| Identification | More | [Name]
(-)-BETA-HYDRASTINE | [CAS]
118-08-1 | [Synonyms]
(1R,9S)-(-)-BETA-HYDRASTINE
(1R,9S)-BETA-HYDRASTINE
(-)-BETA-HYDRASTINE
(-)-B-HYDIASTINE
HYDRASTINE
HYDRASTINE, (-)-B-
[S-(R*,S*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1(3H)-isobenzofuranone
1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [S-(R*,S*)]-
6,7-Dimethoxy-3-(6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl)-2-benzofuran-1(3H)-one
l-beta-Hydrastine
l-hydrastine
Phthalide, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-
phthalide,6,7-dimethoxy-3-(5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo(4,5-g)iso
quinolin-5-yl)-
(1R,9S)-B-hydrastine free base
Hydrastinebase
Hydrastine (base and/or unspecified salts)
(1R,9S)-(-)-β-Hydrastine
(3S)-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-1(3H)-isobenzofuranone
[S,(-)]-6,7-Dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]isobenzofuran-1(3H)-one | [EINECS(EC#)]
204-233-0 | [Molecular Formula]
C21H21NO6 | [MDL Number]
MFCD00152561 | [Molecular Weight]
383.39 | [MOL File]
118-08-1.mol |
| Chemical Properties | Back Directory | [Melting point ]
132℃ | [alpha ]
D20 -50° (c = 0.3 in abs alc) | [Boiling point ]
510.32°C (rough estimate) | [density ]
1.339±0.06 g/cm3 (20 ºC 760 Torr) | [refractive index ]
1.5614 (estimate) | [storage temp. ]
−20°C
| [solubility ]
DMF: 10 mg/ml; DMSO: 10 mg/ml | [form ]
A crystalline solid | [pka]
7.8(at 25℃) | [color ]
White to light yellow | [Water Solubility ]
30mg/L(20 ºC) | [CAS DataBase Reference]
118-08-1(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S36:Wear suitable protective clothing . | [RIDADR ]
1544 | [WGK Germany ]
3
| [RTECS ]
MU6030000
| [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
2939800000 |
| Hazard Information | Back Directory | [Description]
(1R,9S)-(–)-β-Hydrastine is an enantiomer of the alkaloid hydrastine that inhibits dopamine biosynthesis (IC50 = 20.7 μM in PC12 cells) by inhibiting tyrosine hydroxylase activity.1,2 It inhibits dopamine release with an IC50 value of 66.5 μM in the presence of high extracellular K+ levels. It also inhibits L-type and caffeine-activated store-operated Ca2+ channels and prevents Ca2+ leakage from intracellular stores.3,4 | [Uses]
(-)-β-Hydrastine is an inhibitor of Dopamine biosynthesis. | [Uses]
anesthetic (local), antiarrhythmic | [Uses]
Inhibitor of Dopamine biosynthesis. | [Definition]
ChEBI: A natural product found in Hydrastis canadensis. | [References]
[1] SO KIM1. Effects of Hydrastine Derivatives on Dopamine Biosynthesis in PC12 Cells[J]. Planta medica, 2001, 67 1: 609-613. DOI: 10.1055/s-2001-17356
[2] SHOU YU YIN . Enantio-selective inhibition of (1R,9S)- and (1S,9R)-β-hydrastines on dopamine biosynthesis in PC12 cells[J]. Neuropharmacology, 2004, 47 7: Pages 1045-1052. DOI: 10.1016/j.neuropharm.2004.07.033
[3] SHOU YU YIN. Effects of (1R,9S)-beta-hydrastine on intracellular calcium concentration in PC12 cells.[J]. Biological & pharmaceutical bulletin, 2007, 30 8: 1547-1550. DOI: 10.1248/bpb.30.1547
[4] SHOU YU YIN. Inhibitory effects of (1R,9S)-β-hydrastine on calcium transport in PC12 cells[J]. Archives of Pharmacal Research, 2007, 30 1: 109-113. DOI: 10.1007/bf02977786 |
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