C1[C@H]([C@@H](C(=O)O)N)O)O)O
InChI
InChI=1S/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+/m0/s1
InChIKey
QXWYKJLNLSIPIN-JGVFFNPUSA-N
Chemical Structure
2D Structure
2D structure of Droxidopa
CAS: 23651-95-8
CID: 92974
Formula: C9H11NO5
MW: 213.19
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight213.19
XLogP3-3.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass213.06372245
Monoisotopic Mass213.06372245
Topological Polar Surface Area124 Ų
Heavy Atom Count15
Formal Charge0
Complexity235
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
RM-D182400-01Droxidopa
A21541-100Droxidopa 100mg
A21541-10Droxidopa 10mg
GTR19268830-01Droxidopa-CoA
AR-D02241-01Droxidopa-13C6
A21541-50Droxidopa 50mg
MBS5803097Droxidopa hydrochloride

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