CAS Number23651-95-8
Synonyms(-)-(2s,3r)-2-amino-3-hydroxy-3-(3,4-dihydroxyphenyl)propionic acid; DL-DOPS; DL-threo-Dihydroxyphenylserine; L-DOPS; 3-dihydroxy-betthreo-dl-tyrosin; (2S,3R)-3-(3,4-Dihydroxyphenyl)-2-amino-3-hydroxypropanoic acid; 3-dihydroxy-dl-tyrosinethreo-bet; DROXIDOPA; (2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropionic Acid; (2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid; L-threo-DOPS; DL-THREO-DOPS; L-threo-3,4-Dihydroxyphenylserine; (2S,3S)-2-Ammonio-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoate; Droxidopa L-threo 3,4-Dihydroxyphenylserine; DL-threo-Droxidopa; threo-Dopaserine; L-threo-3-(3,4-Dihydroxyphenyl)serine
Molecular FormulaC9H11NO5
Molecular Weight213.19
Purity≥98 (HPLC)%
Density1.608g/cm3
Boiling Point549.8±50.0 °C at 760 mmHg
Melting Point232-235° (dec); mp 229-232° (dec) (Ohashi)
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 23651-95-8 |
| Catalog No. | 2A-9010263 |
| Chinese Name | 屈西多巴 |
| Synonyms | (-)-(2s,3r)-2-amino-3-hydroxy-3-(3,4-dihydroxyphenyl)propionic acid; DL-DOPS; DL-threo-Dihydroxyphenylserine; L-DOPS; 3-dihydroxy-betthreo-dl-tyrosin; (2S,3R)-3-(3,4-Dihydroxyphenyl)-2-amino-3-hydroxypropanoic acid; 3-dihydroxy-dl-tyrosinethreo-bet; DROXIDOPA; (2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropionic Acid; (2S,3R)-2-Amino-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoic acid; L-threo-DOPS; DL-THREO-DOPS; L-threo-3,4-Dihydroxyphenylserine; (2S,3S)-2-Ammonio-3-(3,4-dihydroxyphenyl)-3-hydroxypropanoate; Droxidopa L-threo 3,4-Dihydroxyphenylserine; DL-threo-Droxidopa; threo-Dopaserine; L-threo-3-(3,4-Dihydroxyphenyl)serine |
| Molecular Formula | C9H11NO5 |
| Molecular Weight | 213.19 |
| Purity | ≥98 (HPLC) |
| Density | 1.608g/cm3 |
| Boiling Point | 549.8±50.0 °C at 760 mmHg |
| Melting Point | 232-235° (dec); mp 229-232° (dec) (Ohashi) |
| Appearance | powder |
| Storage Condition | 2-8C |
| Application | Droxidopa (L-DOPS, SM5688) is a synthetic amino acid precursor that can be used as the original drug of the neurotransmitters norepinephrine and epinephrine and can penetrate the blood-brain barrier. |
| HTC | 29225090 |
| PubChem ID | 329798902 |
| MDL Number | MFCD00799030 |
| SMILES | N[C@@H]([C@H](O)c1ccc(O)c(O)c1)C(O)=O |
| 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 |
| InChI Key | QXWYKJLNLSIPIN-JGVFFNPUSA-N |
| NACRES Code | NA.77 |
| UNSPSC | 12352200 |
| Hazard Symbols | Transport |
| MSDS | msds/10263_1_23651_95_8.pdf |
| Bioactivity | Droxidopa(L-DOPS, SM5688) is a synthetic amino acid precursor which acts as a prodrug to the neurotransmitters norepinephrine (noradrenaline) and epinephrine (adrenaline); capable of crossing the protective blood-brain barrierIC50 value: Target: The acute administration of droxidopa in PVL and BDL rats caused a significant and maintained increase in arterial pressure and mesenteric arterial resistance, with a significant decrease of mesenteric arterial and portal blood flow, without changing portal pressure and renal blood flow [1]. L-threo-dihydroxyphenyslerine (Droxidopa) is a pro-drug which has a structure similar to noradrenaline, but with a carboxyl group. It has no pressor effects in this form. It can be administered orally, unlike noradrenaline, and after absorption is converted by the enzyme dopa decarboxylase into noradrenaline thus increasing levels of the neurotransmitter which is identical to endogenous noradrenaline [2]. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Phenylpropanoids Research Areas >> Neurological Disease References [1]. Coll M, et al. Droxidopa, an oral norepinephrine precursor, improves hemodynamic and renal alterations of portal hypertensive rats. Hepatology. 2012 Nov;56(5):1849-60. [2]. Mathias CJ. L-dihydroxyphenylserine (Droxidopa) in the treatment of orthostatic hypotension: the European experience. Clin Auton Res. 2008 Mar;18 Suppl 1:25-9. Chemical & Physical Properties Density 1.608g/cm3 Boiling Point 549.8±50.0 °C at 760 mmHg Melting Point 232-235° (dec); mp 229-232° (dec) (Ohashi) Molecular Formula C9H11NO5 Molecular Weight 213.187 Flash Point 286.3±30.1 °C Exact Mass 213.063721 PSA 124.01000 LogP -0.95 Vapour Pressure 0.0±1.6 mmHg at 25°C Index of Refraction 1.692 InChIKey QXWYKJLNLSIPIN-JGVFFNPUSA-N SMILES NC(C(=O)O)C(O)c1ccc(O)c(O)c1 Storage condition 2-8C |
| Use of | Properties Articles32 Name droxidopa Synonym More Synonyms droxidopa Biological Activity Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Phenylpropanoids Research Areas >> Neurological Disease References [1]. Coll M, et al. Droxidopa, an oral norepinephrine precursor, improves hemodynamic and renal alterations of portal hypertensive rats. Hepatology. 2012 Nov;56(5):1849-60. [2]. Mathias CJ. L-dihydroxyphenylserine (Droxidopa) in the treatment of orthostatic hypotension: the European experience. Clin Auton Res. 2008 Mar;18 Suppl 1:25-9. Chemical & Physical Properties Molecular Formula C9H11NO5 Exact Mass 213.063721 PSA 124.01000 LogP -0.95 Index of Refraction 1.692 InChIKey QXWYKJLNLSIPIN-JGVFFNPUSA-N |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available If applicable, the chemical meets the requirements of the Regulations on the Safety Management of Hazardous Chemicals (adopted by the State Council on January 9, 2002). |
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