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ChemicalBook--->CAS DataBase List--->118-08-1

118-08-1

118-08-1 Structure

118-08-1 Structure
IdentificationMore
[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 PropertiesBack 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 DataBack 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 InformationBack 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. 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.
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

(-)-BETA-HYDRASTINE(118-08-1)IR1
(-)-BETA-HYDRASTINE(118-08-1)IR2
Well-known Reagent Company Product InformationBack Directory
[Sigma Aldrich]

118-08-1(sigmaaldrich)
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